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Interviewer 1
Our guest this week, tutus by word. Krolski.
Keith Henry (Guest, Designer of Henry's)
No Gerber.
Interviewer 1
When he girked the garments, his eponymous brand Henry's is pumping up military inspired elevated workwear like the oil fields. His home province of Alberta. So knives your beak before a bedtime, you greasers. A self taught designer whose hand runs, handmade runs, sell it instantly. He's at the forefront of an emerging class of Canadian menswear that are low key, dictating a new path forward despite the super des nons me skiing tings. Talking Bear my word, fam. The owner and operator of Henry's is here to talk Matcha Bros and expensive workwear to 2026 denim heads and working at OVO. Keith Henry. Keith, how are you?
Keith Henry (Guest, Designer of Henry's)
You know, I'm blessed, fam. You're blessed? You're good.
Interviewer 1
My word, fam. How'd I do?
Keith Henry (Guest, Designer of Henry's)
There's a little bit of a mashup there, but it's good.
Interviewer 2
Yeah.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
Thought you did.
Interviewer 1
Well, does miskeen mean.
Keith Henry (Guest, Designer of Henry's)
Great question. I have no idea. That's.
Interviewer 2
Is wazels real?
Keith Henry (Guest, Designer of Henry's)
Yes.
Interviewer 2
Okay.
Interviewer 1
All right.
Keith Henry (Guest, Designer of Henry's)
That's probably my favorite word actually.
Interviewer 2
It's. It's the best slang for sure. For anyone who doesn't know at home that means getting dome.
Interviewer 1
Mine was a death as where you slap someone so hard their ears ringing.
Keith Henry (Guest, Designer of Henry's)
It's that. But it's like catch a death as like whatever.
Interviewer 1
Oh, damn.
Keith Henry (Guest, Designer of Henry's)
We don't need to get into it. We will, we will, we will. We can if you want.
Interviewer 1
We're not going to Talk about clothing at all.
Keith Henry (Guest, Designer of Henry's)
It's good that you said I'm from Alberta. I'm not actually a Toronto mans.
Interviewer 1
You're from Edmonton?
Keith Henry (Guest, Designer of Henry's)
Outside of there. A small town called Vegraville.
Interviewer 1
What the fuck does anyone do in Edmonton?
Keith Henry (Guest, Designer of Henry's)
Great question. They all go up to Fort McMurray and work in the oil fields.
Interviewer 2
They're cowboys, right? Those are Canadian cowboys.
Keith Henry (Guest, Designer of Henry's)
Cowboys, yeah. So I was like actually wanted to be a cowboy when I was a kid. Sick Broncos. I know there's still time, but I feel like my body wouldn't really let me the same way. But yeah, I don't know, I grew up kind of at the end of a cul de sac and at the end of that street was like a horse racing track. Sick chuck wagon races, stuff like that. So it's kind of like the Texas sort of of Canada.
Interviewer 2
Wow. The Texas of Canada. That's cool, dude.
Interviewer 1
How close was the nearest Timmy hose?
Keith Henry (Guest, Designer of Henry's)
We didn't have one in my town until I was just. Just about to move away.
Interviewer 2
Late bloomer.
Keith Henry (Guest, Designer of Henry's)
Late bloomer.
Interviewer 1
You can't hold me back.
Keith Henry (Guest, Designer of Henry's)
But that's like the first coffee I ever had.
Interviewer 2
So as a grown man, basically, yeah.
Keith Henry (Guest, Designer of Henry's)
Yeah. Like I think I started drinking coffee when I was like 1918, 19.
Interviewer 1
Kimmy Hoes. Is it still the best?
Keith Henry (Guest, Designer of Henry's)
Is it still peak? Still the best?
Interviewer 2
Is it overrated?
Interviewer 1
Is it still peak in your beak?
Keith Henry (Guest, Designer of Henry's)
I don't know how to describe it. It's like coffee. It's like a sugary Bev coffee.
Interviewer 2
It's Dunkin Donuts for Canada.
Keith Henry (Guest, Designer of Henry's)
I would say so. Yeah. I've never had Duncan, but Alberta runs.
Interviewer 2
On Timmy Hoes, dude.
Keith Henry (Guest, Designer of Henry's)
Everywhere in Canada, bro.
Interviewer 1
Before we get into more Toronto slang though, we got to do something.
Interviewer 2
Yeah, let's do a quick fit check. Keith, it's great to see you. Thank you for joining us. Why don't you just tell us everything that you're wearing today on the pod.
Keith Henry (Guest, Designer of Henry's)
Go from in to out.
Interviewer 2
Whatever you want, dog.
Keith Henry (Guest, Designer of Henry's)
Yeah, I got Figville wool socks on today.
Interviewer 1
Oh, we're starting with the socks. Okay.
Keith Henry (Guest, Designer of Henry's)
I said in to out.
Interviewer 2
Yeah, he wasn't playing.
Keith Henry (Guest, Designer of Henry's)
I got my Calvin's on. Nice. Real McCoy's engineer boots.
Interviewer 2
I like those. Stomping warning.
Interviewer 1
Those are some cowboy shits now some oil field.
Interviewer 2
More like a motorcycle.
Keith Henry (Guest, Designer of Henry's)
Motorcycle vibes. I'm not really a motorcycle rider, but Henry's RDK trousers.
Interviewer 2
Hell yeah, of course.
Keith Henry (Guest, Designer of Henry's)
James Coward belt. Lady White company Athens tea. Best tea in my opinion. Yeah, they're my favorite.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
Henry Spade shirt.
Interviewer 1
What year is this from?
Keith Henry (Guest, Designer of Henry's)
This this was last summer. Nice. Lost and found.
Interviewer 1
I like that. Looks like pale yellow, crispy, papery.
Keith Henry (Guest, Designer of Henry's)
It's like popliny. Less papery than you'd think. Give it a feel.
Interviewer 1
I like it.
Interviewer 2
James Coward, lady, white coat. Wait, James Coward is uk, right?
Keith Henry (Guest, Designer of Henry's)
James Coward's Canada.
Interviewer 2
He's Canada. So you're okay. So you're putting on for the countryman.
Keith Henry (Guest, Designer of Henry's)
It's my boy.
Interviewer 1
What's the. What's this?
Interviewer 2
Oh, yeah, the parka.
Keith Henry (Guest, Designer of Henry's)
Parka is vintage M65. Parka beanie is Bexhill Court Tote. Tote is my friend Ryan Gray. He does a thing called holding space bags.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
He's another vintage guy in Canada, but he takes kind of old materials and stuff like that, repurposes them into bags.
Interviewer 2
We love to see it.
Keith Henry (Guest, Designer of Henry's)
It's great. I love the color. A green King and Gross.
Interviewer 2
Oh, representing New York.
Keith Henry (Guest, Designer of Henry's)
Representing New York.
Interviewer 1
Okay.
Keith Henry (Guest, Designer of Henry's)
Very nice. Are they New York brand? I.
Interviewer 2
That's where I thought the flagship was.
Keith Henry (Guest, Designer of Henry's)
Might be. Yeah.
Interviewer 2
It feels. It feels like a super high end, unnecessarily expensive eyewear brand from New York.
Interviewer 1
I thought they're from Edmonton.
Keith Henry (Guest, Designer of Henry's)
Shouts to frankly eyewear for the hookup on that one.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
All right.
Interviewer 1
Fit check complete.
Interviewer 2
Nice.
Interviewer 1
Keith, we don't think you should, but do you think you could do the whole podcast in a Gerber Kroski? Stain them?
Keith Henry (Guest, Designer of Henry's)
You asked for a days fam. Are you a dumb? I would never. But yes, I could.
Interviewer 1
Why a bucket?
Interviewer 2
Why did that happen?
Keith Henry (Guest, Designer of Henry's)
You a buck tea fam?
Interviewer 1
No, I'm not homeless.
Interviewer 2
Why. Why did that happen? That accent? Because that's not. That's a new thing, right?
Interviewer 1
Ish.
Interviewer 2
Is it Drake straight?
Keith Henry (Guest, Designer of Henry's)
No, it's not Drake. Okay. It's like.
Interviewer 1
It's geopolitical.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
It's. It's a mashup of Canadian, Jamaican, Somalian and all types of other things.
Interviewer 1
And like UK Mandam, which is also.
Keith Henry (Guest, Designer of Henry's)
Which is also Caribbean and. Yeah, yeah.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
But I'm not like the linguist here, so I'm not entirely sure. But I don't know. I kind of just started getting bigger and bigger and crazier and crazier. And then it started getting. Yeah, like all those Instagram real is it?
Interviewer 1
And how much is it just like something that's an echo chamber that we can all point and laugh at.
Keith Henry (Guest, Designer of Henry's)
It's a thing, but it's like roadman kind of vibes.
Interviewer 1
Okay, so it is something you hear daily.
Keith Henry (Guest, Designer of Henry's)
No, no, I wouldn't say daily. No, no. Amongst friends. Yeah. But it's played up a Bit, but it's like suburbs. More like that kind of thing.
Interviewer 2
Like wanksters kind of wanks.
Interviewer 1
Brampton.
Keith Henry (Guest, Designer of Henry's)
Brampton. Like North York. That kind of thing. I don't know.
Interviewer 1
North York.
Interviewer 2
Do you ever catch yourself doing it unintentionally and unironically?
Keith Henry (Guest, Designer of Henry's)
No, but I used to do it all the time when I. I used to work at Stussy and I'd go into Stucy and be like, yeah, you're blast all the homies.
Interviewer 2
And.
Keith Henry (Guest, Designer of Henry's)
Yeah, you don't want to be like talking like that to everybody. Okay.
Interviewer 2
Oh, right.
Keith Henry (Guest, Designer of Henry's)
It's like between amongst friends. But people do talk like that.
Interviewer 1
Is there an Edmonton accent?
Keith Henry (Guest, Designer of Henry's)
Oh, buddy, you're good. Eh? Buddy, you're a liquefied nail gun.
Podcast Host (Ad Reader)
You're beauty.
Interviewer 2
A beautician.
Keith Henry (Guest, Designer of Henry's)
There's a guy on Instagram, shaunsi69. Check him out. He's like the quintessential Alberta accent. It's like hockey.
Interviewer 2
Hockey slang. Yeah.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
That's kind of where it came from.
Interviewer 1
The barn was buzzing.
Keith Henry (Guest, Designer of Henry's)
Well, buddy is a barn burner.
Interviewer 1
She was a rocket. Fab.
Interviewer 2
Yeah. Rocket ship.
Keith Henry (Guest, Designer of Henry's)
Rocket.
Interviewer 2
Absolute beautician over here.
Interviewer 1
That's kind of beauty. That wraps up the linguistic.
Interviewer 2
You just have to get that out.
Interviewer 1
Of the way because we had to.
Keith Henry (Guest, Designer of Henry's)
You know, of course, what is.
Interviewer 1
But keeping on Toronto a little bit because they are kind of like, you know, we are cousins with you guys. What's a fact. What's a men's fashion victim look like in Toronto these days?
Keith Henry (Guest, Designer of Henry's)
I mean, I think. What does it look like anywhere?
Interviewer 1
Well, but specifically Toronto's or anything.
Keith Henry (Guest, Designer of Henry's)
I feel like it's.
Interviewer 2
It's regional at all.
Keith Henry (Guest, Designer of Henry's)
That's not really that regional. I don't know. Moose knuckles? Yeah, moose knuckles. Some roots sweatpants. No, I have no idea. Like, it's. I feel like with kind of like tick tock and Instagram and everything like that everyone kind of dresses the same, being raw denim, so you kind of can't really tell.
Interviewer 2
Yeah.
Interviewer 1
To what? Like small top, big pants, headscarf. Like Scarfaceka.
Keith Henry (Guest, Designer of Henry's)
Yeah. I don't know. It was different when I first moved there, like 10 years ago or so. Sure. It was like sweatpants tucked into Timbs with like, you know, big sweaters and stuff like that. And now it's just different. I don't know how to describe it.
Interviewer 1
It's just. When you were working ovo.
Keith Henry (Guest, Designer of Henry's)
Yes.
Interviewer 1
What do you do there?
Keith Henry (Guest, Designer of Henry's)
I was a production assistant. Okay. So I got hired initially. Like the thing with Toronto is I moved there. I was a skateboard photographer before all of that.
Interviewer 1
We're gonna talk about that too.
Keith Henry (Guest, Designer of Henry's)
Okay. I moved to Toronto.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
And then the friend group that I had were like, kind of, you know, creative adjacent sort of thing. The Liam McRae's, like the Avi Golds, those kind of things.
Interviewer 2
Ooh, shout out Liam and Avi.
Keith Henry (Guest, Designer of Henry's)
But people that I knew worked with OVO already.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
And they're like, oh, you're making clothing. Like, if you need labels made, let me know. I work with OVO and the production side. And so through a friend, Steph, I got hired to do a pair of pants for a lookbook. Oh, nice. And I went into a meeting. Yeah, yeah. It was just like, hey, we need jeans made. We have fabric. We have a matching jacket. We're not going to actually produce them, but we want, like a sample made. We need a vi. Exactly. And I went in there and I was like. Had a full meeting, like, what are you guys looking for? Gave me a reference, kind of recreated that reference for the lookbook. And then they were like, oh, what are you trying to do with this? I was like, I have no idea. What are you doing?
Interviewer 2
Like, so obvious.
Interviewer 1
Kind of like a incubator program for young creative mandam in Toronto.
Keith Henry (Guest, Designer of Henry's)
Seemingly. Yeah. I think it's just like a. A brand that's willing to kind of take risks initially and, like, hire people that weren't necessarily, like, established in that field, if that makes sense.
Interviewer 2
They gave you a shot, an opportunity.
Keith Henry (Guest, Designer of Henry's)
Of course. Yeah.
Interviewer 1
Is it possible to be in Toronto and work in creative field and not have put in some time in ovo, or does it feel like. Does it feel like everyone's kind of graduated from October's very own university?
Keith Henry (Guest, Designer of Henry's)
No. I mean, yes and no. I feel like there's a lot of people that have never been involved, but then, you know, on the creative side of things, like, if it's Liam, he did like all the party next door music videos, that kind of thing, and kind of came up in that rank. And so there's just like, people around, they're like, oh, what are you doing? What are you looking for? And then they kind of extend opportunities. And my friend Tomo brought me in and was like, hey, we want to kind of take you on, hire you.
Interviewer 1
He's not Valence, Right.
Keith Henry (Guest, Designer of Henry's)
He's arc. He's with arc' Teryx in Tokyo. He's. I believe he's in charge of collaborations at the Tokyo Creation Center.
Interviewer 1
Damn.
Keith Henry (Guest, Designer of Henry's)
So he stepped into a big role. For sure.
Interviewer 1
We're gonna see a Henry's Dead bird anytime soon. Come on, let's go.
Interviewer 2
Denim. Denim Beanie.
Keith Henry (Guest, Designer of Henry's)
Gore Tex Gore. Tex Denim Beanie. Denim Parkers. Denim Parker.
Interviewer 1
Denim Shells.
Keith Henry (Guest, Designer of Henry's)
Shelly. What the.
Podcast Host (Ad Reader)
Shelley.
Keith Henry (Guest, Designer of Henry's)
But yeah, there's just, you know, people involved, and they kind of hire. They're just a force.
Interviewer 1
Right. And they have, like, the resources, and they can bring people in and let you, like, do what you want.
Keith Henry (Guest, Designer of Henry's)
And. Yeah. And they were like, hey, we're gonna hire him for assisting. He did a sample pair of jeans, and then this guy's with jeans. But the person in my interview was like, oh, you shoot photos too. That's cool. Like, that's crazy. I think he was a bit more impressed with that than he was with any of the clothing side of things.
Interviewer 1
You shoot any? Were you one of Drake shooters?
Keith Henry (Guest, Designer of Henry's)
No, not that. I shot some Daniel Caesar stuff early on. Not anything involving ovo.
Interviewer 1
Does Drake know who you are?
Keith Henry (Guest, Designer of Henry's)
Definitely not. Or maybe, but I don't think so. A bunch of the friends now that I have.
Interviewer 2
Right.
Keith Henry (Guest, Designer of Henry's)
All kind of work with dream crew.
Interviewer 1
But is he more. Is he more tapped than people maybe assume?
Keith Henry (Guest, Designer of Henry's)
I think so. Well, Oliver's really tapped in, and then through that, he kind of puts Drake onto a lot of things.
Interviewer 2
And so Drake does not own a pair of Henry's yet.
Keith Henry (Guest, Designer of Henry's)
No, not yet. No, not yet. Not yet.
Interviewer 2
What would you like to make? Let's say you could make Drake anything.
Keith Henry (Guest, Designer of Henry's)
Skinnies. Back to skinnies. I heard they're coming back. No, I. I don't know.
Interviewer 2
A suit, A set.
Keith Henry (Guest, Designer of Henry's)
A set would be like.
Interviewer 2
He loves a set.
Keith Henry (Guest, Designer of Henry's)
A set would be cool. But it would be like, I'd like to make one. Not, like, 37 to choose from, if that makes sense.
Interviewer 2
Right.
Keith Henry (Guest, Designer of Henry's)
It would be wardrobe. I don't know. And also, like, I don't. Yeah, I never really thought about it. I think they were curious about some stuff at one point.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
I think his stylist had expressed interest to someone, and I was kind of just like, yeah, I don't know, we could do that. But, like, I have. I don't really do custom stuff anymore. I've kind of moved on from that and doing the drop cycle and stuff like that.
Interviewer 1
So bigger than custom?
Keith Henry (Guest, Designer of Henry's)
Bigger than custom.
Interviewer 1
Well, let's talk about Henry's. What makes Henry's your brand so special? Like, people that haven't been blessed enough to lay hands on any of your garments yet. Like, what sets you apart from everything else out there?
Keith Henry (Guest, Designer of Henry's)
It's hard to talk outwardly about it because I'm just making everything and kind of experiencing it from. From my own perspective. So you don't do that?
Interviewer 1
You don't do the brand's pr.
Keith Henry (Guest, Designer of Henry's)
Well, I do everything. Nick Darrell does it. No.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
Honestly, dude, I. I think it's a fit and a form kind of thing, and it. It looks maybe different to people. So, like, for me, I make it myself for my body, and I do other kind of pattern grades for just the general public, but I think for me, it's like a fit. So it's like, if you try it on the small, medium, large, xl, it should all kind of fit you differently. But if you put on, like, an oversized thing, it's not going to be, like, gigantic on you. It's going to kind of have a similar form to all the sizes and kind of converge at a point.
Interviewer 1
And how do you describe it? Is it like elevated workwear? Is it. It's vintage, military inspired? Is it like, referencing your own vintage finds?
Keith Henry (Guest, Designer of Henry's)
Referencing my own vintage finds, for sure. I think it's. Yeah, elevated workwear, military kind of inspiration, that sort of thing. But then it's also other stuff from, like, my past, so things I've kind of collected over the years, like an anorak or something that I never wanted to wear because it was nylon. Gonna make that in, like, a cotton wool. Stuff like that. And just things that I kind of want to see in my wardrobe, if that makes sense.
Interviewer 2
You're filling holes in your own clothes.
Keith Henry (Guest, Designer of Henry's)
Essentially designing for yourself. Yeah.
Interviewer 2
Which is. I like that.
Keith Henry (Guest, Designer of Henry's)
But I think designing for yourself, then look out for translates other people. And they're like, oh, I really like that too. I like the way that's shaped.
Interviewer 1
Or that's kind of how it happened at the beginning. Right.
Keith Henry (Guest, Designer of Henry's)
Initially, your own shit.
Interviewer 1
And people are like, actually, can I have. Can I have some.
Interviewer 2
Where'd you get that shit?
Interviewer 1
And I was like a crumb of.
Keith Henry (Guest, Designer of Henry's)
Pant pretty much immediately. Like, I made a pair of pants, and someone was like, what are those? I'm like, I made them. They're like, what do you mean you made them?
Interviewer 1
They're Henry's.
Keith Henry (Guest, Designer of Henry's)
And no, it wasn't even Henry light bulb. It was just a thing. And then people were like, can I buy them? And I'm like, well, I don't even know what to charge. I don't know how to do this.
Interviewer 1
Like, bro, I'm wearing them. I can't.
Keith Henry (Guest, Designer of Henry's)
And at the time, I was like, give me something you don't wear anymore or something that's destroyed. I'll take it apart, cut around. Oh, in fabric, and then wing it and see what happens.
Interviewer 2
Like, Repurposing.
Keith Henry (Guest, Designer of Henry's)
Not repurposing, but like taking. So these pants that you're wearing, take them apart fully, lay them on a piece of fabric, trace around.
Interviewer 2
Oh, I see what you're saying.
Keith Henry (Guest, Designer of Henry's)
Resell them and then kind of learn.
Interviewer 2
As I go on the job.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 1
And then when did you realize that there's enough demand to like start making 7 units per sku?
Keith Henry (Guest, Designer of Henry's)
I think years later. So I tried to like, I did the whole of the O stint. That was very short lived.
Interviewer 1
Sure.
Keith Henry (Guest, Designer of Henry's)
Yeah. Um, and then I was working for another company and left and worked at like a pizza shop. And I think the pizza shop was. So I was like, I don't, I can't do this anymore. This is insane. I think I could make more money just making stuff on my own. So essentially I just left the pizza shop to do that. You're.
Interviewer 1
How much do they put ranch on pizza in Toronto?
Keith Henry (Guest, Designer of Henry's)
That's like a Vancouver thing, I feel.
Interviewer 1
What's Toronto pizza look like?
Keith Henry (Guest, Designer of Henry's)
Some really good pizza actually.
Interviewer 1
Really?
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 1
I guess it is a good food town.
Keith Henry (Guest, Designer of Henry's)
Yeah. Really? There's amazing food there. But yeah, Baddy Ali is probably what I hit the most. And it's like a very hyped like line around the block kind of thing. But my studio is in between there and Lost and Found, which I go visit quite a bit. And so anytime I'm biking past and there's an opening, I'll just go and get a couple stuff in and get a stuff.
Interviewer 1
Were you broke enough at this point where you were taking pizzas home, whatever. Didn't.
Keith Henry (Guest, Designer of Henry's)
Oh, I was, yeah. Peak fatness probably. It was insane. Like the people working there like, oh, look at you, you're getting so fat. Like pulling my shirt and they're like Albanian women and they're just ruthless. And I was like, holy. But yeah, I worked at a place called Maker Pizza. It's like Maddie Mathis, but did that and it was like, this is like such a grind. Like I'm working all day on the clothing stuff and then going into work and making like no money at all. People just weren't tipping. I was front of house. So it was just like, it was just whack. And I was like, I would need to just kind of split and do my own thing.
Interviewer 1
Did you ever steal food from the catering company that you worked for?
Keith Henry (Guest, Designer of Henry's)
Never.
Interviewer 2
You never that low?
Interviewer 1
You're never that broke?
Keith Henry (Guest, Designer of Henry's)
No, no, no. Just like misfired. Pizzas are like, oh, this is fucked up. You can like half.
Interviewer 2
This is all you get.
Keith Henry (Guest, Designer of Henry's)
I'll have the rest of it.
Interviewer 1
Yeah, I'll have a floor pie.
Keith Henry (Guest, Designer of Henry's)
Yeah. Yeah.
Interviewer 1
What was the. At this early stage in the, in your career, what was like the broker's behavior you were engaging in?
Keith Henry (Guest, Designer of Henry's)
Probably that, to be honest.
Interviewer 2
But outside of floor pizza, not really.
Keith Henry (Guest, Designer of Henry's)
Any other broke behavior, in a sense. At the time, I was living in a basement, my friend of my friend's place for 500 bucks. But there was no windows.
Interviewer 1
Okay.
Keith Henry (Guest, Designer of Henry's)
And it was below a store that I love called vsp. It's like a consignment store. Very popping in Toronto. But his sister was like, maybe don't cook so much down here. And it was like, at all. Okay. So I would just like eat amongst the neighborhood and stuff like that. But like, yeah, no windows, 500. Just working out of there.
Interviewer 2
Wow.
Keith Henry (Guest, Designer of Henry's)
Going to the bar across the street as the living room.
Interviewer 1
Right, right.
Keith Henry (Guest, Designer of Henry's)
No, of course, Yeah.
Interviewer 2
I mean, that's what a good bar is, right? You become a regular.
Keith Henry (Guest, Designer of Henry's)
It's your living room.
Interviewer 1
Like, oh, look, there's a bunch of.
Keith Henry (Guest, Designer of Henry's)
People in my living room.
Interviewer 1
Let me go hang out.
Keith Henry (Guest, Designer of Henry's)
Well, I couldn't even see. I'd have to go out and discover it. So like sometimes you leave your house and be like, oh, there's a snowstorm, or like, oh, there's like literal like monsoon happen. It's crazy.
Interviewer 2
You just had no concept of what was happening in the real world.
Keith Henry (Guest, Designer of Henry's)
Windows aren't. Windows are important.
Interviewer 1
Just leave the crib in every layer.
Keith Henry (Guest, Designer of Henry's)
Exactly.
Interviewer 1
Just in case you have what you need.
Keith Henry (Guest, Designer of Henry's)
Yeah. It's like what I did here, I brought a bunch of stuff in the bag because it's like whatever types of degrees. It's like people wearing down jackets and T shirts at the same time.
Interviewer 1
It's like, what about. I mean, going back to what. What is unique about Henry's like the small batch runs. It's because everything is handmade. Soup to nuts. Like you do everything.
Keith Henry (Guest, Designer of Henry's)
Yes and no. I've started to branch out and have other people help me a little bit. So shirting. I have my friend Alexis do like the buttons and the buttonholes. But.
Interviewer 1
But before you really were just.
Keith Henry (Guest, Designer of Henry's)
I mean, I literally still kind of make everything, start to finish. Pattern drafting, cut, sew, photography, scouting, shipping.
Interviewer 2
What does that say about you?
Interviewer 1
Are you control freak?
Keith Henry (Guest, Designer of Henry's)
Yeah. Yeah. And I would say it's a bit of like a broke ass mentality, if that makes sense. It costs a lot of money to produce clothing.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
As you guys know, I'm a solo person. This is how I make my money. So unless I'm getting an investment Yeah, I will. Tip, please.
Interviewer 1
Tip at checkout.
Keith Henry (Guest, Designer of Henry's)
I should add a tip.
Interviewer 2
That'd be sick.
Keith Henry (Guest, Designer of Henry's)
Dude actually got 20. I got tipped one time I made someone pants and they were like, they sent me more than it was. And I was like, hey, you sent too much. He's like, it's a tip. I was like, this isn't a haircut or a tattoo, but I appreciate it. That's sick.
Interviewer 2
Um, What a guy.
Keith Henry (Guest, Designer of Henry's)
It's hilarious.
Interviewer 1
Tip your pattern makers.
Keith Henry (Guest, Designer of Henry's)
Tip your pattern makers. Yeah. Tip your seams. But yeah, I don't know, I think it's. It costs a lot of money to have a brand and to like, run a business like that. And, you know, minimums can be pretty high. And if you're not really tapped in like that, not on the ground level, I mean, there's still some stuff in Toronto where you can get lower minimums and that kind of thing.
Interviewer 2
Is there part of you that, like, knows that that will have to change or you purposely like, I don't want to even think about scaling because that almost is not like, you know, the.
Keith Henry (Guest, Designer of Henry's)
Essence of what Henry's is absolutely has to change.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah. And Henry's like, I'm gonna change. Well, I've never outwardly been like, guys, I have a handmade brand. I make everything myself for the reason being like, when I grow, I don't want people to view it in a different way. Right. And I think people see it on the street and they're like, hey, what are these pants? These are cool. What's this jacket? It's not like a one man brand creator. And that's not why they like it. They like it for the good shit. It's cool.
Interviewer 1
These hands made this.
Keith Henry (Guest, Designer of Henry's)
Sure. I don't need people to know that I make it. Oh, well, sorry. That's fine.
Interviewer 1
We'll edit that out.
Keith Henry (Guest, Designer of Henry's)
Well, no, no, but I have a. I have a friend in Toronto, Via Piana, Ben Vipiana. He like, makes incredible denim as well.
Interviewer 1
And he relation to Lauro.
Keith Henry (Guest, Designer of Henry's)
Lauro Piana. He is Italian, so maybe he might have that in the tree.
Interviewer 2
Yeah, long line of greasy.
Keith Henry (Guest, Designer of Henry's)
Yeah. He has like a crazy attention to detail, so he's been helping me make some of the jeans every now and then.
Interviewer 1
So you're growing, you're. You're outsourcing because you have to if you are to grow. And also because you. Your head. You must have arthritis, bro.
Keith Henry (Guest, Designer of Henry's)
No, I don't, but it's. It's getting to the point where it's like, it's. You make it like Say I do a drop and make 50 pieces, and they sell in, like, a couple minutes. And then people are pissed. They always like, guys, I can't really. Right, well, if you're more than I'm.
Interviewer 2
Already doing, if you're not, like, out there, like, beating your chest that it's artisanal, does it bother you then that, like, when people even like us, like, right now, we're putting this running show together, when they talk about you, they, like, really hammer that home. Are you like, people hammer at home?
Keith Henry (Guest, Designer of Henry's)
But I think it's just, like, something to grasp onto that's, like, a difference. And they're like, people like it because it's handmade. I'm like, well. And I've had people be like, you should say that. You should promote that. And I'm like, I don't really want to.
Interviewer 1
It's handmade right now by necessity. But one day, hope. One day.
Keith Henry (Guest, Designer of Henry's)
Well, exactly that.
Interviewer 1
So one day in July, it's like you will be producing at a larger scale.
Keith Henry (Guest, Designer of Henry's)
Yeah, for sure. And I think it's, like, also fine to incorporate other types of production and sense where it's like, I don't need it made in Canada. I would have stuff made in Japan if I could find the right factory to do the right work and have kind of the right minimums for me. So if I'm making something and I'm experimenting, I don't want a hundred vests out there. I'll make three to five and see how they do. Sure. And if they're kind of sitting there, maybe I'll alter some things, change some stuff.
Interviewer 1
Oh, nothing. Nothing sits there.
Keith Henry (Guest, Designer of Henry's)
I know, but, you know, it's like.
Interviewer 1
Oh, they sold it in five minutes, not two.
Keith Henry (Guest, Designer of Henry's)
Yeah. Oh, I'm the same, though.
Interviewer 2
I'm slipping.
Keith Henry (Guest, Designer of Henry's)
But I don't want to be stuck with, like, 100 things and have to do sales and all that kind of thing. And also, like, there's a lot of clothing out there in the world already. It's like, how much more do you really need facts? And this isn't on some, like, existential sort of thing. It's just like, I'm going to do what I'm good at. I'm going to put out what I want to put out within reason. So, yeah, I think growing slowly is better than kind of like, just booming.
Interviewer 2
And then having a noble perspective, in my opinion.
Keith Henry (Guest, Designer of Henry's)
In a sense. Yeah.
Interviewer 1
Slow clothes. Yeah. What's the. What's your creative process like? I feel like we've been talking kind of more about the production and logistical side of things. But what about, like, creatively, how do you come up with things that you want to put out into the world?
Keith Henry (Guest, Designer of Henry's)
Well, I think it's like, like you said, filling a gap. And I don't know, I just. I think I. I like clothing for the sake of it being the piece that I found reference wise. And I like to design based off of a memory rather than like the exact thing, if that makes sense. Yeah. So, like, I do a swoop pocket pant and it has like kind of a frogmouth pocket look, but it was derived from like a Ben Davis that I used to wear. So I took the Ben Davis pocket, flipped it vertically, and then exaggerated it slightly. Nice. And then from that made carpenter pants that had like the swooping sort of panels.
Interviewer 2
The double knee.
Keith Henry (Guest, Designer of Henry's)
Yeah. And then from that, like, how do I make a jacket that kind of emulates that sort of shape and function as well?
Interviewer 2
Is that like that fluidness? Is that like part of the, like the design language? Like permanently, you think, or. Because it is.
Keith Henry (Guest, Designer of Henry's)
I wouldn't say it is a signature for sure. And it's something that I've kind of been into lately, but I don't know if I would say it's going to be a permanent.
Interviewer 2
You just like it, so I like it, so I do it right.
Keith Henry (Guest, Designer of Henry's)
It's just like, it's easy to flow it like that. It's kind of cool. Not a lot of, like, bigger brands are doing super curvy stuff because I think logistically to produce it is a little harder.
Interviewer 2
Well, they.
Keith Henry (Guest, Designer of Henry's)
They're going to angular things. You can just fold and press, fold and press. With this, you kind of have to have a form to press it around. So it's a little bit more difficult. And it also is like, the reason people are like, what's that? Like, I've never seen that.
Interviewer 2
Right, no, exactly.
Keith Henry (Guest, Designer of Henry's)
Yeah. Whereas, like, the swoop jacket essentially is like a Canadian hydro jacket that's just retooled and with that curve that comes down to the hemline, it typically would just go out like that.
Interviewer 2
Right. So, yeah, it's a signature and it's something that you can notice.
Keith Henry (Guest, Designer of Henry's)
That's.
Interviewer 2
That's.
Keith Henry (Guest, Designer of Henry's)
Yeah, it's just something that's like, not super immediate to people, but it's different enough that they're like.
Interviewer 2
Well, if you like.
Keith Henry (Guest, Designer of Henry's)
Oh, that looks different. I've never seen that before. What is that?
Interviewer 2
I think.
Interviewer 1
Well, if you know.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, yeah, I know. You know, and I think I speak.
Interviewer 2
For a lot of people where it's like, that they probably, that's the first thing they probably notice. They saw a picture on Instagram or something and then they dig deeper and they find Keith.
Keith Henry (Guest, Designer of Henry's)
You know, could be that or could just be like a genuine like, oh, those fit cool.
Interviewer 1
Or no one sees it, which is.
Interviewer 2
Which is also nice that you have to make less. You're not, you're not bothered.
Interviewer 1
Do you give a. That the majority of your customers and other guys just like in this world of, you know, kind of like the high end workwear inspired garments with the super dial textiles, the handmade nature, the fact that it's based on like your personal memories, for the most part they're just sipping matcha and making keynote decks.
Keith Henry (Guest, Designer of Henry's)
Sorry, can you re. Ask that?
Interviewer 1
Do you care that like the guys that wear your stuff are, I don't know, just Assistant Arturo Herbs.
Keith Henry (Guest, Designer of Henry's)
Money is green, baby.
Interviewer 1
Is it in Canada?
Keith Henry (Guest, Designer of Henry's)
No, it's all types of colors, loonies and toonies.
Interviewer 1
I got those pink faces.
Keith Henry (Guest, Designer of Henry's)
Bank is green. That's all that, you know, you don't.
Interviewer 2
You don't care what the function, like what the.
Interviewer 1
Because that's, that's just like a very, that's just a very knee jerk reaction of like comments like, oh, bro, like workwear. But you're just at your email job.
Interviewer 2
They see your prices.
Keith Henry (Guest, Designer of Henry's)
Yeah, but like, I mean, I don't know, I kind of like sit at a desk and make stuff now and it is more blue collar than you're.
Interviewer 2
Working with our hands.
Keith Henry (Guest, Designer of Henry's)
Yeah, totally that. But like I grew up kind of blue collar as well, doing construction, landscaping, that kind of thing.
Interviewer 1
And catering, pizza making.
Keith Henry (Guest, Designer of Henry's)
Yeah, catering, pizza making. Driving a big truck.
Interviewer 1
I'm just curious from the design side of things, like, because we, we as like fucking perpetrators as whole, you know, tier of culture, we're like. Yeah, I mean, it's.
Interviewer 2
Sorry, sorry.
Keith Henry (Guest, Designer of Henry's)
I don't really think it matters.
Interviewer 2
You don't care?
Keith Henry (Guest, Designer of Henry's)
I don't really.
Interviewer 1
So you don't give a shit?
Keith Henry (Guest, Designer of Henry's)
Not really. I mean it's like whoever, what we want to hear, whoever's into it is going to be into it regardless. Like, I can't hate on you for being like a finance bro and being into my shit, you know, so if.
Interviewer 2
You see a whack person in like in Toronto or even New York when you're here, like wearing your shit, you don't, you don't care.
Keith Henry (Guest, Designer of Henry's)
It means they bought it.
Interviewer 2
Money is green.
Keith Henry (Guest, Designer of Henry's)
Or also like, how do you know they're whack Just based off of like.
Interviewer 2
I mean they could look sometimes they telegraph It.
Keith Henry (Guest, Designer of Henry's)
But yeah, yeah, yeah, yeah, no, I tend not to think about that stuff too much. A lot of them are in the creative field, I would say. And those are the ones that are kind of like paying a little bit more attention.
Interviewer 2
And my friends wear too, right?
Keith Henry (Guest, Designer of Henry's)
My friends wear it too.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
But yeah, I mean, I'm not here to hate the Instagram is where Henry's. Because I want people to actually wear it and Henry's was taken, so.
Interviewer 1
Oh, damn Henry's.
Keith Henry (Guest, Designer of Henry's)
I don't know, it's like a deer hunter or something. It's crazy.
Interviewer 2
That kind of works.
Interviewer 1
Like a guy who hunts deer.
Keith Henry (Guest, Designer of Henry's)
I haven't looked in a long time, but when I initially signed up, it was like, oh, that's like, it's got.
Interviewer 1
My bow and arrow me.
Keith Henry (Guest, Designer of Henry's)
Not that it's like rifle style.
Interviewer 2
Oh, yeah, you will be sniped.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah. I was like, I don't want to ask this guy for that.
Interviewer 1
Once you. So, okay, so once you have created the fire clothes and obviously like your passion is in the creation, what do you also give a about? Like if it fucking TikTok guy wears it, if GQ includes it and some affiliate link roundup if it starts reselling for like 5x. Like what. What actually tickles your pickle? Once something's out in the world, I.
Keith Henry (Guest, Designer of Henry's)
Don'T know if that's up for me to decide. Like, I don't seek attention in that way. Like, I don't seek media attention. It kind of comes to me naturally in a sense where, like, I'm not the one being like, hey, we should do a thing. We should. Like, I didn't ask you guys to do this interview. Respect.
Interviewer 2
We invite you because we love you.
Keith Henry (Guest, Designer of Henry's)
I know, of course. But it's not like I don't do this for the media thing. It's just like what tickles my pick?
Interviewer 1
What tickles your pick?
Keith Henry (Guest, Designer of Henry's)
I just, I want to see people wearing it and enjoying it. And when I go and see people with like really well worn stuff, I get really hyped on that.
Interviewer 1
You do love posting like the three year old jeans that are like.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 1
Torched. Or like Dan Studio jeans.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah.
Interviewer 1
Which are just covered in dalmatian paint.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 2
Made out of real.
Keith Henry (Guest, Designer of Henry's)
But no, I. But I like seeing that stuff. It's like if I give Dan a pair of jeans, I mean, he did the logo for me, so.
Interviewer 1
Oh, Dan's on floor, Dan's on flow.
Keith Henry (Guest, Designer of Henry's)
But yeah, I just, I like when people wear it and when it fades a certain way and it, when it like, you know, they make. It shows real life. Yeah.
Interviewer 2
So like, so we're also talking about, like, PR marketing. You're like, I'm not doing that. Like, real, like, because you feel. It feels like you don't.
Keith Henry (Guest, Designer of Henry's)
I mean, for me, it's like, basically like, I shoot the photos, I put it out there. I'm not doing the Instagram ads. I'm not like.
Interviewer 2
Right.
Keith Henry (Guest, Designer of Henry's)
Sending care packages to people all around. It's like the people that own it actually bought it. They're the billboards, essentially. Yeah, that's a good way of putting it.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
And I have too much other stuff to be concerned about. Like, okay, I need to send it to this right. Influencer, this person here. Like, hey, want to talk about this? Want to include this in a newsletter? It's never been that. It's always just been organic kind of growth.
Interviewer 1
Have you ever had to make concessions as a small independent business owners that you didn't really with, but they were the right business move? So, like seeding product influencers or. No, never doing social media. You've never had to do anything like that?
Keith Henry (Guest, Designer of Henry's)
No.
Interviewer 1
You've never had to compromise yourself?
Keith Henry (Guest, Designer of Henry's)
No.
Interviewer 2
Wow.
Interviewer 1
Yet.
Keith Henry (Guest, Designer of Henry's)
And people have been like, hey, can I use this for a shoot? And I'm like, no, I don't have.
Interviewer 2
Yeah, I don't know, like just on loan.
Keith Henry (Guest, Designer of Henry's)
Like, unless they're a 38 and an extra large, loan you anything. You know what I mean? So it's like, I don't have anything like that to give. I don't have seating product. I don't have things for people to borrow. And people have used stuff for photo shoots in the past, but it's not really like a. A common thing.
Interviewer 1
So do you think it'll stay this way forever or is this just the nature of being like a pretty small brand right now where the focus is entirely on production and sales?
Keith Henry (Guest, Designer of Henry's)
I think the focus is on production sales and just getting my design kind of language out there, if that makes sense. So rather than like, oh, this guy's hot right now, whatever, send him some clothes. He looks fresh, like he's cool. He'll put it in an outfit and it'll blow up. It's like, if it blows up more, it's more work for me, so. Right. Yeah.
Interviewer 1
Please, Jacob Elordi, don't wear Henry's.
Keith Henry (Guest, Designer of Henry's)
No. Yeah. I mean, I don't like, that's the whole thing. Even back to, like, celebrities in general wearing your clothing, it's like, it's not what it's there for.
Interviewer 1
What does Move the needle for you, like, or is it just like you have your customer base and they buy.
Keith Henry (Guest, Designer of Henry's)
Henry's Pretty much that. Yeah. I don't know what necessarily moves the needle for me as far as that's concerned. Like, would I be psyched if this big celebrity wore it? Sure, that's cool. But it's not.
Interviewer 1
But we don't know. We aren't convinced that that converts into.
Interviewer 2
Yeah, I don't think it does.
Keith Henry (Guest, Designer of Henry's)
It doesn't. And it also, like, I just. Yeah, they have money, they're gonna wear it, they're gonna find a way to get it and like, be cool in it.
Interviewer 2
How. How much do you think about your current supply and demand issues with these, with shit selling out immediately and people being pissed off? Like, I know you only do. You only do so much, but like, how is that, like in the back of your mind or front of your mind?
Keith Henry (Guest, Designer of Henry's)
I mean, every day, it's a nightmare every day. But that's what.
Interviewer 2
It's a living nightmare.
Keith Henry (Guest, Designer of Henry's)
That's what makes it beautiful, though. It's like, I go to work, I work for myself. I kind of create my own schedule. I have to work really hard. I don't think people realize that too, but there's a lot of. So hard, I mean, physically making it yourself. Pattern drafting, I want to like, this December, I was kind of drafting a new thing and took up a few weeks and was like, holy shit, I haven't made any money. Now I got a grind. And you're kind of like buying a bunch of fabric for the end of the year, converting that into things, creating sales, it's all over the place.
Interviewer 1
Could you ever. How long has Henry's been around?
Keith Henry (Guest, Designer of Henry's)
I've been making stuff for about 10 years, I would say, but as a brand, maybe eight, seven. Eight years.
Interviewer 1
And how long has it been your full time gig?
Keith Henry (Guest, Designer of Henry's)
For the last six, at least.
Interviewer 1
Could you ever go back to working for someone else? Oh.
Podcast Host (Ad Reader)
I don't know.
Keith Henry (Guest, Designer of Henry's)
It's tough. Yeah, it's. Yeah, it's a grind.
Interviewer 1
It's a nightmare. I think a daily nightmare.
Interviewer 2
Like you said, it's a different type of.
Keith Henry (Guest, Designer of Henry's)
Well, I think if they were like, hey, what do you think of this? I could be like, yeah, that's cool. This is not cool. But like, who are we designing it for? I could do it, but it's also like, I don't want to give up my freedom and my own kind of expression of creativity, if that makes sense.
Interviewer 2
So as it stands right now, you don't do any hired gun shit.
Keith Henry (Guest, Designer of Henry's)
No. Nothing.
Interviewer 2
Wow.
Interviewer 1
So if Roots came knocking, you'd be like, sorry, how deep they go.
Interviewer 2
How.
Keith Henry (Guest, Designer of Henry's)
But how is Roots going to, like, move my career forward?
Interviewer 1
I don't know.
Keith Henry (Guest, Designer of Henry's)
Besides financial green. Yeah. But, like, there's other things involved with it, too. Like, if it was a brand that I was really hyped on, maybe.
Interviewer 1
But you do collabs with, like, other homies, right?
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, yeah. James Coward. Yep.
Interviewer 2
Yeah. Okay.
Interviewer 1
We're going to talk about the Canadian guys, but speaking just kind of continuing on down the path of, like, you know, making concessions for the good of the business versus what hurts you in the soul. If skinny jeans actually come back, are we going to see some Henry Skinnies?
Keith Henry (Guest, Designer of Henry's)
They're coming back.
Interviewer 2
You believe that? You believe that?
Keith Henry (Guest, Designer of Henry's)
In a little way. Yeah. I think they're. I think Camoli put out some stuff that's a little slimmer. I wouldn't necessarily make skinnies. It's not really been my thing.
Interviewer 2
Because you wouldn't wear them.
Keith Henry (Guest, Designer of Henry's)
I wouldn't wear.
Interviewer 2
So why make it right? That's a thought, I guess.
Keith Henry (Guest, Designer of Henry's)
I guess if it, like, lent itself well to the silhouette I was going for, I would maybe consider slimming down a bit, but I think I have, like, a standard fit and a generous cut. So it's kind of like a. You know, you kind of have two sides of the coin there where the standard fit used to be the baggy jean. Right. Yeah. And then everyone started making, like, gigantic stuff, and now it kind of looks normal again, you know? Yeah. What do you.
Interviewer 1
What do you make of denim heads in 2026 and this kind of resurgence that we're seeing around raw denim fire.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
I don't care. I think it's like, wait, which one is it? It's. It's a thing where it's always kind of been around. I think the punisher level, like, whiskering and da da is like.
Interviewer 1
And inch inseam guy.
Keith Henry (Guest, Designer of Henry's)
That guy's fire.
Interviewer 1
He's from Canada, I think. No.
Keith Henry (Guest, Designer of Henry's)
Is he.
Interviewer 1
I think he's from, like, Calgary.
Interviewer 2
Yeah, I think.
Interviewer 1
Yeah.
Interviewer 2
When? The time when Gallagher wrote about him at times he was visiting New York, so that's why they linked up.
Keith Henry (Guest, Designer of Henry's)
I have no idea.
Interviewer 1
I think he's from. Yeah, yeah. He's a flamer fam.
Keith Henry (Guest, Designer of Henry's)
Yeah, I'm an oiler, so.
Interviewer 1
Oh, this is called the Flames or the. They're the Canucks.
Keith Henry (Guest, Designer of Henry's)
No, no, that's the Vancouver Canucks. The Calgary Flames.
Interviewer 2
If McDavid wanted Henry's would. He'd be on flow in a second.
Keith Henry (Guest, Designer of Henry's)
All day.
Interviewer 2
All Day.
Keith Henry (Guest, Designer of Henry's)
Shout out to McJeez. We got the cut this year, boys. All right, so. So Thrill.
Interviewer 1
Raw denim. Like, where. Where are you seeing this? I think it kind of caught us a little blindsided just because it's always been, like, a standard in the wardrobe. But then all of a sudden, it became something that the Zoomers were gravitating towards, just making the whole thing more civilians. Do you pay? Did that come across your radar?
Keith Henry (Guest, Designer of Henry's)
I mean, it's been at the forefront of what I've done since I started, and I. The first thing I did was a pair of canvas pants, but the first pair of jeans I made was, like, really, really early on. And it was raw denim because I was wearing a lot of, I guess, dickies at the time. And I was like, I just want jeans to fit like this, which you couldn't find right in my size. And so they were all, like, super washed out. Like, really crazy, like, workwear stuff, like Carhartt Dickies, like, kind of dad jeans, for the lack of better term. And I just wanted something kind of, like, a bit more streamlined that I could wear every day and fade in a certain way. And I was never, like, put them in the freezer. Like, yeah, yeah, yeah, yeah. I don't care about any of that shit. And people still ask, like, how do you wash them? Like, you wash them when they're really gnarly and. Yeah, yeah, Turn them inside out so they don't, like, lightning streak. And other than that, like, I don't really think there's any rules.
Interviewer 1
Get some wool light.
Keith Henry (Guest, Designer of Henry's)
Yeah, that's it. That's it.
Interviewer 1
Bury them in the sand.
Keith Henry (Guest, Designer of Henry's)
I don't know. I think it's a material that's been around forever and it's always going to continue to exist. And I think there's, like, different versions of that and different kind of things. And right now we're in the era of, like, really wide raw salvage. Japanese. Like, there are so many buzzwords involved, but at the end of the day, it's. Yeah, I just think it's, like, as old as workwear exists.
Interviewer 2
Yeah.
Interviewer 1
How many pairs of vintage jeans do you own?
Keith Henry (Guest, Designer of Henry's)
Not that many.
Interviewer 1
Really?
Keith Henry (Guest, Designer of Henry's)
Yeah. Vintage. Like, purchased vintage. Yeah. Well, I used to skateboard until late. I. I used to skateboard, and so I would buy, like, old kind of redline salvage for, like, 50 bucks. There was a shop in Vancouver that had them, and then, of course, they get cleared out, but it grew exponentially since I kind of started collecting stuff.
Interviewer 1
So what are we at?
Keith Henry (Guest, Designer of Henry's)
What's. What's the Count literally, maybe like a vintage that's not my own.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
One thing.
Interviewer 2
Are you a big collector at all?
Keith Henry (Guest, Designer of Henry's)
I'm a collector, but I'm not a collector in that way that you'd think because like.
Interviewer 2
Okay, go on.
Keith Henry (Guest, Designer of Henry's)
With vintage jeans, it's the whole berberine effect where it's like, okay, these are 40 racks.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
And the shit I like is super expensive sense.
Interviewer 1
Right.
Keith Henry (Guest, Designer of Henry's)
It's like I'm not going to be collecting these things and I don't really need them for reference, if that makes sense. They likely won't fit me and I don't need to put them up on my wall.
Interviewer 1
So what are you collecting?
Keith Henry (Guest, Designer of Henry's)
I'm collecting all types of stuff. A lot of military stuff. I really like flight jackets, so I got a bunch of those Gunner smocks, flight jackets. I'm 65. Just things like that that I can wear and kind of like.
Interviewer 2
You want to wear this stuff you don't want? Yeah, I don't want to just own it.
Keith Henry (Guest, Designer of Henry's)
I have other things too, but like I collect things that are interesting to me. It's not necessarily about the brand of the era, of den this and that. So I have like an old GWG jacket, which is a great western garments. It's factory that used to exist in Edmonton that Levi's eventually bought out and they were the people that created stonewashing.
Interviewer 2
Oh, wow.
Keith Henry (Guest, Designer of Henry's)
Yeah. So it's like a local factory to me. And it's a cool jacket from an era. It's like the first jean jacket that I bought that I ever liked that ever fit me. So I have that. I have my dad's old polo jacket with like a seatbelt fade. It's super cool. But other than that, I don't really collect a lot of like denim sort of things. It's just like odds and ends sometimes it could be like an a mech jacket, like an REI kind of thing. Just like things that don't really have value, but they have cool design elements to me that I want to kind of incorporate into my stuff or a fit or like a color or something like that.
Interviewer 1
So do you clutch besides clothing?
Keith Henry (Guest, Designer of Henry's)
Not really.
Interviewer 1
So it's just like the garments that catch your eye.
Keith Henry (Guest, Designer of Henry's)
Garments that catch my hours sometimes it can be just like a feeling I get when I wear it. You know, I. I own a little bit of contemporary clothing, but not that much stuff.
Interviewer 2
Like what brands do you like? I'm actually really curious.
Keith Henry (Guest, Designer of Henry's)
Like, I really like mantle.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
I think they do a good job of shape and color and fabric and stuff like that. James Coward, of course. Komoli. Some stuff. A lot of Lady White company. But yeah.
Podcast Host (Ad Reader)
Yeah.
Keith Henry (Guest, Designer of Henry's)
Kimoni fits me. It's pretty huge, actually.
Interviewer 1
Like, two things for them.
Keith Henry (Guest, Designer of Henry's)
Yeah. The shirts are jacket. I can't wear any pants from any other, like, unless they're old, like army pants or something like that. I can't really wear anything.
Interviewer 1
So looking back at 2025, is there a single highlight for the brand O that's going to stick with you or you can point to is like the one.
Interviewer 2
The one.
Interviewer 1
The one highlight or multiple.
Keith Henry (Guest, Designer of Henry's)
Honestly, it feels like it's all a blur at this point. Like, I just put my head down. Work, work, work, work, work. And then I don't really have time to, like, come up for air and.
Interviewer 2
Look around and enjoy it.
Keith Henry (Guest, Designer of Henry's)
I enjoy it, but I don't know.
Interviewer 2
You enjoy the grind.
Keith Henry (Guest, Designer of Henry's)
I enjoy the grind. I just. I love going to Japan. It's been a nice kind of peace of mind for me to get away.
Interviewer 1
You don't go there for work.
Keith Henry (Guest, Designer of Henry's)
I do. Yeah, but it's like the expense report would say that. Well, yeah, but it's like, also, I'm going there and I'm looking at. It's like my first time where I can kind of take a breath.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
Go to stores, touch everything, feel everything, see what other people make some.
Interviewer 1
Make some Tiktoks.
Keith Henry (Guest, Designer of Henry's)
Make some Tiktoks and fit checks.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
You know, stay in a very small hotel.
Interviewer 1
Here's the best ramen I had in all fucking Japan.
Keith Henry (Guest, Designer of Henry's)
It's. It's. It's actually gotten insane.
Interviewer 1
I know.
Keith Henry (Guest, Designer of Henry's)
It's crazy. Like, the hotel. So many white people I can't stand. I mean, it's insane.
Podcast Host (Ad Reader)
You were.
Interviewer 2
You're. You're.
Keith Henry (Guest, Designer of Henry's)
I'm part of the problem.
Interviewer 1
No.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 2
You can't stay there because you're like, this is. This is a miserable experience.
Keith Henry (Guest, Designer of Henry's)
It's just. Yeah, it's crazy. So. I don't know, I just. I like going there and I like seeing all the vintage. I mean, there's incredible stuff over.
Interviewer 1
Okay. Do you go with an empty suitcase?
Keith Henry (Guest, Designer of Henry's)
No, I don't do that. I mean, I go and I'm like perusing. It's so expensive. Vintage is crazy there. Over there, they know.
Interviewer 2
They know what they have.
Keith Henry (Guest, Designer of Henry's)
You know what they have. They buy it from here, they bring it over.
Interviewer 1
Yeah, it's all stuff from, like, the Canadian countries.
Interviewer 2
They literally went to the factory in your hometown, brought it to Japan and priced it up.
Keith Henry (Guest, Designer of Henry's)
It's pretty incredible. But no, it's a. It's a nice Way for me to go and, like, see what brands actually represent in the physical space. So, like, going to the flagship store, seeing what they got, seeing how they kind of merchandise everything, and, like, understanding what pricing looks like in Japan versus North America.
Interviewer 1
Do you have a. Do you have a Japanese customer base?
Keith Henry (Guest, Designer of Henry's)
A little bit.
Interviewer 1
Really?
Keith Henry (Guest, Designer of Henry's)
Yeah. Huh. I feel like it's not gigantic, but.
Interviewer 1
I feel like your ship would go crazy.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
I'm gonna be working with a shop out there in the spring maybe, or the fall, but, yeah, you'll see some stuff out there at some point. So I think it's.
Interviewer 2
Are you surprised that it's not bigger over there based on just, like, what you're making and what they like?
Keith Henry (Guest, Designer of Henry's)
I think it has a bit of motion, but it's more like I put things out at noon Eastern time in North America. So for them, it's like whatever, one.
Interviewer 1
Or two in the morning.
Interviewer 2
Logistically, it's hard.
Interviewer 1
They're just getting up to go to their office jobs.
Keith Henry (Guest, Designer of Henry's)
Yeah. No, exactly that or getting home from coming home. Crawling home.
Interviewer 1
Do you party when you're out there?
Keith Henry (Guest, Designer of Henry's)
Oh, my God. How long are you there for in Japan? When I go, I try to go for. Most recent trip, 16 days maybe.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
A little bit of time in Tokyo and then Kyoto, Osaka, sometimes. Okay. I'm a for fabric stuff, and I mostly just go and see friends and see fabric. Hardware suppliers DO collabs on TikTok. What are you wearing? Yeah, that kind of thing.
Interviewer 2
Yo, how much your outfit cost?
Interviewer 1
Have you seen the guy that does Japanese Toronto hybrid access? Konichi Wakroski.
Keith Henry (Guest, Designer of Henry's)
That guy's insane. Everyone sends me that, like, specifically, like, my.
Interviewer 1
That's you. You are that guy.
Keith Henry (Guest, Designer of Henry's)
That is my. Brain rot.
Interviewer 1
What was. Was the best thing you ate in Japan on this past trip? So I know you're out.
Keith Henry (Guest, Designer of Henry's)
There's a place called Fujiki.
Interviewer 1
White people.
Keith Henry (Guest, Designer of Henry's)
It's a. No, not really.
Interviewer 2
Yes. Congrats. You ruined it.
Keith Henry (Guest, Designer of Henry's)
It's Tonkatsu. But we. We were there and we were, like, ordering, and we were like, yeah, we want. There's four of us. We're like, there's a minced meat one, a fatty one, and, like a dinner one. There's a couple in Tokyo, Fujiki, Nakamegura.
Interviewer 2
But on the map.
Keith Henry (Guest, Designer of Henry's)
And then there's one kind of in Ikeji, like, near there. But we were like, we want four things. And she gave us four plates of minced meat and, like, the other stuff. And it was an egregious amount of food, and we were like.
Interviewer 1
And you ate it all.
Keith Henry (Guest, Designer of Henry's)
It was the first meal. I was like, it's incredible, but it's so gnarly. And after that you're like, you're tapped.
Interviewer 2
Yeah, but that's probably all down.
Keith Henry (Guest, Designer of Henry's)
Respectfully. Yeah. They were like, oh, this is insane. I'm like, well, we can't take it to go. We have to.
Interviewer 2
Right? We have to finish it.
Interviewer 1
Book an hour at the pod hotel at the Capsule Hotel and just knock out for an hour. Take a little napski at the Love Hotel.
Keith Henry (Guest, Designer of Henry's)
It may as well be a pod hotel, the place I stay. But Pods, I think you have to check out every day and put your bag in a thing. I've never stayed.
Interviewer 1
Like a locker.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, yeah.
Interviewer 1
Which is like, I've never done it either. Although the hotels that you and I seemingly stay at, similar ones, they basically could be just pod hotels or Capsules.
Keith Henry (Guest, Designer of Henry's)
The homies are like, oh, that's so funny. You're in a business hotel. I'm like, I need to like, this is the. Within the budget. Yeah, yeah. I can't be in like, whatever.
Interviewer 2
The Grand Hyatt.
Interviewer 1
The Park Hyatt.
Keith Henry (Guest, Designer of Henry's)
Park Hyatt. One day.
Interviewer 2
One day.
Keith Henry (Guest, Designer of Henry's)
Yeah. But I don't know, really enjoy that area. So much so.
Interviewer 1
But also, my brother was just staying at the Park Height and he's like, it's. You're just at a western hotel.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, yeah.
Interviewer 1
Like, it feels like you're. There's like a New York inspired jazz bar.
Keith Henry (Guest, Designer of Henry's)
Like. Yeah.
Interviewer 2
Japanese experience.
Keith Henry (Guest, Designer of Henry's)
You're like, I'm from here. I don't need to go there and experience that.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
Okay.
Interviewer 1
It's about the. The notes. They don't play. What do you splash out on when you're in Japan? Do you buy. Do you buy any big treats for yourself?
Interviewer 2
Yeah. What are we shopping?
Keith Henry (Guest, Designer of Henry's)
Where do I go?
Interviewer 1
Like, do you actually.
Keith Henry (Guest, Designer of Henry's)
Yeah, I don't know. Like, I do a lot of shopping in Canada through Lost and Found, so I have access to pre orders through them, which is excellent. So I'll do stuff. And they kind of put me onto a lot of things where it's like, hey, these shoes are coming out. You should check these out. My friend Mike Fong, who works there, he was my first stockist ever at their old store. Working title, amazing store. That neighbor eventually took over, but I buy stuff through them and it's. It's great. I get to try a bunch of stuff. In terms of footwear, I don't really buy a lot of clothing necessarily, but.
Interviewer 2
But shoes.
Keith Henry (Guest, Designer of Henry's)
Is your splash on shoes for the Most part, yeah.
Interviewer 1
What was the last man after My own purchase. You made big or otherwise?
Keith Henry (Guest, Designer of Henry's)
Maybe. These boots are. These are so expensive.
Interviewer 1
Are these vintage, though, or these new you just put. You just have been stomping around in them with.
Keith Henry (Guest, Designer of Henry's)
And I've been mucking around things. Yeah. It's crazy.
Interviewer 1
They're.
Interviewer 2
Are you like, a guy that, like, you get a pair and you're like, I am wearing these into the ground versus having rotation.
Keith Henry (Guest, Designer of Henry's)
Yeah. And I don't treat them very like. I'm not like, super precious with them. A lot of people are like, oh, these are my weekend boots. I'm gonna watch my boots. I'll, like, get a pair of Figvel boots, try to do a wheelie on the E bike, and like in Tokyo, smash the crash out scratch and then.
Interviewer 1
Shabuya crash out Loki.
Keith Henry (Guest, Designer of Henry's)
But I think that's what makes it cool is, like, I get to experience these things. Obviously, thankfully not at full retail, but personal order style, it's still not cheap. And I understand, like, people like, oh, those are so expensive. But for me, I'm like, you can literally have these for the next 10, 20 years, 100 years. Keep resoling them if you want. But, like, I don't know. I think it's cool to. To try stuff like that. And I think footwear for me is really difficult. These happen to be extremely comfortable, but like, I. The Figville aviator boots, which I also really love. And then I tried some of their service shoes, which I also really like, but they don't fit the exact same way. So it's nice to have the option to try things. So I splash on that. Tokyo. I don't know. There's like a glasses store there that I really. I forget what it's called. It's some vintage shop. They have contemporary stuff where they recreate all these old French frames, but they also have, like, vintage ones from, like, the 40s and 50s that are really cool.
Interviewer 2
You have a bunch of frames. Like, I don't.
Keith Henry (Guest, Designer of Henry's)
These are the only.
Interviewer 2
Oh, really?
Keith Henry (Guest, Designer of Henry's)
But there's a spot there that I'm, like, looking into maybe buying some stuff from. But logistically, it's like, I'd buy them from there. Get my friend to do the lenses in Toronto.
Interviewer 1
Right.
Keith Henry (Guest, Designer of Henry's)
Okay.
Interviewer 1
Free health care.
Keith Henry (Guest, Designer of Henry's)
No, it doesn't. No Cover that vision. No. What the. Doesn't cover dental either Up.
Interviewer 2
Yeah, we've talked about that. How are your teeth doing? See, I mean, I'm sure if you want to show us. Oh. Oh, wow. Look at that. That's why you pay for Video.
Interviewer 1
Is that a skate accident? What happened there?
Keith Henry (Guest, Designer of Henry's)
Not hockey.
Interviewer 1
Hockey.
Keith Henry (Guest, Designer of Henry's)
Not hockey. Not skateboarding.
Interviewer 1
Not hockey. Heated rivalry style.
Keith Henry (Guest, Designer of Henry's)
Things get pretty hot. But no, not that.
Interviewer 2
It sure was getting heated, bro.
Keith Henry (Guest, Designer of Henry's)
No, I had a implant. Like, a implant that they drilled too deep and it went wrong, so they had to remove it. Somebody do a bone graft. It's a whole thing. Damn, dude. That's another thing where it's like, that surgery is like 30 grand, and it kind of. It comes out of nowhere, too, where you're like, you know, you have these things. You're like, I want to get production. And then, boom, life hits you, and you're like, I got to spend 30 grand on life.
Interviewer 1
Do be hitting you, bro.
Keith Henry (Guest, Designer of Henry's)
So.
Interviewer 2
Damn, bro.
Keith Henry (Guest, Designer of Henry's)
Yeah, it's the whole thing. All right.
Interviewer 2
So Canadian health care. Not.
Keith Henry (Guest, Designer of Henry's)
It's not what it's cracked up to be, but it's also like, they do coverage for dental now for basic cleaning.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
But anything like this, which they deem as cosmetic is just like, it's on the. Dude. It's on the end user. At the end of the day, it's.
Interviewer 2
Like, you want a new teeth or a bbl? We're not covering it, bro. It's cost.
Keith Henry (Guest, Designer of Henry's)
I don't need a bbl. Low key, but that's why I make my own pants. I. But yeah, it's crazy. It's insane.
Interviewer 1
What. So I kind of lost. I lost it a little bit there, but it. You were, like, working with a store that got absorbed by Neighbor, and is that how you got into Neighbor's radar? Because is that the. One of the few places where you sell at retail?
Keith Henry (Guest, Designer of Henry's)
Exactly that. Yeah. So Working Title was a shop in Toronto, in Yorkville, and it was two people. Paul scored off Mike Fong. Mike is now at Lost and Found as the buyer and kind of runs the show there. So he and Paul allowed me to sell stuff before I really knew what I was doing.
Interviewer 2
Oh, wow.
Keith Henry (Guest, Designer of Henry's)
I did some tote bags with Dan Kleiman. He did, like, a little graphic on it and the little logo. Sold them there. And they were like, yeah, we'll kind of give you all the money. We don't really care. Like, we just want to get your stuff in the shop. We think it's cool. We really want to support you and stuff like that.
Interviewer 1
You need some teeth.
Keith Henry (Guest, Designer of Henry's)
But then when Neighbor was taking over Working Title, Sagar saw one of the bags on the shelf and was like, oh, it's this. I did some messengers by that point. He was like, oh, I need a bag. When I'M in town. Can I like have one of these? And they're like, yeah, for sure. He's like, who made these? And he's like, oh, our friend Keith did. So I talked with him about making some more bags for the shop and then that eventually just turned into like, okay, now we're going to start with like six pairs of jeans, 30, 32, 34 and blue and same thing in black. And then it grew into what it is today.
Interviewer 1
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Keith Henry (Guest, Designer of Henry's)
What do you have to lose?
Interviewer 1
Give it a try@mintmobile.com Switch limited time.
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Interviewer 1
As someone that's so in charge of the image of Henry's, do you like how Henry's is presented in the neighbor context?
Keith Henry (Guest, Designer of Henry's)
I think it, I think they do the most incredible job on all that's.
Interviewer 2
One of the best stores in the world for a reason. Right.
Keith Henry (Guest, Designer of Henry's)
So yeah, the way they present it.
Interviewer 1
And style it and and editorialize it is, is like it, it recontextualizes or gives a second kind of lens on Henry's besides just like what you put out there, which I'm not saying is bad but it's just nice to have like the diversity.
Keith Henry (Guest, Designer of Henry's)
It's nice to have the diversity. And it's. Ian Lanterman was shooting all the stuff for them for a long time. I think he's still doing that but he's based out of Tokyo so he's doing it every now and then. But he, yeah, he's an incredible photographer, a great eye and they just have a good, you know, cast of models.
Interviewer 1
And stuff like that looks like, like it has like a richness to it. Not money wise. I'm talking about depth and like vibrancy.
Keith Henry (Guest, Designer of Henry's)
So. Yeah, no, they do, they do a really good job.
Interviewer 2
How do you allocate like when you're making only so much stuff, what is going to. And obviously the store is putting in a buy but how do you negotiate with them? Because I'm sure they would want more. Right. When at a certain point you're like, yo, I Got to save it for dtc. How do you negotiate that?
Keith Henry (Guest, Designer of Henry's)
I think Sagar is pretty understandable with that kind of thing. I think he's, like, willing to take on new brands and kind of experiment and take risks where a lot of other stores are kind of like, let's wait to see what he has to do first before we jump on it. But we've been kind of growing over the years, and he gets a good amount of stuff. You know, it's not like 20 units.
Interviewer 2
Per thing, but it's run.
Keith Henry (Guest, Designer of Henry's)
Yeah. Between 30 to 60 items or so.
Interviewer 1
Is Sagar the kingmaker of Canada? Like, if you get into Neighbor, like, you're good. Or if Saga gets behind you. If Saga gets behind you, like, you. That's like a serious cosign.
Keith Henry (Guest, Designer of Henry's)
I mean, what do you guys think? I think so.
Interviewer 2
His taste is crazy. I mean.
Interviewer 1
Yes.
Interviewer 2
Well, but that's our perception from the outside. Right. We've never been to Neighbors.
Keith Henry (Guest, Designer of Henry's)
Right.
Interviewer 2
You know, we just see it. We're not IG and online.
Keith Henry (Guest, Designer of Henry's)
Yeah. You don't have to be Canadian to go to.
Interviewer 2
No, but Vancouver. We're never in Vancouver.
Interviewer 1
We're not as tapped into, like, the Canadian ones where, like, landscape. As you. As you are. Of course, you are the landscape until we take over Canada. We're not tapped in yet, by the way.
Keith Henry (Guest, Designer of Henry's)
Soon. Congrats.
Interviewer 2
It's coming.
Interviewer 1
Big things coming soon.
Keith Henry (Guest, Designer of Henry's)
Big things coming soon. No, yeah.
Interviewer 1
I mean, we talk about this, so it does feel like there is a. This bubbling Canadian menswear scene. We got you, Colin, Meredith, James, Coward, Wanzi.
Keith Henry (Guest, Designer of Henry's)
Wanza.
Interviewer 1
Wanza. Sorry. Ones.
Keith Henry (Guest, Designer of Henry's)
A song. One's a song.
Interviewer 2
And all the stores, we talk about lost and found. Neighbor.
Interviewer 1
Why do you think Canada is having this moment right now?
Keith Henry (Guest, Designer of Henry's)
Great question. I have no idea.
Interviewer 1
Your answer, please.
Keith Henry (Guest, Designer of Henry's)
Yeah, I have no idea. I don't know how to answer that necessarily, but I think there's a lot of things, like, Canadians move on from Canada to do a lot of bigger things. So, you know, whether it's skateboarding, arts, music, design. Like, Stussy's head office is in Vancouver. There's a lot of people who are Canadian that end up working for supreme and things like that. There's musicians that come down. So a lot of people are, like, sneakily Canadian in a lot of ways.
Interviewer 2
They might not tell you, but they are.
Interviewer 1
No, but it's Pamela Anderson.
Keith Henry (Guest, Designer of Henry's)
It's the thing. So there's always, like. I don't know. We also experience, I mean, different types of weather up there, so there's need for clothing there's an interest in it. There's like changing of seasons. Y' all got seasons.
Interviewer 2
So it's form and function.
Keith Henry (Guest, Designer of Henry's)
Form and function. But it's also just. I don't. I don't know how to describe it.
Interviewer 1
I think there is like this. This. Not exodus, but this incubator within Stussy, within Arcterics, where. Because a lot of these guys, like, I believe Colin Meredith was at arc, Right.
Keith Henry (Guest, Designer of Henry's)
He was at Arcterics for a bit, but he was also doing his thing far before that. Sure, sure.
Interviewer 1
But it feels like that's. And then kind of like you said, people kind of branch out and do their own thing or become parts of, like, smaller things besides just like working for the motherships.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah.
Interviewer 1
It's like the Ralph for the supreme.
Keith Henry (Guest, Designer of Henry's)
Of New York almost totally that. I mean, I don't. Yeah. I don't know why Canada is having a moment right now. I think people got the Internet and they were like, hip to it and they're like, holy, what's happening up here? I think also. But it feels, with the rise of some things like gorp core and people paying more attention, architects, things like that, that could be a thing. I don't really know. I. Colin was like an early, early person making clothing. And he would take stuff re kind of purpose it and do his own thing in an artistic manner. And he would always like, I don't want to produce a bunch of stuff. I want to make a new thing every day. And he post it. And he was the first person that I was like, hey, I used to sew when I was a kid. Like, maybe I could do some stuff like Colin. And so I'd hit him up and be like, yo, I used to sew. Like, what do you think of this? Da, da, da. And we talk kind of back and forth quite a bit. And then when I started making clothing, I was like, check this out. Like, how'd you do this? How did you get into this? Like, that kind of thing.
Interviewer 1
Does the scene feel supportive?
Keith Henry (Guest, Designer of Henry's)
Yeah, very much.
Interviewer 2
Versus, like, maybe in New York where it's like dog eat dog to some degree.
Keith Henry (Guest, Designer of Henry's)
I mean, there's always going to be dog eat dog, but I think Canadians are just friendlier people in general, maybe. And they also, you know, we're all in this together. We're all small brands. It's not like people are stealing from one another and like going on and like having great success with other person's thing. So there's. Yeah, there's camaraderie between people and have.
Interviewer 2
You seen big brands biting your shit and like, a lot of the signatures that we've talked about.
Keith Henry (Guest, Designer of Henry's)
Absolutely.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
What's.
Interviewer 2
Okay. Flattered or pissed or some combination.
Keith Henry (Guest, Designer of Henry's)
Combination, Combination. I feel like I used to be really bothered by it, but now it's just kind of like.
Interviewer 2
Did you react? Did you crash out?
Keith Henry (Guest, Designer of Henry's)
Yeah, Loki. I've crashed out maybe once, but I'm grown now.
Interviewer 1
Who are we talking about?
Interviewer 2
Yeah, you want to do some call?
Keith Henry (Guest, Designer of Henry's)
I'm not gonna name names now. Okay. I'm not going to name that.
Interviewer 1
How big we talk.
Interviewer 2
He matured.
Keith Henry (Guest, Designer of Henry's)
Pretty big.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
Okay.
Interviewer 1
Zara.
Keith Henry (Guest, Designer of Henry's)
Or like, no, not that big enough. Okay.
Interviewer 2
That you would then see it. I mean, right?
Keith Henry (Guest, Designer of Henry's)
Yeah. Like. Like express interest and. Oh, you should work on something. Oh, I wouldn't say anything. And they would just go in the.
Interviewer 2
Dirtiest type of dog.
Interviewer 1
Take your.
Keith Henry (Guest, Designer of Henry's)
A little bit.
Interviewer 2
That's.
Keith Henry (Guest, Designer of Henry's)
There's like. I saw something.
Interviewer 1
Yo, go check the key.
Keith Henry (Guest, Designer of Henry's)
Fairly check the wear from Japan. A tiny brand, though. It was so small that I was like, I can't even crash out. But it was egregious. Wow.
Interviewer 1
Really?
Interviewer 2
Oh, like a one for one.
Interviewer 1
It was what they would. They snatched.
Keith Henry (Guest, Designer of Henry's)
Well, there was like a. The swoop pocket thing that I make. That's like, very specifically my thing with snap buttons, white contrast edge. It was like a very, like, one for one rip. I was like, holy, that's crazy. But, you know, you look at these things and you're like, it's cool. I mean, it's clearly out there. It's to the point where it's like, bigger than me as a brand.
Interviewer 1
What are you talking about, Stussy?
Keith Henry (Guest, Designer of Henry's)
No, no, no, no, no, no, no, no.
Interviewer 2
Try to get this, man. Every black Abercrombie.
Interviewer 1
What are these? No Levi's?
Keith Henry (Guest, Designer of Henry's)
No, no, no, no, no.
Interviewer 1
Okay.
Keith Henry (Guest, Designer of Henry's)
But big brands to Leo, by the way.
Interviewer 2
But bigger brands are hitting you up to like, maybe work together. And when you either are, what, like saying you're passing great graciously or you're not getting back to them at all, and then they ripe.
Keith Henry (Guest, Designer of Henry's)
Sometimes I don't have the mental capacity to get back to people. It's really tough because once you open up that kind of conversation stream, it just continues to flow and it's just like, yeah, crazy. And I shut up. Not even that. But it's just like. It's a lot of. A lot of dms, a lot of action. So it's like, I mean, if there's an opportunity to work with a bigger brand, like, I did some stuff with engineer garments right that kind of came through the better gift shop realm where I did some stuff for a shop and shop with them.
Interviewer 1
Oh, yeah, that's where we first met.
Keith Henry (Guest, Designer of Henry's)
Yeah. And then my friend Teddy, who was working with them at the time, he kind of took me on to a bigger project with engineer garments specifically. So sick. There's things like that that are cool and it's like, if it makes sense and it kind of can help expose the brand to a little bit more eyes, I think it's important.
Interviewer 1
But, I mean, look, if you're getting ripped by bigger brands, that's got to be some sort of demarcation of success, right? Where you're radars of, like, the cool guys that work within, like, the product developments of, like, these evil corporations. They are. They have their eye on you. So do you think kind of going back to, like, the Canadian menswear scene? Do you think this is maybe the year that Canadian menswear breaks out of its little.
Keith Henry (Guest, Designer of Henry's)
Little bubble? We all moved.
Interviewer 2
I mean, listen, not even that, but.
Interviewer 1
Like, I don't know, like. Like starts. I don't know, like, we. Maybe even the. You know, there's like a high snobiety Instagram post. Yo, Canadian menswear is lit, bro.
Interviewer 2
Yeah. A little infographic headline.
Keith Henry (Guest, Designer of Henry's)
Well, yeah, I mean, I think. I think people are taking notice of everything. Like, you know, Wanza is doing big things. Collins obviously doing big things.
Interviewer 1
So good also. No, just all preorder, which is great.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah. Body of work is doing big things as well and getting good collaborations and kind of pushing the narrative forward for all these brands in Canada to be like. I think it used to be a lot of outerwear, a lot of, like, knitwear, that kind of thing, but it's turned into a bit more of like a. I don't know, sort of a global appeal that everyone can kind of appreciate.
Interviewer 1
So I think it's also a bit of a, like a post Drake moment where.
Interviewer 2
Drake.
Keith Henry (Guest, Designer of Henry's)
I mean, there's a lot of attention on Toronto in general for that reason. And it's like.
Interviewer 1
But we've kind of. It's like, oh, let's look past.
Interviewer 2
Right.
Interviewer 1
Drizzy.
Keith Henry (Guest, Designer of Henry's)
Right.
Interviewer 1
And also just pay attention. Like, what's happening in food and art in.
Interviewer 2
We've moved past the typical.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah. I think it's. Yeah. It's also. Toronto is such a gigantic place. It. With like, so many people living there, so many people kind of coming through, and it's almost a bit like the land of opportunity in Canada where a.
Interviewer 2
Lot of Canadian dream. You might Say, yeah.
Keith Henry (Guest, Designer of Henry's)
I mean, there's throwing six. The Toronto trademarked, but not like. Yeah. Anyways, there's also like, Vancouver Happening. James Coward, Ulterior. Those guys are doing their thing.
Interviewer 1
Where are they?
Keith Henry (Guest, Designer of Henry's)
Vancouver. Okay. Yeah, yeah. So I lived in Vancouver for years, worked with those guys separately.
Interviewer 1
You were the. If I'm not mistaken, you were the most in demand and biggest skate photographer in Canada when you lived in Vancouver.
Keith Henry (Guest, Designer of Henry's)
Facts.
Interviewer 1
What was it like to be the best at something but not make any money?
Keith Henry (Guest, Designer of Henry's)
I think. Yeah, I don't know. It was. It's crazy because, like, you reach a certain point and you kind of hit these glass ceilings in Canada where you're like, if I want to.
Interviewer 2
Right.
Keith Henry (Guest, Designer of Henry's)
Continue on with this career, you sort of have to like, move to An LA or San Francisco. But there's already people established there working for Thrasher and other brands.
Interviewer 2
Do you have photos in Max?
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, yeah.
Interviewer 2
Oh, shit. Any covers?
Keith Henry (Guest, Designer of Henry's)
At one point, I had three covers of three Canadian mags in the same month. And I was like, I think I need to switch it up a little bit.
Interviewer 2
Yeah, I know, but I'm just saying.
Keith Henry (Guest, Designer of Henry's)
Like, I wouldn't say the top dog, but you were the Drake of skate park. There's. I mean, there's a bunch of people, like, well established, above me and stuff like that. But, you know, you reach these things and you're on all these trips, which is like how I got to see a lot of the world before traveling for free, which is amazing. It's like the best way to.
Interviewer 2
With the homies.
Keith Henry (Guest, Designer of Henry's)
With the homies for brands like Adidas and stuff like that. And then you eventually shoot people like Rick McCrank and you're like, okay, this is great. What's this kind of leading to? And it's like, look, I. Ads or girl things or stuff like that, where you can kind of take that and not that girl things.
Interviewer 2
Chocolate things.
Interviewer 1
Yeah, but it's alien things.
Keith Henry (Guest, Designer of Henry's)
It's cool. But it's also like an underappreciated thing where it's like at the end of the day, when you take a step out of it, you're like, oh, yeah, why would there be money in skateboarding, especially in the Canadian market? So you get jobs after that sort of thing. Like, I worked with for vans for a while, doing like social media photos and stuff like that here and there. But like, I moved to Toronto to pursue photography. It was never like a clothing pursuit to move there. And so Liam kind of hooked up a few things. He hooked up like a Daniel Caesar album cover. Funnily enough.
Interviewer 2
Oh.
Keith Henry (Guest, Designer of Henry's)
She became the Japanese denim single.
Interviewer 1
Okay.
Keith Henry (Guest, Designer of Henry's)
So there's, like, stuff like that that I've done, but I wanted to. Well, it was get you initially, and then I think they took that off of the album and put it on his full thing. But there were things like that that I wanted to pursue. But there's also, you know, it's a big market in Toronto, but a lot of photographers and a lot of people in kind of status positions where it's like, I'm not gonna bump you out of a job.
Interviewer 2
Right.
Keith Henry (Guest, Designer of Henry's)
You're like, so what am I really doing? Yeah. And people found a lot of interest in the clothing, so I was like, maybe this is something I could continue with. And it all just kind of unfolded to what it is today, in a sense.
Interviewer 1
Do you think clothing pun. Yeah, unfolded.
Interviewer 2
Do you think you are like gun tattoo? Are you a better photographer or designer?
Keith Henry (Guest, Designer of Henry's)
I think at this point, better designer. I've been doing it. Working that muscle more, for sure. I think there's things in photography I still want to do and I still want to pursue, and it would be nice to kind of pass on some of the production and do those things.
Interviewer 2
Oh. So to get. And get back to the original.
Keith Henry (Guest, Designer of Henry's)
Back into the original thing. Like, I don't want to shoot skateboarding. I wanted to do fashion and editorial photography initially, but I just got a new camera for the first time in, like, 13 to 15 years.
Interviewer 2
So just when I think I'm out, they pull me back.
Interviewer 1
Is it a new iPhone?
Keith Henry (Guest, Designer of Henry's)
It's an iPhone 17.
Interviewer 1
You got the 17. The orange 17 crow.
Keith Henry (Guest, Designer of Henry's)
It's a 17 crow. No, I just. I think I've always loved photography and I've always had that kind of aspect to me that, like a muscle that I need to continue to work out and flex.
Interviewer 1
And do you think your photography background and running point on the imagery of Henry's has allowed it to stand out? Because a lot of brands, even if it's good, if it looks like if looks terrible online, no one's gonna buy it. On the flip side, there's a lot of that looks great online, but it's. And you kind of have. Has having the photography background to present yourself to the world been like a real strength that you have. Like a secret weapon almost.
Keith Henry (Guest, Designer of Henry's)
I would say it's probably the most valuable thing for me, in all honesty, is being able to create what I want to create and showcase what I want to do. It's your only little details. It's literally the only marketing. But it also saves quite A bit of money. Logistics. Yeah. So it's like, I'll typically shoot friends or mod. I guess I don't really work with too many models. I'd like to start working with a few more, but it has to be the right thing. And usually the models are friends or My friend in Tokyo has a modeling agency called Offenhaus, and when I went there, he was like, oh, yeah, you should shoot some of my people. That kind of thing. So the opportunity to shoot with Sick. That guy's great. Yeah, he's done a bunch of stuff too, for, like, Margaret Howell, say, these kinds of things. So. Okay. It's good to shoot someone who knows what they're doing, per se. But I also. I also like to shoot people within my kind of community that I find interesting or cool or stuff like that. So Kamar, the kid who I've shot quite a bit of, he was just a customer at first.
Interviewer 2
Oh, wow.
Keith Henry (Guest, Designer of Henry's)
I was like, oh, you look great and the clothes fit you really well. Like, would you ever want a model?
Interviewer 2
And he was kind of customer.
Keith Henry (Guest, Designer of Henry's)
Sure. For some free. No, no, no. Yeah, yeah. I give product for that. Okay.
Interviewer 1
Trade.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
Well, I can't just use somebody for free and not do anything with it. You have to either pay or.
Interviewer 2
Yeah, but the fact that, like, he just. He's a fan and just wants gear versus cold, hard cash is for sure. Again, just another feather in your cap as a designer.
Interviewer 1
As 2026 is just getting underway, how should guys be dressing this year?
Keith Henry (Guest, Designer of Henry's)
Ooh. However they please.
Interviewer 2
Oh, boo. Boring. Come on, dude.
Keith Henry (Guest, Designer of Henry's)
In fur?
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
People need to wear more fur. No, I'm kidding.
Interviewer 2
I love that take.
Keith Henry (Guest, Designer of Henry's)
I clip it. Is there enough leather jackets, enough suede? We need fur. Fur coats.
Interviewer 1
What is it? Like, you gotta. You can only wear what you kill.
Keith Henry (Guest, Designer of Henry's)
That would be so fire. Canadians would be up on that, though. There's a lot more things.
Interviewer 2
That's what Henry's doing on his Instagram, dude.
Keith Henry (Guest, Designer of Henry's)
For real. I need to hit him up. Yeah, we could collaborate.
Interviewer 1
Give me some pelts, Dog Buckskin, Henry.
Keith Henry (Guest, Designer of Henry's)
Yeah, that'd be sick.
Interviewer 2
Okay, so. So you want more fur on.
Keith Henry (Guest, Designer of Henry's)
No. I don't know. I think people should be dressing in a way where.
Interviewer 1
Like, interacting and engaging with, like, consuming.
Keith Henry (Guest, Designer of Henry's)
Well, retail is back, baby. So just walk into the store. Stop buying everything. I mean, this is coming from a guy who sells mostly online, but I'm gonna be working with more stores in the next couple years. I want people to actually go in and see this stuff. So I think when I sell at a store I like to do an in person thing the day before. It allows people the access to go and see it in person. And it's like I did a thing at Lost and Found this last summer and I was like, yo, like, try that on. They're like, well, I'm like, literally just try it on. You should try it on while you are. Well, you have the opportunity to.
Interviewer 1
That's the best marketing.
Keith Henry (Guest, Designer of Henry's)
So, yeah, it's like a trunk show. Trunk show, yeah. Which a lot of boot makers do stuff like that. They come down here. There's a standard in Strange does a bunch of that stuff, which is super cool. So, yeah, I think having people interact with the actual clothing and try it on, it might look cool. But until you try it on, you don't really know.
Interviewer 2
Learn your sizing for future reference. I think there's also interface with the gear.
Interviewer 1
There's definitely a backlash from like pandemic of, you know, we. We ended up buying a lot of bullshit online that like a lot of buyers are more. So it's actually trying it on and feeling it and.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 1
Understanding why it costs the way it costs or what makes it special is putting it on your body.
Keith Henry (Guest, Designer of Henry's)
Yeah. I think it's the most important part about clothing in general.
Interviewer 2
Wearing it is when you see.
Keith Henry (Guest, Designer of Henry's)
So when you see a brand online and you're like, oh, that's cool. But like, it's just a blue shirt or it's just a white shirt. And then you touch it and you're like, holy.
Interviewer 2
Or how, like, what is this personally?
Keith Henry (Guest, Designer of Henry's)
Or you see something like, what is that, polyester? You touch it, you look at the label, you're like, oh, 100 silk. That's crazy.
Interviewer 1
Worm poop.
Keith Henry (Guest, Designer of Henry's)
Yeah, Literally that. So I don't know. I think there's a lot of progress to make in terms of retails spaces.
Interviewer 2
Like, like some stock is in New York too.
Keith Henry (Guest, Designer of Henry's)
Like, yeah, I'm gonna be working with some people out here, I think, but it's just. It's a matter of these relationships where it's like, I don't want to just work with anyone because they're hot. I want to have a relationship with them. I want to go in and talk to them and see them in person. Which is like what I do when I'm in Paris going and actually seeing people. I'm not showing in Paris, but I'm interacting with people.
Interviewer 2
You're in the mix.
Keith Henry (Guest, Designer of Henry's)
Yeah, exactly that. And I think that's super important. Like face to face business has been so lost, especially in the retail sense, where you can kind of go into a space and be like, how did they curate it? What do the staff know about it? And what can they put me onto in a sense?
Interviewer 1
And is this. Are you going to have to be able to come up for air? Because you talk about how you just put your head down and you work and you work and you work and work, but you need to come up and be like, understand the world that you're existing within now, for sure.
Keith Henry (Guest, Designer of Henry's)
But that's where the traveling comes into play, where it's like, I can come here, I can tap in with people and say, like, oh, what's up? What's going on?
Interviewer 1
What have you seen in New York on this trip here that has tickled.
Interviewer 2
Your pickle, caught your eye?
Keith Henry (Guest, Designer of Henry's)
There was a Gadget Rock hoodie at CHCM that I just saw that was incredible.
Interviewer 2
It.
Keith Henry (Guest, Designer of Henry's)
The color is cool. It's, like, naturally dyed. But you touch it and it's like, what's the brand called? Gadget Rock. G A J I R O C. Okay.
Interviewer 2
Where they.
Interviewer 1
When I'm in cac, it's an expensive.
Keith Henry (Guest, Designer of Henry's)
Hoodie, but I was like, this thing is really, really beautiful.
Interviewer 2
Are they Japanese or what is it? Do you know?
Keith Henry (Guest, Designer of Henry's)
I think the price was in Korean one on the thing, so it's either Japanese or Korean. I'm not entirely sure.
Interviewer 2
Okay.
Interviewer 1
When I'm in chm, I'm drawn to that Stein section personally.
Keith Henry (Guest, Designer of Henry's)
Yeah. But Sono's cool. I mean, there's a bunch of stuff that's really.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
Good.
Interviewer 2
Yeah. We got Gadget Rock. Yeah, this is.
Keith Henry (Guest, Designer of Henry's)
There's like a. Yeah, like red brown. Yeah.
Interviewer 1
Crazy. It's on sale.
Interviewer 2
It's on sale for $630 in Canadian dollars.
Keith Henry (Guest, Designer of Henry's)
That's a lot of money. Yeah. Yeah, that's.
Interviewer 2
Oh, this is.
Interviewer 1
Yeah, this is 4,000 Canadian dollars.
Keith Henry (Guest, Designer of Henry's)
I think it's really cool.
Interviewer 2
I can see what makes this special.
Keith Henry (Guest, Designer of Henry's)
And I get that it's just a hoodie, but it's one of those things, when you see it online, you're like, why is that like that? And then in person, you're like, yeah, damn. This is actually incredible.
Interviewer 1
I got to start reconfiguring. Reconfiguring my monthly budget for real to allocate for this. What about what some kind of. We inferred a lot from. I think what people should be doing or how we should be engaging and consuming. But what's some. You think needs to stop in 2026? Menswear.
Interviewer 2
Get on your hater, please.
Interviewer 1
What's bedtime for these Stainers, we're begging you.
Keith Henry (Guest, Designer of Henry's)
I, like, I pay attention, but I also try not to look at things too deeply. I think people need to have a bit more individuality in the way they dress in a sense where you don't have to have that plug and play like this, with this. With this.
Interviewer 2
Pair by numbers.
Keith Henry (Guest, Designer of Henry's)
Paired. Paired with the barber or like the fireman class jacket. It's just these are all things that are kind of popping in the last year. Trends. But it's. Yeah, trends. It's like you can defy trends and be interested in other shit outside of these things. It's just a matter of, like, finding these things for your own. So rather than going for the brand name, like the old helmet Lang, the old this and that, like, maybe try to find some military references and try them out and see what happens to the source. Go to the source. Would, like, go to stores and talk to people and try things on and, like, have an interaction with them.
Interviewer 1
And what do you think of the fact that a lot of trends now are just singular items, like the fireman class jacket, the. The snow for the.
Interviewer 2
The.
Keith Henry (Guest, Designer of Henry's)
The barber, rather than, like.
Interviewer 1
Rather than, like, a subculture's aesthetic, like.
Keith Henry (Guest, Designer of Henry's)
Dressing like a skinhead or dressing like a. Whatever.
Interviewer 1
Yeah, whatever.
Keith Henry (Guest, Designer of Henry's)
I kind of look like a mod. It's insane.
Interviewer 2
Yeah, you are modded out today, brother.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 2
Moped, parked outside.
Keith Henry (Guest, Designer of Henry's)
Well, I think there's, as trends kind of progress and go on. People have so many things as a full look, or they're like, what can I buy that can just immediately make me cool? And whether it's like, you know, the trench coat, the this, the that, whatever. But I like things that aren't necessarily like plug and play items. I. I mean, I like rockabilly style. I think it's super cool. There's a brand called Dry Bones from Tokyo that I think does an amazing job, but I have to know at the end of the day that it's not how I want to dress.
Interviewer 2
Right, right, right.
Keith Henry (Guest, Designer of Henry's)
I can get inspired by that and be like, that's super cool.
Interviewer 1
You don't have the hair for it.
Keith Henry (Guest, Designer of Henry's)
Yeah, I barely have hair. Not yet, but I. Yeah, there's a bar in Toronto called Black Dice. I shot him, actually, for some stuff I did with Via Piana last year. Rock bar. He's a rockabilly guy. Yeah, super cool.
Interviewer 2
Yeah, it's a lifestyle, bro.
Keith Henry (Guest, Designer of Henry's)
He's got the car. He's got the whole, like, every. It's insane. Lives in a time machine, but it's incredible. And it's like, stuff like that. I really back a look in a lot of ways where, like, that's his esthetic, that's super cool. And then you can kind of take pieces from that and.
Interviewer 1
But people got to stop being like, yo, if I buy this, this will fix me. This will get me some. This will make me look cool.
Keith Henry (Guest, Designer of Henry's)
This may be cool. Maybe people think that way, but I think they do.
Interviewer 1
I think they do.
Interviewer 2
I mean, if you wear Henry's, a bunch of guys are going to look at you and ask you who made a bunch of. A bunch of what guys?
Keith Henry (Guest, Designer of Henry's)
Oh, I thought you said dads. Oh, what.
Interviewer 2
I mean, well, who's. Okay, who's the average customer of Henry's while we're on this right now?
Keith Henry (Guest, Designer of Henry's)
20, late 20s, early late 20s to 40s, creative director, probably, or someone like someone in the arts or someone who kind of knows what's up or also makes their own thing in some way.
Interviewer 2
Oh, okay. So either they respect what you're doing.
Keith Henry (Guest, Designer of Henry's)
And I think so. Yeah.
Interviewer 2
And they got taste.
Keith Henry (Guest, Designer of Henry's)
Or a Blackbird spy plane reader. Yeah.
Interviewer 2
A top commenter on Blackbird's.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, shout out to Jonah. Yeah, shout out Jonah and Aaron. But I. Yeah, I don't know. I don't know what the quintessential Henry's customer is. Hopefully someone who's into clothing and actually wears it. I mean, stuff is expensive, right? So I don't expect everyone to understand it or be into it, but at the general core of what I do, I just want people to wear it and it to be of good quality. So whether I'm making it, someone else is making it, whatever the case may be. Yeah, I want to put something that I think needs to exist in the world.
Interviewer 2
Do you find yourself educating or justifying the price point to potential customers at it? Like, is that something that you bother with or indulge in?
Keith Henry (Guest, Designer of Henry's)
I feel like most people say it should be more expensive than what. So it's hard for me to price these things. I think Sagar is very good with that. So we talk it out quite a bit. Mike Fung as well. He's pretty involved with that side of the business by committee.
Interviewer 1
Where's it cheaper?
Keith Henry (Guest, Designer of Henry's)
Where is it cheaper?
Interviewer 1
Founder, neighbor.
Interviewer 2
Where is it the cheapest?
Interviewer 1
Someone looking to buy something.
Interviewer 2
Yeah, we can get some.
Keith Henry (Guest, Designer of Henry's)
Henry's just progressively getting more and more expensive for the sake of me having to, like, fund myself. And Toronto is not a cheap place.
Interviewer 2
Right.
Keith Henry (Guest, Designer of Henry's)
Studios are expensive, but is the pricing.
Interviewer 1
Difference different between neighbor and.
Keith Henry (Guest, Designer of Henry's)
No, no, no. It's the same.
Interviewer 1
So it's priced by committee.
Keith Henry (Guest, Designer of Henry's)
Exactly. Yeah.
Interviewer 1
Brain Trust Council.
Keith Henry (Guest, Designer of Henry's)
I charge the most. Yeah.
Interviewer 1
How would you. Where's your biggest. So Toronto, I'm assuming, is like, your biggest market? New York, Louisiana.
Keith Henry (Guest, Designer of Henry's)
San Francisco, pretty much that.
Interviewer 1
How. How would you describe the differences between the Canadian menswear consumer and their behavior and the American menswear consumer and how they approach Henry's or clothing in general?
Keith Henry (Guest, Designer of Henry's)
I don't know. I think Americans have a lot more access to it in terms of financial status in a way where the Canadian dollar is so much more weak than the American and they can just kind of afford more things. I feel. Feel like jobs down here pay a little bit more for the most part. And people in the creative field, you know, whether they're working for brands like Apple, things like that, it's, you know.
Interviewer 1
Are making consumers more, like, about quantity. And she's like, get. I'll. I'll take it all.
Keith Henry (Guest, Designer of Henry's)
I think if they find something they really like, they like to get kind of every version of it.
Interviewer 2
All of it.
Keith Henry (Guest, Designer of Henry's)
In that sense.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
I don't know. I think Canadians and Americans are similar in a lot of ways, especially in how they buy, too. Like, I don't think it's so much of a difference.
Interviewer 1
Do you think North American menswear. Because we are.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah.
Interviewer 1
Including you here, Canadians. Do you think North American menswear is in a healthy place?
Keith Henry (Guest, Designer of Henry's)
I would say so, yeah. Yeah.
Interviewer 2
You're feeling good.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 1
Where could we be? Because I don't know, you hear about, like, you know, retailers like, oh, barely hanging on brands are stealing from Peter to pay Paul. Like, but you think we're good?
Keith Henry (Guest, Designer of Henry's)
I think it's a tough market. I think it's a tough business to be in, in general, regardless. Yeah. I mean, you hear everyone and they're like, oh, it's. If you want to make money, don't make clothing.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
But it's. They say that about everything. So I think you just need to, like, focus and stay in your own lane and really kind of progress forward in your own way that you see fit. Whether it's. I don't know. I don't know if making a million things and selling a million things will even make me more money, because I'll just have to put that in the business.
Interviewer 2
Right.
Keith Henry (Guest, Designer of Henry's)
Continue on. So it's like, I don't know what the solution is necessarily. And this is all kind of like, I don't have, like, that 10 year. This is where I want the brand to be. No plans or it's kind of off the hip No, I mean, for the most part, it's like, we'll see what happens. You know, things come up. Like the. The jaw situation. You're like, oh, like, I didn't expect that.
Interviewer 2
That's life, baby.
Keith Henry (Guest, Designer of Henry's)
So I think it's just. Yeah, it's tough.
Interviewer 1
Where could Henry's improve?
Keith Henry (Guest, Designer of Henry's)
Production.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
Having someone help me with production. I don't know.
Interviewer 1
Are you looking to hire?
Keith Henry (Guest, Designer of Henry's)
Yeah, it's not about looking to hire. It's about, like, how do I progress in my own way. Taking my money, making that work for me, and then slowly tapering off, eventually hiring people. It'd be nice to hire, like a pattern maker. Production. Okay. We're kind of outsourcing these things. It's not necessarily like hiring someone full time. I don't need that many new stuff. It's just like, hey, I need help with these patterns. I'll hire you for this.
Interviewer 2
There's no immediate need, but there's like, no, not necessarily. You're in a good spot.
Keith Henry (Guest, Designer of Henry's)
Yeah. And a lot of people think you should grow, which I agree with. But they want you to grow exponentially, like, immediately. And I haven't really.
Interviewer 2
I think that's the problem when you're talking about, like, what the issues. Like, it's this idea of exponential growth, whether it's from the big conglomerates or even like smaller brands. Like, like, can we just. And I get it, bro. That's fucking late stage capitalism. But like, yo, maybe chill. Maybe learn how to chill, guys, right? Like, Keith, a real chiller.
Keith Henry (Guest, Designer of Henry's)
Chiller.
Interviewer 2
If you want to live in a basement with no windows, you can just chill, dude.
Keith Henry (Guest, Designer of Henry's)
I don't live there anymore, thankfully.
Interviewer 1
But how many windows you have now?
Keith Henry (Guest, Designer of Henry's)
Quite a bit.
Interviewer 2
Wow. Dude, my man came up.
Keith Henry (Guest, Designer of Henry's)
I actually think I counted. I'm in a three bedroom apartment with my girl and it's like maybe 30 to 35 windows. Damn, that's a lot of double windows.
Interviewer 1
Double digits on the window.
Keith Henry (Guest, Designer of Henry's)
Double digits. Damn, fam. Yeah, it's crazy. The glow up is real.
Interviewer 1
Yeah, yeah. From 0 to 32. Real quick.
Keith Henry (Guest, Designer of Henry's)
No, but I actually counted them. I was like, this is so crazy. Like, I lived in the apartment for a while.
Interviewer 1
32 windows. There's so many windows.
Interviewer 2
That is a lot of windows.
Keith Henry (Guest, Designer of Henry's)
It's a bit. It's a big space. Yeah.
Interviewer 1
That's 12 windows per bedroom.
Keith Henry (Guest, Designer of Henry's)
My room has eight windows.
Interviewer 2
Wow.
Keith Henry (Guest, Designer of Henry's)
What? It's not a solarium, but it's like window, window, window, window. I live in a greenhouse like that.
Interviewer 2
Money making that green.
Keith Henry (Guest, Designer of Henry's)
I'm not.
Interviewer 1
I'm no Buck tea, fam. I live in a greenhouse, Loki.
Keith Henry (Guest, Designer of Henry's)
I look like a buck tea with my teeth out, though. But yeah, I don't know.
Interviewer 1
Even a greenhouse because I'm growing this bread, fam.
Keith Henry (Guest, Designer of Henry's)
I'm not growing these greens. Tell you that.
Interviewer 1
The pink, though. What do you. What do you like to spend your money on besides reinvesting in your own business?
Keith Henry (Guest, Designer of Henry's)
I think travel and bike related things.
Interviewer 2
Okay.
Interviewer 1
Oh, you're obsessed with mountain biking, right? Or cycling?
Keith Henry (Guest, Designer of Henry's)
Cycling in general. But yeah, I. It's something that I've always been interested in. And after skateboarding, I was like, I need something that's like a little less hard on the body.
Interviewer 2
Yeah, you don't skate anymore?
Keith Henry (Guest, Designer of Henry's)
Not really, no. I haven't really skated in about five years or so. I pretty much like. I never got it looked at, but I think I like fractured a disc in my lower back or something. You know what primo is when you land on the side of your board. Yeah, I did that to my lower back. Ow.
Interviewer 2
Oh, bro, you got. You got baned by your board.
Keith Henry (Guest, Designer of Henry's)
Yeah, I was like 25 and this happened and I was just like, holy. I had sciatica for a few years. I couldn't touch my nose, brother. It was really rough.
Interviewer 1
Can you touch your toes now?
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, yeah, yeah. Wow, that's.
Interviewer 1
That's good.
Keith Henry (Guest, Designer of Henry's)
It's good. Nice. Yeah, you got short legs, though. Yeah, he's close.
Interviewer 2
He's close to the earth, dude.
Keith Henry (Guest, Designer of Henry's)
But yeah, cycling. I spend money on cycling, I guess. Traveling, food.
Interviewer 1
Like, what's on the bucket list for travel?
Keith Henry (Guest, Designer of Henry's)
Well, I'd like to go to Korea. See that? Never been there.
Interviewer 1
You must. That's a business opportunity too, now, for sure.
Keith Henry (Guest, Designer of Henry's)
Yeah. Yeah. I'd like to go back to China. I've only been to southern China for skateboard stuff. Like Guangzhou, Shenzhen, where they do a bunch of production, actually. But I'd like to go to Shanghai, Beijing, that kind of thing.
Interviewer 2
Tight.
Keith Henry (Guest, Designer of Henry's)
See that? For some reason I want to go to Buenos Aires. Maybe not right now, but.
Interviewer 1
No, you should go right now when it's warm.
Keith Henry (Guest, Designer of Henry's)
Well, it's cheap.
Interviewer 1
Well, it's cheap and it's warm.
Keith Henry (Guest, Designer of Henry's)
Yeah, Yeah. I don't know. I just want to see more stuff. I want to go back to the UK at some point this year, maybe explore some production out there as well.
Interviewer 1
Okay.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah.
Interviewer 1
What's. What's something you refuse to spend a lot of money on?
Interviewer 2
Dental care?
Keith Henry (Guest, Designer of Henry's)
No. Because that's proven to be very false.
Interviewer 1
What are you cheap ass about?
Keith Henry (Guest, Designer of Henry's)
I don't know.
Interviewer 2
You could just make clothes instead of buying it. Which seems like, you know, there's some homies, but there's that.
Keith Henry (Guest, Designer of Henry's)
But it's also like, I like to buy clothing sometimes at full retail as well, to see what the experience of like. Or sorry, see what the experience is like to buy something in that price point.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
Where it's like, okay, what would I sell it for? What would I buy a shirt for? What would I spend on this?
Interviewer 2
Put myself inside.
Interviewer 1
What was the last garment you bought yourself that wasn't maybe from a homie or you got like, you know, on discount that you did buy?
Keith Henry (Guest, Designer of Henry's)
Maybe a conker's jacket. Do you know that brand Conquers? Yes. From the uk? I bought a jacket from them.
Interviewer 2
How was the experience? How was the flow?
Keith Henry (Guest, Designer of Henry's)
It's great.
Interviewer 2
Mentals.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 2
You were like, this is worth it. What was the damn. What was the damage on that? On the conquers?
Keith Henry (Guest, Designer of Henry's)
600 US maybe. Am I wrong or.
Interviewer 1
It's like very like kind of like heavy, tough, like stiff material.
Keith Henry (Guest, Designer of Henry's)
Yeah. But I bought like a waterproof smock or like a. Not. Not a. Yeah, yeah, like an anorak, sort of like a pullover hooded thing. It was pretty chill.
Interviewer 1
All right.
Keith Henry (Guest, Designer of Henry's)
I feel like they make a lot of like, kind of uk, sort of like countryside. Yeah. Like a corduroy jacket that's padded. They had some stuff. Yeah. At CHCM that was really beautiful. But yeah, I like Oliver.
Interviewer 1
Good imagery, too.
Keith Henry (Guest, Designer of Henry's)
Great around congress.
Interviewer 1
Yeah.
Keith Henry (Guest, Designer of Henry's)
Yeah. So that's the homie. But.
Interviewer 1
Okay, so what are you cheap ass about?
Keith Henry (Guest, Designer of Henry's)
I don't know. Do you refuse? Maybe? Like, I don't own a car. I've never had a car. I bike everywhere. Maybe that's like my cheapest.
Interviewer 2
A lot of people have cars in Toronto. Toronto. Excuse me?
Keith Henry (Guest, Designer of Henry's)
Toronto.
Interviewer 1
Toronto.
Keith Henry (Guest, Designer of Henry's)
Yes and no. Like, I don't think you need one necessarily. But there becomes a point where you're like, should I have to run errands? Okay, but we use a car called Communado where you could just like, Communado Commune Auto. Like a community auto.
Interviewer 2
My auto, dude.
Keith Henry (Guest, Designer of Henry's)
I was like, no, but it's like a day rental kind of thing. It's becoming more expensive to the point where it's like, I should probably buy something. Yeah. I mean, it'd just be nice to have the freedom to like, just drive to Montreal or kind of run errands, pick stuff up.
Interviewer 1
What's more fun, Toronto or Montreal?
Keith Henry (Guest, Designer of Henry's)
Oh, depends what you're looking.
Interviewer 1
Yeah.
Interviewer 2
What are you getting into?
Interviewer 1
I'm looking for a new room massage. Oh, I dropped New.
Interviewer 2
I don't think anyone's ever said new room.
Keith Henry (Guest, Designer of Henry's)
Montreal. Oh, for sure. Have you been to Montreal? Yeah.
Interviewer 2
Have you gotten a new room?
Interviewer 1
No, I haven't.
Keith Henry (Guest, Designer of Henry's)
You had a new. No, I went to Villon.
Interviewer 2
Oh.
Interviewer 1
Actually, I haven't been to. In like five years.
Keith Henry (Guest, Designer of Henry's)
I've actually still never been to V. Sorry, Dan. Yeah, sorry, Danny. My bad.
Interviewer 2
Oh, yeah, you said it was like next level, right?
Keith Henry (Guest, Designer of Henry's)
It was like, there's another spot. I got a shot of four hours.
Interviewer 2
Really?
Keith Henry (Guest, Designer of Henry's)
And you went to Von. That's incredible.
Interviewer 1
No, no, I was at Vion for four hours.
Keith Henry (Guest, Designer of Henry's)
I thought you were like. I was in Montreal for four hours.
Interviewer 1
Apparently this is like. Like two summers ago. The staff still speaks like mythically of dick sucking Ron, my boy who I was with. You know dsr?
Keith Henry (Guest, Designer of Henry's)
No, never met him.
Interviewer 1
Oh, well, let's change that.
Keith Henry (Guest, Designer of Henry's)
Where's he at? Is a good new.
Interviewer 2
Was he. Was he just putting down.
Interviewer 1
They were just like every so often, like, yo, remember dick sucking around?
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 1
Legend, bro.
Keith Henry (Guest, Designer of Henry's)
That's so funny.
Interviewer 1
Legend Crow.
Keith Henry (Guest, Designer of Henry's)
I gotta go there. I also there's another spot I gotta check out called Limbo.
Interviewer 1
What's that?
Keith Henry (Guest, Designer of Henry's)
That my homie Harrison's restaurant in Montreal. Need to try it.
Interviewer 1
What are your favorite restaurants in Toronto? Well, Maker's Pizza.
Keith Henry (Guest, Designer of Henry's)
No, I shout somebody, but no, I. My favorite restaurant is probably Iminishi.
Interviewer 1
What's that Japanese.
Keith Henry (Guest, Designer of Henry's)
Japanese spot. Comey Shorty owns that. It's incredible. My girlfriend works there now. Yeah, I've just. It's a place I've been going to since they opened like 10 years ago. Nice. It's amazing. Dottie's is great.
Interviewer 1
So you don't skimp out when it comes to food. You will spend. You'll.
Keith Henry (Guest, Designer of Henry's)
I will splash. Yeah. I mean, we went to the Odeon yesterday and spent a grip on some. Yeah, it was really good. Yeah, I liked it. Okay. I like the martinis. I like the vibe. We go, we go early, we sit down, we kind of do our thing and we leave before it gets too insane. Yeah, it is a vibe. I don't know. I like restaurants. Toronto has a lot of really good ones. A lot of really good cheap food as well. Yeah, like good Caribbean food. Every type. Sure.
Interviewer 1
I had some good jerk in Rexdale.
Keith Henry (Guest, Designer of Henry's)
Oh, yeah.
Interviewer 1
Totals, four fours fire.
Keith Henry (Guest, Designer of Henry's)
Yeah, Rexdale's cool.
Interviewer 2
You ever go to Frings in Toronto?
Keith Henry (Guest, Designer of Henry's)
That wasn't a thing when I lived there.
Interviewer 2
Really?
Keith Henry (Guest, Designer of Henry's)
Yeah, I think it shut down shortly before I moved. Oh, because that's 2016 error. That's like the Bentley Brothers.
Interviewer 2
Yeah. And They're.
Keith Henry (Guest, Designer of Henry's)
I watch their vlogs. They're sick.
Interviewer 2
Oh, yeah.
Interviewer 1
Really?
Keith Henry (Guest, Designer of Henry's)
Their vlogs are hilarious. Those guys are funny.
Interviewer 2
Do they all. Do those guys wear any Henry's?
Keith Henry (Guest, Designer of Henry's)
No, No. I don't think they know I exist. Oh, really? Yeah, yeah.
Interviewer 2
What about David Cronenberg? I'm trying to think of cool Canadians.
Keith Henry (Guest, Designer of Henry's)
I don't make chrome hearts, so they don't. They're like chrome hearts.
Interviewer 2
They like cherry Los Angeles and chrome hearts. And the guy has his own brand.
Keith Henry (Guest, Designer of Henry's)
Is there a cool actually so funny. He does like a gat. Like a Margiela Gat kind of thing. And he calls it a Gyat.
Interviewer 2
A Gyat.
Keith Henry (Guest, Designer of Henry's)
Wait, you're wearing them?
Interviewer 2
No, I'm wearing Margiela.
Keith Henry (Guest, Designer of Henry's)
Okay. I was like, holy.
Interviewer 1
I'm wearing the gas.
Keith Henry (Guest, Designer of Henry's)
I thought you were going to. Yeah, no, they're.
Podcast Host (Ad Reader)
No.
Interviewer 1
Kiatis on his phone. Tingling.
Interviewer 2
So dressing McDavid, obviously. But, like, what other Canadians would you be like? Would you want Bieber in your.
Keith Henry (Guest, Designer of Henry's)
It'd be cool. Baggy.
Interviewer 2
He likes the baggie.
Keith Henry (Guest, Designer of Henry's)
Yeah, but like, too baggy.
Interviewer 2
Crazy.
Keith Henry (Guest, Designer of Henry's)
He's on his own, kind of his own wave. For sure.
Interviewer 2
David Cronenberg would be sick.
Interviewer 1
Is there a chrome plague in Toronto the same way there is in New York?
Keith Henry (Guest, Designer of Henry's)
Very much so, yeah.
Interviewer 2
Worldwide. How much was this fake, though? Like, let's be.
Keith Henry (Guest, Designer of Henry's)
Well, I think there's quite a bit of fake. But people in Toronto get around. There's a lot of, like, wealthy people in Toronto as well. So like, they travel and, like, spend a lot of time here, especially Japan now, that kind of thing. So chrome is very prevalent.
Interviewer 2
They're in some bullshit for sure.
Interviewer 1
What's. I'm sure you. I don't know if you've ever bought any chrome yourself, but what's a dumb purchase that you've made recently?
Interviewer 2
Buyer's remorse? Yeah, out the ass.
Interviewer 1
You didn't like the experience of buying something full retail?
Keith Henry (Guest, Designer of Henry's)
I don't even know. I try to be choosy with some, like, maybe, I don't know, a fabric that I bought that I thought I'd use.
Interviewer 1
Oh, really? Really?
Keith Henry (Guest, Designer of Henry's)
Maybe. I don't really know.
Interviewer 1
That's a big waste of money. No. Yeah.
Keith Henry (Guest, Designer of Henry's)
But I'm not buying, like, rolls and rolls and rolls.
Interviewer 2
You just got a bolt that chilled in the corner. You're like, I don't.
Keith Henry (Guest, Designer of Henry's)
Sometimes it's like that you buy.
Interviewer 1
I'm talking about personal, though.
Keith Henry (Guest, Designer of Henry's)
No, I don't think there's anything I bought that I've been like, super regretting. I don't know.
Interviewer 2
Damn, dude.
Keith Henry (Guest, Designer of Henry's)
I said I can think.
Interviewer 2
Nice. Yeah.
Keith Henry (Guest, Designer of Henry's)
I usually like think about these things a lot. And I like plan. There's always something to buy. There's always something on that list. But eventually things get weeded out. Sometimes you don't think you need it.
Interviewer 1
Is there anything you're scheming on right now? Big purchase wise, big ticket items. Stay scheming.
Keith Henry (Guest, Designer of Henry's)
No.
Interviewer 1
A car?
Keith Henry (Guest, Designer of Henry's)
No.
Interviewer 2
The man has it all.
Keith Henry (Guest, Designer of Henry's)
I gotta pay for my teeth. I can't get a car right now.
Interviewer 1
Two to your two bottoms.
Keith Henry (Guest, Designer of Henry's)
Yeah, yeah, exactly.
Interviewer 2
How can the people donate your teeth fund. You got like a. You got like a tip jar, baby.
Keith Henry (Guest, Designer of Henry's)
It's funny because like I was like. Like doing a gofundme would be fire, but I would never do that. Why don't you do the two jar checkout guys. This is now your problem. Yeah, like it's. I don't know. Damn.
Interviewer 2
Three racks is crazy, bro.
Keith Henry (Guest, Designer of Henry's)
Yeah. I don't know. I'm drawing a blank. I can't think of anything I bought that I've like regretted.
Interviewer 2
That's good.
Interviewer 1
Good.
Keith Henry (Guest, Designer of Henry's)
I try to. I try to be like pretty practical that were up. I mean yeah, that was my parents insurance back in the day. But yes.
Interviewer 1
Damn Brutal.
Keith Henry (Guest, Designer of Henry's)
I don't know, I try to be like pretty. Yeah. On it.
Interviewer 1
Intentional.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 2
He's a grown ass man.
Interviewer 1
That's how you create. That's how you live, bro.
Keith Henry (Guest, Designer of Henry's)
Crow crow. Yeah.
Interviewer 1
Crow crow. Croty. Real quick before we get you out of here, do you have any constructive criticism you'd like to give us?
Keith Henry (Guest, Designer of Henry's)
You guys should ask what wallets. People have wallets.
Interviewer 1
What's your wallet?
Interviewer 2
What's your wallet?
Keith Henry (Guest, Designer of Henry's)
Well, I have an old. Our legacy like snakeskin thing. We'll see it.
Interviewer 2
Yeah, but it's the goods.
Keith Henry (Guest, Designer of Henry's)
It's like the one part little pouch.
Interviewer 2
Like the comb pouch.
Interviewer 1
Is this real snakeskin?
Interviewer 2
No.
Keith Henry (Guest, Designer of Henry's)
Yeah, it's been really not.
Interviewer 1
But it's so smooth out that like the sauce skin.
Keith Henry (Guest, Designer of Henry's)
This is a croc.
Interviewer 2
This is croc.
Keith Henry (Guest, Designer of Henry's)
Yeah, but it's not real croc.
Interviewer 2
No, I know, but it's like calf. But I was saying wrong lizard, wrong Liz.
Keith Henry (Guest, Designer of Henry's)
But no, I think lizzy because I need a new one pretty badly. This thing's zipper is.
Interviewer 1
I know, I can't even open it.
Keith Henry (Guest, Designer of Henry's)
I can't even steal your stuff with cash.
Interviewer 2
But no, I think bro's not cheap.
Keith Henry (Guest, Designer of Henry's)
Some wallets, what people have. It's also kind of funny because it's like you could have the most steezy person and they also. It could be like I have a velcro wallet. And then you're like, whoa.
Interviewer 2
Or like a. Oh, you think that's cool?
Keith Henry (Guest, Designer of Henry's)
No, you're like, whoa. I didn't know you were a velcro wallet guy.
Interviewer 2
I know you were a baby crow.
Interviewer 1
Crow is croak.
Interviewer 2
I got a crow yard car holder. That's what I would.
Keith Henry (Guest, Designer of Henry's)
I don't know. Other than that.
Interviewer 1
No, I mean, I got a duct tape wallet.
Keith Henry (Guest, Designer of Henry's)
Do you guys have any constructive criticism for me?
Interviewer 1
Yeah, can we get a heads up before the next drop? So please purchase.
Interviewer 2
I want a backdoor link. I'll buy. I just want to get in before pause.
Keith Henry (Guest, Designer of Henry's)
I'll get you a password once you get in.
Interviewer 1
Back door.
Interviewer 2
Yeah. Heated.
Keith Henry (Guest, Designer of Henry's)
Rivalry style facts. Yeah.
Interviewer 1
Keith, where can the kids follow you on socials? What would you like to plug? When is the next drop happening? Maybe go off.
Interviewer 2
What is yours go off? Crow.
Keith Henry (Guest, Designer of Henry's)
Next drop will be sometime late January, early February. I don't know when this comes out.
Interviewer 1
But I think like late January, early February. Yeah.
Keith Henry (Guest, Designer of Henry's)
Yeah. Around that range. They can follow me at where? Henry's.
Interviewer 1
How often are the drops happening?
Keith Henry (Guest, Designer of Henry's)
Whenever they can. Really? Yeah.
Interviewer 1
There's no schedule.
Keith Henry (Guest, Designer of Henry's)
There's no set schedule. It's like, I have people that I need to work with. Fifth neighbor will probably get something in around the spring, maybe April, March.
Interviewer 2
Neighbor eats first.
Keith Henry (Guest, Designer of Henry's)
They do?
Interviewer 1
Yeah. Second after you. Well, sure.
Interviewer 2
Big dog eats first.
Keith Henry (Guest, Designer of Henry's)
Some stuff in January or. Sorry, some stuff in Japan. Near the end of the year. Maybe before that, too.
Interviewer 1
And are we talking. Are we looking at spring style or is it still fall?
Keith Henry (Guest, Designer of Henry's)
Winter kind of like seasonally easy.
Interviewer 2
Those, like, smaller size runs because of just like, you know, the shape of. Of the Japanese.
Keith Henry (Guest, Designer of Henry's)
I don't know. They wear some pretty baggy.
Interviewer 2
No, I just mean like, like waist. Like if Neighbors Doing what, 32, 30. What do you say?
Keith Henry (Guest, Designer of Henry's)
I would maybe grade down 28 or something like that.
Interviewer 2
Okay.
Keith Henry (Guest, Designer of Henry's)
I don't think it's really super necessary. I mean, I think they wear, like, bigger clothing.
Interviewer 1
I'm just curious.
Keith Henry (Guest, Designer of Henry's)
When I brought stuff to the shop, they might have to shop to the shop. And they were like, who? Oh, what size is this? I'm like 34. They're like, okay, he'll try it on. And he's Definitely not a 34, but they look great on him. That's.
Interviewer 2
Yeah, that's how you know the is good.
Interviewer 1
What are we. How many SKUs are we talking for this early February drop from on the Henry site?
Keith Henry (Guest, Designer of Henry's)
30 to 40.
Interviewer 1
Wait, different styles?
Keith Henry (Guest, Designer of Henry's)
Oh, my God. No. Like three, four things. Maybe okay. I just want to have, like, a look that I can shoot on somebody. Sure. Maybe. Like, how you do it?
Interviewer 1
It's. It's a. Yeah.
Keith Henry (Guest, Designer of Henry's)
It's typically just a look or two.
Interviewer 1
Top, bottom, outerwear. Yeah.
Keith Henry (Guest, Designer of Henry's)
Interesting.
Interviewer 1
That's an interesting way to do this.
Keith Henry (Guest, Designer of Henry's)
Maybe outerwear, just something I can get, like, a full look on. Yeah. And then if I'm. If I'm styling it with something vintage, like, what are the pants? So those coming out too?
Interviewer 2
You're like, sorry, bro.
Keith Henry (Guest, Designer of Henry's)
So I try to have the full look.
Interviewer 2
Right.
Interviewer 1
Makes sense.
Keith Henry (Guest, Designer of Henry's)
Yeah.
Interviewer 1
What footwear do you like to shoot your with?
Keith Henry (Guest, Designer of Henry's)
That's the thing. It's like, I'm a footwear aficionado. I like to buy a lot of things, so I'll pro. Like, I haven't shot these engineer boots yet. Could do that, but turn into a business expense, honestly. There you go.
Interviewer 1
If. Who's the. Who's the Canadian? Uncle Sam?
Keith Henry (Guest, Designer of Henry's)
I don't know.
Interviewer 2
The Queen?
Interviewer 1
Uncle Bob.
Keith Henry (Guest, Designer of Henry's)
The Queen. Yeah. I mean, rest in peace, the Queen, but.
Interviewer 1
Sorry, Lizzie's in a box.
Interviewer 2
Yeah.
Keith Henry (Guest, Designer of Henry's)
I don't know. I like to try to shoot a bunch of different footwear, and I like it to be kind of weird and not necessarily like, what do you use before? I've used some weird Nike sandals that I thought were funny. I've used, like, house slippers from the uk, like, vintage ones I got in Japan. And everyone's like, id. Shoe id. And I'm like, I don't even know what to say. Yeah.
Interviewer 2
I don't know.
Keith Henry (Guest, Designer of Henry's)
At this point, I don't even know what to say at this. Like. Like, the last thing I shot was maybe some Brother Bridge shoes. Yeah, those are Brother Bridge. Brother Bridge. Yeah. They're like a umbrella company with Rolling Dub Trio.
Interviewer 1
These are the Nike sandals.
Keith Henry (Guest, Designer of Henry's)
Those are the Nikes. They're crazy, but they're sick. I was like, everyone's wearing the fisherman sandals, so I'm not trying to do that. I want to do something else that's like, freaky and weird.
Interviewer 2
That's like a gorped out burp, dude.
Keith Henry (Guest, Designer of Henry's)
And then, like, the. There's some slippers. Those are Mephistos.
Interviewer 1
What are these?
Keith Henry (Guest, Designer of Henry's)
Those are the house.
Interviewer 1
Those are fun.
Keith Henry (Guest, Designer of Henry's)
Okay. The Grecian slippers.
Interviewer 2
I bet a lot of women those.
Keith Henry (Guest, Designer of Henry's)
Are definitely not like, outdoor footwear. But I'm like, what? Put them on for now.
Interviewer 2
I feel like a lot of your guys definitely wear Mephistos for sure.
Keith Henry (Guest, Designer of Henry's)
Yeah. Yeah.
Interviewer 2
That seems like a wear.
Keith Henry (Guest, Designer of Henry's)
Henry's wear Shoe shuts the body of.
Interviewer 1
Work and then what? Just to understand like the cadence. Like, do you have something the next drop in mind after the late Jan, early Feb one, or is it just kind of like all TBD after that? You work drop to drop.
Keith Henry (Guest, Designer of Henry's)
I work drop to drop, but I have fabric for it. Okay. So yeah, things are in motion.
Interviewer 1
We love motion.
Keith Henry (Guest, Designer of Henry's)
It's a lot. It's a lot of like mental kind of organization and figuring out of things. Yeah. And things kind of reveal themselves to me. So it's like I have a fabric and I'm like, I have it for this. And then I'm like, oh, actually this would be fresh and I want to make something else.
Interviewer 2
Should people follow your personal Instagram as well?
Keith Henry (Guest, Designer of Henry's)
They can if they want. It's just Keith Henry. So where Henry's is the brand. Keith Henry is me. I don't really post on my own.
Interviewer 2
But that's how people can send you Toronto slang reels.
Keith Henry (Guest, Designer of Henry's)
They can do that. Yeah.
Interviewer 1
Konichi Wagwan Konichiwaguan family. Keith, thank you for coming on to the podcast.
Keith Henry (Guest, Designer of Henry's)
Thank you guys. I appreciate it, man.
Interviewer 1
Where Henry's in stores now, hopefully. Take us out. Take us out with some slang. How do you. How would you take us out?
Interviewer 2
Yeah, how do you wrap this up?
Keith Henry (Guest, Designer of Henry's)
It's time to put me on the spot here.
Interviewer 1
It's time to nice our beaks.
Keith Henry (Guest, Designer of Henry's)
You could say anything nicer. Beak family. Out of here.
Interviewer 2
Out of here.
Keith Henry (Guest, Designer of Henry's)
From Defs.
Interviewer 2
Jeff, take us out.
Interviewer 1
Yeah, Jeff, take us out.
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Date: January 26, 2026
Podcast: Throwing Fits
Guest: Keith Henry (Designer/Founder of Henry’s)
Hosted by: Throwing Fits
This episode features Keith Henry, the founder and designer behind the cult Canadian menswear brand Henry’s. The conversation covers his journey from Alberta oil fields and skate photography to handmade, military-infused workwear that’s quietly influencing the global menswear landscape. Keith shares insights into DIY brand-building, the realities of slow growth, small-batch production, the nuances of Canadian style, and the unique culture around emerging Canadian menswear.
Alberta Roots:
Early Coffee & Work Ethic:
Handmade Beginnings
Transition to Full-Time
Work at OVO:
Creative Community:
Design Philosophy
Handmade Production & Scaling
Who Wears Henry’s?
On Trends, Gatekeeping & Individuality
Design Evolution
Collecting Habits & Inspirations
Relationship with Stores
The Canadian Wave
Pricing & Supply Challenges
Intellectual Property & Brand Imitation
No Exponential Growth Plans
To keep up with Keith and Henry’s: