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Scott Clary
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First line of your origin story. As always, I was making six figures. At 26, I thought I'd made it.
Lisa Song Sutton
I realized my definition of success was different than what my parents had told me. Success was get good grades, go to college, go to law school, and then get out and get a great job.
Scott Clary
What if the life you want requires
you to build it from nothing again and again? Lisa's Song Sutton has done exactly that. Launching multiple businesses across industries and turning ideas into millions.
Lisa Song Sutton
A girlfriend of mine called me one day and she said, hey, I've been making these alcohol cupcakes. And I was like, that is genius. And he said, just move here. I'll help you start the company.
Scott Clary
Complete 180 at to leave a law firm and then go to Vegas.
From law firms to real estate to venture capital. She's built, scaled and moved where opportunity actually exists.
Lisa Song Sutton
Four businesses that are alive and running well and profitable. The way that someone handles stress, knowing that is very powerful before you go into business with them.
Scott Clary
A former Miss Nevada turned serial entrepreneur, today she breaks down how to spread spot opportunity, build from zero, and create momentum in a world that rewards action.
Lisa, your first line of your origin story is always, I was making six figures at 26. I thought I'd made it. But you didn't stop there. So why didn't you stop there?
Lisa Song Sutton
I realized that my definition of success was different than the entire idea of what I thought it was growing up and what my parents had told me success was, which was get good grades, go to college, go to law school, and then get out and get a great job. And I was so fortunate to have the experience of working in a big firm, learning the trade, and then getting an opportunity to start a business.
Scott Clary
So, I mean, you were following your. And I've spoken about this a lot. Parents always mean so well for us, and they. Their definition of success usually comes from their reality, and they want us to just have the best, so that's what they ask us to do, like, you know, go get a job. This is what my definition of success is. I think you'll be comfortable and happy with this. So you follow this, like, you follow this playbook to a T. To a T. Like, six figures at 26, you're killing it. But what is the thing that sort of wakes you up? What's the inflection point where you're like, this isn't exactly what I want?
Lisa Song Sutton
Well, I really enjoyed my job. I was doing business litigation and business bankruptcy. Really liked the people I was working with. I liked my clients. So it wasn't maybe a stereotypical story of, you know, I hated my job, and I wanted to stick it to the man and go create something myself. It was completely by accident. A girlfriend of mine, Danielle, actually here from Florida, called me one day, and she said, hey, I've been making these alcohol cupcakes. And I was like, that is genius. Tell me more about this. And then I said, you should move to Vegas. And I just got really excited for her and for us. And I said, just move here. I'll help you start the company.
Scott Clary
And it was like. It was like that. It was just like, so are you, like, an impulsive person? Like, no. And also, like, not in a bad way. And like, if you have an idea, like, the gap from idea to starting is, like, this big.
Lisa Song Sutton
I don't consider myself impulsive, but I. If I have strong conviction around something, generally A business idea. I want to move fast.
Scott Clary
So when you are making this decision, so you're, you know, Danielle calls, she says, alcohol cupcakes. And you say, we have to move to Vegas to do this. Did you ever did at that point? At that point you followed this super stable career path. Was this scary? Was this exciting? Was this something like, oh my God, I feel like I'm finally doing what I meant to do. What are my parents going to think? Like, what's going through your mind? Because to complete 180 and to leave a law firm and then go to Vegas, like that's that for a lot of people, that's like a very scary thing to do when they've only ever followed the traditional career path their whole life to date. Right?
Lisa Song Sutton
So I stayed working at my job for the first 18 months that sin City Cupcakes was alive. As we know, businesses take money and we needed that startup capital, right? And I realized through that process, wait, I can have my own company as long as I team up with an operations partner. And so I kept kind of replicating that model. But I didn't even know how to bake when we first started the company. It was just, it just hit me as like, this is such a great idea and this is something that works. And in Vegas, this is the place where people come to overspend, overindulge, buy and do things they're not going to buy and do at home.
Scott Clary
Drink any cupcakes at the same time.
Lisa Song Sutton
Are you kidding? Yeah. I was like, this is a marriage made in heaven, you know? And so I kept my day job and Danielle moved to Vegas. I was already there. She moved to Vegas. I just bought my first house. And so it was this, you know, random, I guess, what girls do in their 20s, right? You're like, move into my house. Let's start this company together. And so we started it out of my home kitchen while I still worked the firm.
Scott Clary
Okay, so talk to me about, talk to me about Sin City Cupcakes. So it ran for 11 years. You had 30 to 35% margins on these cupcakes. Obviously you don't still do that. And there was things that you didn't enjoy about that business, but ultimately this thesis of fund it and then it can work out it. That was true.
Lisa Song Sutton
Yes, it was. It was exactly the playbook of risk mitigated startup. So my bills were paid, my personal bills, right? Like my mortgage and my car payment, my car insurance, you know, those kind of basic things covered by my day job. And then every Extra dollar I had. I was just funneling it into the company. And so during the day, kind of like 9 to 5, I'd work my day job. And then nights and weekends, I was helping Danielle bake, run deliveries, set up events. So I was working seven days a week. But it was so much fun. And thank God that she was available during the day because that's what it took for, for us to just get our feet under us and get going.
Scott Clary
Why would you. And you've said this, Whatever I do now, I don't want to work on a perishable product anymore. Okay, so what was the trauma that you went through when you were building this company where you never want to work with a perishable product anymore?
Lisa Song Sutton
It was, it was such a great, fun company. We had it for 11 years and we were able to sell.
Scott Clary
So it was, by the way, that's like, that's by all measures a successful business. Like, there's no way. That's not. Like, what is the average. I mean, you know this because you're more in it than you invest in companies and whatnot. What is the average business? Like the tenure of the. Like the average, like a year, six months? Like, what is it?
Lisa Song Sutton
So over 40% fail within year one, and then an additional 50, up to 50% can fail by year three. So the longevity of what you were speaking about, of how long someone stays in the game and how long the business is there, sometimes it's simply just outlasting the competition. And that's exactly what happened with us too. After we came on the scene, there were other kind of pop ups that came up with, ooh, we're doing alcohol cupcakes too. And we outlasted them.
Scott Clary
So why would you never do this kind of business again?
Lisa Song Sutton
Like I said, I am so grateful to it. It was such an incredible part of my life. From a pure business standpoint, having a perishable product is tough. You end up with waste. You end up with wasted product. When you have a business, a food business now, you also have other regulatory agencies that have to be involved. Health department, water reclamation, all kinds of different things, at least in Clark county and Las Vegas. And frankly, those are just the additional costs. Your overhead just continues to increase the longer that you're there. And I knew once that business was done, I was like, I don't want to deal with a perishable product again, ever.
Scott Clary
Yeah, no. I've always found that most of my friends who go into the restaurant business or like, they always find a way to lose Money, even if they're very, very smart. So I. I feel like it's a very difficult business to succeed at because. Because also, you know, before we pressed record, we were talking about, like, what makes a good podcast. And it's about being culturally relevant and capturing attention. And I feel all the food businesses that succeed, yes, you have to have a good product, AK good food. But I also feel like. Like, the marketing has to tap into culture to a degree. Like. Like, now the restaurants that make it, I look at. In Miami, at least, you look at Grutman and. And what he's done with Groot hospitality, and obviously he's been very successful, but he gets influencer marketing. He understands how to get, you know, Kim Kardashian or. Or whatever or Messi to come out to his restaurant. And a lot of restaurants die. And I can only imagine it's the same thing for a food business. So you have the perishable component compounded with, are you cool?
Lisa Song Sutton
Yeah, exactly. And are you. Are you hitting the right demographic in the way that they want to be served? And we just. We were fortunate in that Vegas is a place where it's a celebratory place, right? So alcohol cupcakes as this very kind of tangible item, right? It's. It's superfluous. It's a superfluous item, but it's a small luxury. It's something fun. It's niche, and it adds perfectly to your celebration. I don't know that that same bakery with our same fun recipes, delicious recipes, would work in a place that's not as celebratory.
Scott Clary
When I was looking through sort of who you are as a person, as an entrepreneur, as an investor, um, you have this playbook of being really, really good at being the architect of a company, but not necessarily always being the operator of a company. Right. And. But with this. With this company, like, you were sort of stepping in a little bit, but then not entirely like Danielle was doing most of the work. Is that correct? Because what I'm trying to understand is, like, how you look at your involvement in companies and when you step in and when you step back and how much you, with your skill set should be involved and how much you should find an operator who's a little bit, you know, a little bit more in the weeds and a little bit more competent at whatever the baking, whatever it is.
Lisa Song Sutton
My goal is always to scale up and scale out. I am a doer by nature, and so I have no problem rolling up my sleeves and. And being in the thick of it for one year, two years, three years, whatever it's going to take to stabilize this and then hopefully replace myself with people who are far better at it than I am. We got to a point where we were able to obviously hire bakers and people who have pastry degrees. I mean, that's a completely different level. It's totally a thing and I very much lack the skill set for it. So the company obviously was better with better skilled folks Doing the Amp is
Scott Clary
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necessary tasks what's the strategy? To pick the right partners, to pick the right people. Like, yes, you said you can roll up your sleeves, but you also want to scale up and scale out. So you want to find the talent. So like, walk me through the next one. What are the lessons from the, the alcohol cupcakes that you took into the next one when you just wanted to get it started?
Lisa Song Sutton
Well, the first assessment is what is it that I'm bringing to the table? And for me, even to this day, with the ventures I have, certainly it's the legal background. I'm able to save our startups 10 grand off the bat because I'm, I can help with formation documents. I can get partnership agreements, you know, 99% of the way there and they get blessed by our attorney. Right. So it saves us a lot of money up front. And then that kind of organizational structure of saying, hey, here are the things that I'm good at and what I'm going to bring to the table, including maybe I'm the funding partner on this venture, but I need an operations partner. And I love partnering with people that I actually already know. So people always ask, they're like, how do you find an operations partner? Who do I partner with? And I love looking at your own sphere of influence. Who do you know within your own circle? People that you know like and trust. Right. We love doing business with people that we know like and trust. It's human nature. And I think there's something really powerful about partnering with someone that you already know on a personal level in the sense that you've seen them on their worst day, you've seen them through a breakup, you've seen them when they've had a fight with a family member. You've seen them get into, you know, a, a situation where they had a flat tire on the road, like, did it completely derail their day or did they just call triple A or fix it themselves and they're back on the road? And the way that someone handles stress, I think knowing that is very powerful. Before you go into business with them.
Scott Clary
Have you ever tried to partner with something like, is this, like, a lesson that you've learned from a bad decision, partnering with the wrong person?
Lisa Song Sutton
Yeah, I've had a mix. Right. I luckily have had some great partnerships truly work out well in my favor. Partnering with close friends. I did have a relationship, a real estate relationship that worked for almost six years until it didn't work. And with that, we had started out very aligned. And in short, you know, things happen in life, right. And things will happen in people's personal lives that regardless of how much people say that there's a separation between church and state, we all know that when there are elements in your personal life, it always trickles into everything else you're doing, including business. And I'm just a really big proponent of proximity and who's around you and whose input you listen to. Right. So maybe not necessarily someone that you spend the most time with, but who's around you that you weigh their opinions
Scott Clary
and you weigh their influences.
You.
Lisa Song Sutton
Exactly. And if those people don't have your best interest at heart, right. Like, if they're not invested in you and thinking about your success while you're sleeping, then there's a misunderstanding, alignment. And I think that that can really create a wedge. Obviously, that starts in your personal life, and then, of course, it trickles into. Into business.
Scott Clary
How do you find that person, though? Like, outside of. Outside of knowing the person for 10 years, like, how do you actually find. Or. Or is that the answer? Is that, like, just, like having a great group of friends and then eventually you all do business together? Which could be the answer, too.
Lisa Song Sutton
Yeah. But. Well, I look back, even the way that Kathy and I met, actually, we met volunteering in the community. That's how we met. I'm a former Miss Nevada, and I had emceed a charity gala for a nonprofit that I had done work with, and she happened to be on that board, and I didn't meet her until that night. And we just, like, hit it off, like, as, you know, as great friends. And from there, we actually then established a business relationship because she's in commercial real estate, and we were looking for a new bakery space, and she represented us on the lease of our production facility, and she killed it. And I was like. I thought Kathy was just like, the fun friend, you know, I was like,
Scott Clary
wait a second, you're actually quite good at what you do.
Lisa Song Sutton
Yeah, exactly. I was like, actually, she's also very. She's like a bulldog with thrill state. And that's when the Light bulb went off.
Scott Clary
Now the other question about partnerships is like I know this is your model. You feel that it's smarter or easier just to partner with somebody if you trust them versus just go at it alone and build from scratch and like totally, you know, solo founder figuring it all out. You don't have to rely on anyone else for decision making. You can do. You don't like that version of entrepreneurship
Lisa Song Sutton
or I, I don't think that model is sustainable. Of course there's outliers but I think the idea of maybe the, the gravitas of thinking that you know it all and that you can just figure it all out on your own, I think that is like the most make believe fantasy people tell themselves that's fair and it's not sustainable. Maybe you could do that for a year. Can you grind it? Can you do it for two years? Could you just grind that out for three years? Right. You will hit a point where it's just not sustainable anym. And for me, every time I enter into a venture I'm looking at it from a lens of are we going to be on a multi decade journey together?
Scott Clary
How do. Okay, so we have sort of like a framework for picking a good partner based on you knowing them and you understanding, you know, their ethics and their worldview, whatever. But what are some questions that you should ask your partner? Because we could be politically aligned, ethically aligned and I can still see a scenario where it blows up and nothing works out. So what are the questions that we should be asking to make sure that, that we are like the right person for each other to build this business?
Lisa Song Sutton
It comes down to truthful communication around roles and responsibilities and those can change over time. But there is, there's a meeting of the minds in the very beginning where just like we mentioned before, I'm going to talk about what I'm bringing to the table, you're going to talk about what you're bringing to the table and we're going to first find if there's an alignment there. If we're agreeing that what we're each bringing to the table is in fact what the business needs and what we do each want to be doing. And then that's, that's memorialized in a partnership agreement. There has to be something in writing. So that way at the very base we can always point back to it and we can modify it if we need to. But I think that is a huge misstep with a lot of folks that will partner with people. They just never formalize it. And because it is so fun and exciting in the beginning and you just want to move fast, but taking the
Scott Clary
time, skip all the important shit.
Lisa Song Sutton
Articulate, right? Yeah, articulate. Roles and responsibilities and get it down in writing. Make you both sign it and with the understanding that it can be modified, but get that down so that way there's just no confusion. Right. There's a lot of. I think there's a lot of strain and disappointment that'll happen when, you know, I think I'm doing what I'm supposed to be doing. And every day you're getting frustrated at me because you're like, she said she was going to do that and she hasn't done it yet. And it's now three days. Right. Communication would fix that.
Scott Clary
So how many businesses have you built and exited over, you know, your life? Four or five total. Like, just personally.
Lisa Song Sutton
So personally I've built and exited three. I currently have four businesses that are alive and running well and profitable. And I. I've even from the first venture, which was Cupcakes, that was when I had that moment of, wait, I can have my own company as long as I team up with an operations partner. And that was really when the light bulb went off of, okay. Like, I don't. I don't have to say no to opportunities that come my way, because all I'm thinking about is, well, how could I do this? And the question is, how could I do this? Along with. Who do I know can help me with this?
Scott Clary
So that's what I was. That's what I was going to ask. So now Cupcakes was the first thing. So you're just figuring, you know, business and life out at that point. But now you're. Now you've progressed to the point where you have a new opportunity. Do you step in operationally at all or. No, not anymore.
Lisa Song Sutton
It depends on the venture.
Scott Clary
So you still will sometimes, but with the primary goal of you're going to remove yourself as quick as possible to the degree where you're going to find somebody who's a little bit better at that thing.
Lisa Song Sutton
Well, and continue to focus on the core things that I'm going to continue to bring to the table. Right. And whether that's getting clients, whether that's business development, whether that's representing the brand and the organization bringing the funding. Right. Whatever those elements are, I'll continue to do that. But the day to day of the nine to five part of it, I may not be the best person. So let's put someone in that position to be the best person.
Scott Clary
When you start a new venture now you're thinking about handing things off, but you have to understand, like, what you're good at, what a potential partner could be good at, what's the model or the framework that you have to decide what you should keep, they should keep, we should hire for, we should find an equity partner for. Like, how do you all the different tasks in the business? Because obviously you just mentioned you could do business development, you can go help raise money for the business, but you could make the argument that there could be somebody better than you to do both of those things too, who do that for a living. Just for a living. So what's like the framework that you use to decide what you keep versus what you hand off?
Lisa Song Sutton
Of course it's different at the beginning of the business compared to when it matures. But even like our shipping stores, right, we started those now eight years ago, which is crazy to say. And I was so excited about the business model and I knew I wanted to do it. One, I just didn't. I didn't know how to run a shipping retail store at the time. And I knew that I didn't have the time and bandwidth to sit and work at a shipping store Monday through Saturday, 9 to 6, right. So I immediately thought to myself, who do I know in my network that I could partner up with this? And who would have the skill set for what we need? And if you really think about that business, the business at that core is a customer service retail business, right? Why are people not going to go to the post office or not going to go to some crazy UPS store with lines out the door and they have bad service, they want to come to an independent store where they're quick in and out. It's great service. They remember their name, those little touches. And so then that's when I partnered with a friend of mine, Sarah. Her background, actually she was a seventh grade science teacher. But she realized she was making more money bartending on the strip than teaching, which is like, sad, right?
Scott Clary
That is actually a whole other issue.
Lisa Song Sutton
It's a whole other issue, yes. Because she's obviously an incredible smart person, which we would need to be teaching kids, but she was making more money bartending on the strip. And so that's what she was doing. But again, because we were friends and I would hear her talk about how, you know, having done that, I think at that time was like three years or so. She was tired of the late nights. She was tired of dealing with drunk people. Just kind of all those things that bartenders would burn out on. And I thought to myself, oh my gosh, I may have a great solution for this. Because the store closes at 6pm, there's no work to take home, you lock the doors and it's done right. In fact, you could even keep bartending if you wanted to pick up a shift here and there. And I thought to myself, she has such strong, she's so personable. She has such strong customer service personable skills. And she was a manager at that point too. So I knew one she'd be able to train anybody that we needed to hire and she was going to be able to knock this out of the park in relation to what I thought was going to be really important to the business, which is that core level
Scott Clary
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ScottClary that's netsuite.com ScottClay that shipping story, because you were about to pay $250,000 for a UPS franchise. So first I need you to tell this story because this is a very interesting story and I want the audience to understand how you think through opportunities. But before we talk about, you know, the $250,000 potential UPS franchise territory purchase and then shadowing somebody and paying them 10,000 dol to figure out that was a good investment or not, before we go into all that story, which I do really want you to tell, how do you think about opportunities? So why was paying $250,000 for UPS franchise territory even on your radar? Like, where does that come from out of all the potential things you could put time or money into?
Lisa Song Sutton
So I would get an email alert on my phone and every year my card, my credit card was getting auto charged for a mailbox that I rented at a local UPS store in Las Vegas. I used it as a business mailing address, Right. And every time I get the email, I would say, you know, I should just cancel it. I don't really use that box that often. And then I would never cancel it. I had this for years. And then I thought to myself, if I'm not canceling this, other people are not canceling this. What is this business model?
Scott Clary
That's not the worst idea actually to be. I should go through, I should go through all. You know, actually I think there's a service now that like shows you all your recurring charges on your credit card and then it helps you cancel.
Lisa Song Sutton
That's a good idea.
Scott Clary
But if people did that, there is like for sure a business in there somewhere. So anyways, sorry I didn't interrupt, but yeah, so that's smart. So. So you saw this?
Lisa Song Sutton
Yeah. And I was like, what? What is this business model? So I went down the rabbit hole of looking into a UPS franchise that was kind of like my first stop. And then I learned about the investment amount that was going to be required for a Southwest territory in Southwest Las Vegas. And at the time I was like, okay, if that's the cost, that's the cost. I didn't like it. And I was like, I still need to do a little bit more due diligence, though. And a friend of mine, Greg, had three UPS stores in San Diego. So I was like, tell me about this business model. And he was like, mailboxes are what keeps the lights on. So it pays the staff, it's steady recurring revenue.
Scott Clary
So he liked it.
Lisa Song Sutton
He's like, here's my issue. He's like, you call any one of my stores right now and you say, hi, I'm a new mailbox customer. I want to rent a mailbox. He's like, I don't even have one to give you because I'm maxed out. And I was like, can you put in more mailboxes? He was like, no, because I'm a franchise. They dictate my layout. And I was like, oh, my God. Like, I didn't think about that. Right. And so then that's when I started looking at the independent model, which is, you have an independent store, yet you still have the ability to partner with post and offer post office, UPS, FedEx, even DHL if you wanted to meest. There's all these different carriers that you can essentially be an authorized shipper for, yet you have no franchise fees, no corporate marketing fees, no territory fee to get in. And I was like, I think I like this model better. And then I started looking around and I was like, well, where do I find this, you know, an independent store that's in existence already? And I realized the store up the street from my house in Summerlin, I just thought of it as a UPS store because it's called Postal Pros and it has the UPS logo outside. Right? It's called Postal Prose. Right. I just thought it was a UPS store.
Scott Clary
As do most people.
Correct, by the way, when they see
a UPS store, UPS sign on a random.
Lisa Song Sutton
You're like, it's the UPS store.
Scott Clary
Yeah, yeah.
Lisa Song Sutton
No, it's called Ship Las Vegas. And it's. Right. And it's. And it's an independent store, and it actually has all the logos on the door. You just don't. You don't think about it until you, like, the scales fall off your eyes, and you're like, that's an independent store. And. And then it took off from there.
Scott Clary
So what was this $10,000 you paid somebody?
Lisa Song Sutton
So I went into Postal Pros in Summerlin, and I knew the owner, Andrew, because I of was part a patron of his. Right? And I said, I Think I want to start one of these. Like, are you interested in expanding? And he was like, no. And I was like, great.
Scott Clary
I was like, why not?
Lisa Song Sutton
He just didn't want to.
Scott Clary
Okay.
He was just over.
Lisa Song Sutton
Yeah. I was like, I'm not here to change anyone's hearts and minds. Right. I am just here to, you know, hopefully I'd like to start one of these down Southwest. It's far enough away. It's not competition for you. As you know, he knew my background. I was like, as you know, I don't know anything about running one of these stores. I'll pay you $10,000 if you let me follow you around for two weeks. And I will capture all your processes. I'll build you a nice handbook, and then I'll go start my store.
Scott Clary
Yeah.
Lisa Song Sutton
It's a consulting arrangement, basically. Right. Even though at the time he was not really a consultant. Right. And he was just like, are you serious? And I was like, yeah. And he was like, okay. It's like, let's do it.
Scott Clary
You have a lot of conviction in like unsexy, boring businesses.
Is that.
Yes. Is that fair? Do they work out?
Lisa Song Sutton
Yes. Huge. And especially with AI and everything. I mean, you're speaking on a panel today, Right. Especially with AI on the rise and you see all those headlines about, you know, is AI going to take the jobs of this industry and that industry. This industry. I have strong conviction that it definitely will not replace these kind of brick and mortar, mom and pop experiential types of transactional businesses. They just, they can't. It's not possible.
Scott Clary
But there is a lot of opportunity to make them more efficient, if you understand.
Lisa Song Sutton
Sure.
Scott Clary
How to use AI.
Lisa Song Sutton
Yes.
Scott Clary
Because they will be the last adopters of any tech or innovation at all. So now you teach, I mean, one of the many things you do, you teach people how to do this.
Lisa Song Sutton
Yeah, it was a. That caught me by surprise. I never, you know, had started out of wanting to create this platform around like, how to open your own mailbox store. I literally had people like finding me on the Internet. Right. And they were like, I want to open my own store in Montana, New York, wherever. And I was answering these one off emails, which obviously is not sustainable. Right. It got super inundating. And I was like, I don't want to ignore people either. And I was like, you know what? I'm just going to put it out there. And it's a, it's a program and, and my metric for success with it is how many of our students actually go on and Open or acquire a store. And to date it's over 140.
Scott Clary
That's amazing.
Lisa Song Sutton
I know all around the country.
Scott Clary
What is the. So I think that, so I, I've heard Scott Galloway speak about this before and, and this is sort of of tying into what we're speaking about right now. Less people have to start like vanity businesses, like sexy businesses. And I think he was talking about in the context of like podcasting and social media. It's a very vanity business. Like it's a sexy thing to do to start a podcast. It's a sexy thing to go into tech. Like these are all like fun things. But if you think about a vanity business, assume that, you know, point the 0.0001% of people that do it are actually successful and make good money versus an unsexy business. Like I've never even thought of mailboxes, but like a lawn care business or even an unset, like I say unsexy business. Like being a lawyer, being the top 1% or even top 5% of people that run a lawn care company or people that practice law. Like you're front, like you're flying private, you're making an insane amount of money versus super sexy business. Like how many, how many tech startup founders really, really exit compared to how many people start, you know. So I think that there's something to be said for just making money in these unsexy industries.
Lisa Song Sutton
And nobody really thinks about, well, unsexy and essential, right? So even, you know, I know people are like, oh, do do a pool route or like, do, you know, a lot landscaping business. When household money gets tight, what's the first thing they're going to cross off? It's going to be the pool guy. You know what I mean? They're like, I can do it myself.
Scott Clary
Never mind, I'll cut my own grass.
Lisa Song Sutton
I'll cut my own grass. Exactly. So if people are thinking about, you know, unsexy brick and mortar, also be thinking about what are essential services. And we experienced this, right? We started those stores in 2018. So we were all during the pandemic, right? We didn't close a single day in the pandemic. And in fact, we had a better 2020 than 2019 because of, guess what, all the shipping that was going on, more folks started working from home. So they wanted a private mailbox address. Think about what are essential services that are not going to go away anytime soon. Shipping is at the top of the list.
Scott Clary
What is one thing about running an unsexy but essential and relatively Boring business that people maybe get wrong or aren't aware of until they actually do it. Like you. You said you have 140 people that you've helped start these stores. What's one thing they screw up or don't take into consideration?
Lisa Song Sutton
I think especially if it's their first time owning a business, they just don't sometimes are surprised at the amount of work that it takes. Right. It is a simple business in the sense that there are specific lines of revenue. Right. Mailboxes, shipping, U haul, notary. You have very specific lines of revenue and it's a simple model. However, it's a real business. Right. And in the beginning especially, you are going to wear all the hats. Yes. You're going to be maybe you're the operator in there opening the door. You're also janitorial. You're going to be cleaning the place. You're also the marketer because you're going to be thinking about ways to get folks into your store. You're going to be the social media person. Yeah. You're going to be wearing all the hats.
Scott Clary
Okay, so how do you figure out, you know, the math around an opportunity is what I'm trying to. For somebody who's going into this who doesn't understand real estate and doesn't understand foot traffic, is it like you just throw an address into like ChatGPT or Claude and ask what's going on? Or like how would you actually like help somebody make a decision to go in on this?
Lisa Song Sutton
So there are several factors that make a great location. Location is key. As you had mentioned, one thing I do highly recommend is looking around your neighborhood or area for existing independent stores and going in and asking if they're ever interested in selling. Give you a call. The reason is because you already know that location works. Right. I'm also a big fan of starting from scratch. Two of my stores are from scratch. And so when you're looking at the location one, I highly recommend working with a commercial broker because they know the ins and outs of the area in relation to retail commercial real estate. You, unless you are in fact a retail commercial real estate broker as well, you aren't going to know the nuances. You aren't going to know the strategies around that specific lease. You, you may not even know the landlord and sometimes the broker does. So it's very powerful to work with a commercial broker that specializes in that area. With mom and Pops. Right. There are retail brokers out there that represent Whole Foods and Target and find them retail spaces. You're not A Whole Foods or Target. So what they do and the way they negotiate is completely different. For the needs that you'll have, you can look at the median income of the neighborhood. Any commercial broker will be able to pull that data up for you.
Scott Clary
This comes back to finding the right people and bringing the right people into this space.
Lisa Song Sutton
Yes, 100%. Yeah, absolutely. And the median income is important only because that should help you in relation to what kind of rent threshold you want for the store. This model, the mailboxes, the business, it works in every type of income level. So it's not that you need to be in a high income area or a low income area. It's just depending on what the median income is. That obviously should also drive the rent rate. Right. You don't want to spend $5,000 a month on a space where the median income is $65,000. That doesn't make sense.
Scott Clary
Listen, like the through line is bringing the right people into this deal with you and figuring out who can be the person who's going to help out, figure out the things that you don't know.
Lisa Song Sutton
Who is the expert in the room that can help you with that specific area of the business. And the nice thing about being a tenant, when you're looking for a space, you aren't paying the commercial broker's fee. The landlord is.
Scott Clary
Oh, okay, I didn't know that. Okay, I want to pivot a little bit. So right now, obviously you're raising the fund and you're focusing on, I guess, veteran owned and founded businesses. So you've, you've given back to the US to the country in a variety of ways. Like, I know that you ran for office. I guess that was like one version of trying to give back, I guess, to a degree. Talk to me about, talk to me about what you're working on right now and sort of. Why is this? Obviously it's a wonderful initiative, but where does it come from? So I know that if I'm not mistaken, so your dad was Air Force, your, your husband was an F22 pilot. So obviously you have a lot of connections to the military and veterans and whatnot. But there's fund two that you're raising now. So fund one was 20 million, fund two is 50 million. I think it's about halfway done. So if people are listening and they can write checks, go reach out to Lisa. But where did this, this investment thesis? Because I think that it's already hard to raise a fund and deploy capital and find good founders. So was fund one focus on veterans or no, it was as well.
Lisa Song Sutton
Yeah.
Scott Clary
And how did that go? And explain to me sort of how raising money focus on veteran owned businesses and founders, where did that come from?
Lisa Song Sutton
Yeah. So all this came about in 2021. My three partners in the fund, it's called the Veteran Fund, my three partners, Mike, Ryan and Justin, they came together and they, they created this fund with this thesis that we should be investing in the best tech startups that are led by military veteran operators and they're all veterans themselves. And the way I first got involved with the fund was they initially pitched me as an lp. I came in as an investor because I loved it. I was like, yes. I was like, take my money. I was like, I'm so aligned with this mission. I love, love, love this. I love the team. I, I'm in. Count me in. And I called Justin back two days later. I knew Justin, the best out of the three. And Justin is amazing. Former Marine, former federal prosecutor, big law, the whole thing. I knew him from law. And I called him back two days later and I said, what is it going to take for me to be a GP General partner? And he's like, it's not really how it works. He's like flipping all of our LPs into GPS.
Scott Clary
And that's funny.
Lisa Song Sutton
I said, here's the thing. I was like, I know you guys are just starting out with Fund one. I really think I can be a huge value add. I know I can bring in other LPs. I really believe in this investment thesis. And so I would love to have a say in the companies that we invest in and perhaps more importantly, be able to stand alongside the founders that we invest in. Because I've built companies, I know how hard it is. I will take less in Fund 1 because I know you guys already started it. You guys already have your cap payable done. I will take less in Fund one, but like make room for me and then we can talk about subsequent funds later after I've proven myself. And he was just like, you're not gonna let this go, are you? And so I flew to San Diego, had a meeting with all the guys and needless to say, we worked out a deal. Yeah, so fund one actually started as a $10 million proof of concept fund initially. And this is 2021. This is the previous presidential administration. It was a very different environment than what defense tech is now. I mean, we were, we had folks, especially in Silicon Valley who were like, oh no, no, we, we can't invest in anything that has kinetics or the ability to take human life. And I was like, if we as American investors are not willing to invest in American companies that are building this type of technology, who do you think is? And no one had an answer. And it was just so alarming to me. And our Fund 1 proof of concept $10 million fund, got oversubscribed at 21 million because of individual investors. High net worth individual investors who were so mission aligned with this thesis and like advancing America forward through venture capital. So that was how fund one came about.
Scott Clary
Are there not a lot of funds that focus on either? Like so talk to me about the landscape because I don't really know it that well. Are there no funds that really invest in veterans or are there no funds that just really focus on defense tech? Are these not things that are popular venture thesises? Theses, yeah, theses.
Lisa Song Sutton
Yeah, they're very popular, but they're kind of. Before we came on the scene, they were really in two camps. You either had big players that were focused on national security, defense tech, dual use. And then you had a lot of, you know, accelerators and small funds that would focus on veteran owned businesses, which doesn't.
Scott Clary
They don't have to be defense tech. They could just be.
Lisa Song Sutton
They don't have to be tech. Exactly. It could be a lawn care business. Right. It could be a marketing business, whatever it is. And that's fantastic. And that's needed. There was no one in the space of pre seed technology startup that needs big money. Right. This is not a 5k, 10k 25k check. Right. We were writing 2, 5500 out of fund one, out of fund two, we're writing 500 to a million. So this is big money up front because if you're as you know, in tech, you're iterating quickly, you need funds upfront. It's like jet fuel. Right. So there was no one in that space that was also very much focused on the veteran military operator as someone who's on the leadership team.
Scott Clary
Okay.
Lisa Song Sutton
And we really, we kind of filled that void.
Scott Clary
And how did Fund 1 work?
Lisa Song Sutton
Yeah, so we have 26 portfolio companies out of Fund 1. And they're crushing, which is incredible. I mean, Firestorm, they just raised a $750 million round. Obviously we, we didn't go in at that, you know what I mean? We came in way earlier. Havok is out there. They just raised a $60 million round. These are incredible companies that are a mix of hardware and software. So 3D printed drones, 3D printed satellite cybersecurity, just Incredible technology again being built by US military veterans who it's, it's a wonderful lens. They're building the technology that they wish they would have had when they were boots on the ground. Afghanistan, Iraq and the Middle East. And it's the archetype of that entrepreneur, of someone who is truly battle tested. They understand and have the mental grip that it takes to build a business because they've been in situations where certainly if it's life or death, that's completely different scenario than any business you're building. But they just, they have that mental grit where no is not no acceptable answer, that the answer is be solution oriented and figure it out. And that's what they're doing every day.
Scott Clary
So when somebody comes from like the worst possible environment on earth, like truly like in combat overseas, that do you see, like that gives them like the mental fortitude to be a more successful founder.
Lisa Song Sutton
Absolutely.
Scott Clary
Like it makes sense. It does make sense, but it, it plays out.
Lisa Song Sutton
Yes, because. And what we found actually as well is that the perfect pairing is taking a technical co founder with a military veteran.
Scott Clary
Oper, this is your again, life thesis.
Lisa Song Sutton
Yeah, yeah, exactly. That is the thesis. Right. And, and these veterans, you know, this is not just kind of like your run in the mill person. Right. These are high level operators, former Navy SEALs, former Green Berets, former Army Rangers, former combat pilots. Like these, these guys are so attuned to picking a mission and then executing. They, they only know how to execute, which is exactly what you want in a business.
Scott Clary
And on top of that, the most successful type of founder is somebody who's lived through a problem, understands it better than anyone else, and then can build a solution for that problem, which is what they're doing. Yes, you come in as capital, but you also come in as like supporting the actual growth of the business. And, and I would ask for something like you understand the basics of business, but some of these, some of these companies are super technical. Probably think they're building things that, I mean you, you have a cursory understanding of, but like not like a, there's no way. So how do you know in your investments when you should be the support and, and give advice versus when you should just be money.
Lisa Song Sutton
We are so blessed to have an incredible LP base that are made up of subject matter experts. So we have General Stanley McChrystal, General Trent Edwards, like we have really incredible folks who are experts from military business. And so as a result we really lean on them during the due diligence process where part of our DD process is that if a company is far enough along in the process, we then essentially hold an LP call where we bring in our subject matter experts on the call with the founders so they can pepper them with the technical questions that we just don't have the expertise for. And a great example, we were looking at a 3D printed satellite company and we ended up investing incredible Proteus. And on that DD call we had General Trent Edwards, who stood up Space Force.
Scott Clary
So he knows. He knows.
Lisa Song Sutton
So the conversation, right, was going like this. It's like way over my head and it just made me so grateful that we have such incredible people in our corner, which has been the theme of this whole podcast anyway, right, of surrounding yourself the right people.
Scott Clary
It's so smart. I guess I'm assuming that a lot of the big venture funds, they understand this, but I've never heard of. And this could be because I'm not in, in, in some of these rooms, so that's fair. But is this a normal thing to have this like roundtable of LPs that offer advice and guidance in the dude in the due diligence process? I don't think it is because I've never heard that before. I. The big ones obviously have people hired, subdue hired, and then they'll help with the vetting and the, and the DD. But this sort of like this collaboration of like LPs saying, hey, it's your money in this and, and you know what you're talking about and we all want to be successful here, so get on this call and go talk about satellites with this person. That's very. So this is not something that people do, but. So you are very particular about who you raise money from.
Lisa Song Sutton
Then we have to be. We have to be. And it's not just can this person invest, it has to be far more than that. It has to come down to mission alignment. Do they believe in the mission and is it something that's just as important to them as it is to us? Because if it's not, they can put their money anywhere.
Scott Clary
Of course. I'm curious because of the type of companies you invest in. Have you had like potential risks of certain people trying to put money into these things that shouldn't.
Lisa Song Sutton
We're very particular in relation that, you know, for example, we have had just foreign capital try to come in.
Scott Clary
That's what I was thinking about.
Lisa Song Sutton
And yeah, it's obviously it's a non starter for us. We don't have those conversations around allowing that in. There are firms out there that will Just take anyone's money wherever it comes, comes from. And again, you know, for us it's very important that our folks be mission aligned because, for example, every year we host an LP summit and we get all of our LPs together in a room. And it's so powerful. It's so powerful and important. And that's also part of our criteria is it's like this vibe check, right? Where we're like, is this person gonna get along with all of our other really cool LPs?
Scott Clary
No, it's important. And especially because the stuff you're building is sensitive too. So the goal right now is to build out fund two. So you're raising for 50 million.
Lisa Song Sutton
So we're in the middle. Yes, we're in the middle of our raise for fund two. It's a 50 million dollar fund. We have about half committed at the moment. And so we joke, right? It's taken us seven months to raise 25 million where it took us three years to raise 20.
Scott Clary
That's always how it works. So it always like, you prove it out and then it's only going to get easier from here.
Lisa Song Sutton
Exactly. And luckily for Fund two, obviously we're able to point back to the traction in fund one and the performance there. We're at a 52 IRR right now.
Scott Clary
Very good.
Lisa Song Sutton
Yeah, we're in the top decile of, of VC funds of that 2021 vintage.
Scott Clary
That's very, very good. Okay, so now back to sort of like your life portfolio. So this is your main focus right now. You still run the other four businesses, but you have operators, great partners. Yeah, so great partners. Okay, so what is next for you? What is next for you? What's like. I mean, I, I find, I find how you look at opportunity very interesting. Because you, you do. I, I mentioned at the beginning, like, are you impulsive? You're not impulsive, but when you have high conviction, you jump into this next thing with like a hundred percent of yourself. Like, we didn't even talk about you like, like running for office. And I think that's just like it just. That's gonna take away from everything else we're talking about. And for YouTube, you gotta like package the episodes properly. So I don't care about politics. But the point is like looking at the personality of somebody who does that, that's somebody who, like, if they want something, they go after it. Which I think is like very commendable. That's probably why you're successful. But what, like, what is next for you? When you think about Next opportunity, next thing you get excited about. Tell me, like what's.
Lisa Song Sutton
Well, frankly, I mean, last year I took quite a bit of time off because our son was born March of last year. Thank you. And I will say motherhood and being a parent, it's the best thing I've ever done. It's truly the best thing I've ever done. And I've met especially a lot of professional women or young women in their careers and they have expressed almost fear around, well, if I, if I get married or if I have kids, you know, take away from what I want to do and what I want to build and where I want to go and the things I want to do. And my lens on that is that actually parenthood actually gets you very focused. It doesn't pull you away from all these things that you're doing and all these things that are important to you. It actually gets you laser focused on the most important things. And it's, it's, I, I think it's a, a force multiplier. I think it's the best thing you could do.
Scott Clary
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There's one other person in my life who's told me this, so I'm going to tell you a story. Sorry. So my fiance Gina and I, we, we obviously will get married and have kids, but I get stressed out because I work a lot. So I, and this is obviously I'm not dealing with motherhood, I'm just dealing with parenthood, obviously. But I still get stressed out and I'm thinking about, okay, where do I have time to like hang out with kids? So it's, it stresses me out. And one of my good friends, very successful guy, Leo Pareja, he's the CEO of exp, like the real estate company. Benny's had two exits. He has, has wonderful family. I know him, his wife, he has kids as well. And, and I, I mentioned this to him one time and he said, Scott, you've got it like all wrong. So the second you have kids, you become a better entrepreneur. You become better at. Because of the laser focus. Because you no longer can afford doing the. That doesn't move the needle. Yes, because, like, you know, you. You know the saying that the work expands the time we give it, and it really does. Like. Like, if you have unlimited time, you'll find a way to fill it with work. If you're a highly ambitious, you know, person. And. And he's. Like, when you have kids, well, like, if you got to go pick them up from school at 5 or go to the soccer practice or the dancer site or whatever. The thing is, you have to stop working at a certain time or else you're just going to be an absent father, which obviously you don't want to be. You want to be there for your kids. So then you realize, okay, I only have eight, nine, maybe ten max hours of. Of time to work today. So what are, like, the most urgent, important things to do that will actually move the needle forward? And then you get laser focus. So you're only the second person that said that, but that, to me, was the biggest reframe on kids and time and that it makes you a better entrepreneur. And I appreciate you saying that, because I don't think a lot of people think like that.
Lisa Song Sutton
Yeah, I think it. He's exactly right. It makes you very efficient with your time. And because I think anyone who's. Who's concerned about wanting to be a good parent as a result, you want to set an example, right? Because of that now, forced accountability, because you have this tiny little human that you're trying to keep alive and also set a good example for. It makes you a better leader, a better person in business. Because you're like, are the things that I'm doing going to make my kid proud? Am I setting the right example for my child? The conversations that he overhears me having in my home office on zoom or on calls or whatever. Am I conducting myself in a way that's setting an example?
Scott Clary
Yeah.
Lisa Song Sutton
And all of those are layers.
Scott Clary
Like, there's even stats. Like, if you have a child. Like, there's. As a. I think there's like a stat as. As a man, if you have a child, you're less likely to be incarcerated because all the decisions you make are like, you're considering other people now, not just yourself.
Lisa Song Sutton
Exactly.
Scott Clary
And you mentioned before, like, you. I can't remember if you said this is something that you struggled with mentally or you just find that women struggle with it mentally. Which one was it?
Lisa Song Sutton
Was it both? I Was fearful of it. And I've had women reach out to me and express that same feeling. So now, being on the other side of it, I always tell them exactly what I shared with you, which is, don't be fearful of it. Embrace it when that time comes for you, if it's on your heart and it feels right for you and you want to do that. And have children. Yeah, have kids. Like, don't let your ambition be. You know, be fearful that your ambition will be derailed because, in fact, it actually makes you more efficient, a better leader, better at business.
Scott Clary
I love that because it's important, like, if you have ambition and you want to build. But I think that this is what. This is what tough. This is what is tough for women. Because before, say, before, like, you know, like past generations, it was mostly the guy working and bringing home money. And now women want to work and want to build, and they have ambition to do their own thing, which is great, but they, like, never moved out of, like, the role of should I still be a mother? And now it's like, how do I balance both? And I think that's. I think that messes with a lot of people. I think that really throws them off.
Lisa Song Sutton
It's important, I think, especially for women to recognize there are seasons, right? Seasons in life. I had a grind season when we were building cupcakes and building the real estate brokerage. But, you know, like, all those things. And I was doing that. That with no kids, I was doing that with no spouse, you know, I had relationships, but, like, I wasn't married, you know, and so I had the opportunity to be as selfish as possible seven days a week and only pour myself into these businesses. So there's seasons for these things.
Scott Clary
That's another important idea, too, because I think that people don't realize that, like, you can be something for a season of your life. And then even for. Even for a guy, I'm a big fan of not having balance. When you're, like, 20 to, like, 27.
Totally.
And just going all in on something.
Lisa Song Sutton
Yes. Now's the time building.
Scott Clary
And even if you build and it's not successful, you'll learn so many different skills that will make you so competent and valuable and successful and dangerous in all the right ways at the later stage of your life. So that when you want to have a family and you want to slow down and you move into a different season of your life, now you have the skill set to be able to figure out what, again, moves the needle, and you can be more successful. With less time invested. And I think that that's why the first season of your life should be selfish and unbalanced. And then you can move into the second season of balance and family and kids, if you want that.
Lisa Song Sutton
And there can be micro seasons. Right. Last year, our son was born in March. I basically took like half the year off.
Scott Clary
Yeah. You know, and you shouldn't feel guilty about that at all.
Lisa Song Sutton
And I loved it. I enjoyed it so much. And it was such a precious, special time because you're so little. You only have them so little for so long. And now he's like running around everywhere with like Spider man outfit on already. You know what I like? It's a completely different season.
Scott Clary
I think that also people get tripped up because their identity becomes the one thing and they can't imagine themselves as anything else. Like, listen, I'm not. I'm not a woman, so I don't really know. And I don't want to speak from that perspective, but I know, forgot. I'll speak from the perspective of somebody who's an entrepreneur whose business fails, or somebody who's an entrepreneur and then tries to become a dad. And all they know is being an entrepreneur and that's her whole identity. I can only imagine it's difficult for a woman who, again, super ambitious. This, like, she's building and then she's like, oh, I gotta pivot completely. Like now I have to be like the mom identity as opposed to the entrepreneur identity. And that's. To be able to do that is healthy. It just shows that you, like, have a good grasp on reality, that you're not your work. But I think that for some people to get too deep into their work and they become their work, and I think that's when they have a tough time switching to something else.
Lisa Song Sutton
But I will say, and for when this is particular to women because is we're the ones that carry the baby. We're the ones that kind of, you know, sustain the baby. That mom title is so precious. And for me, I was. I was. I felt so grateful to add that to my identity.
Scott Clary
As you should I. No, I think that it's. I don't want to be misconstrued. I think it's beautiful that. And you should add it to your identity. I was just saying that. But I guess if you feel like it's tough for you to add that to your identity, maybe understand for a moment that, like, your ambition and your work is not all that you are, and you're like much more than that.
Lisa Song Sutton
Right.
Scott Clary
That's really what I want to for anybody who's struggling with this because I think that is a thing that ambitious, truly ambitious people, and I'm sure people that are listening to this feel this, at least some of them do. Guy or girl like you are. Yes, it's good to be involved in your work and love your work, but it's not like your value as a
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that if they've been building for too long in that like build season for too long when you're always building and like say you're in this season of life like where you're like non stop and obviously you have, you have been for a minute before you took a break and then you had, you had a kid. What about relationships and dating and finding the right person? Is that hard? Is that, I mean, I'm assuming that your filter for who you want to spend your life with is pretty high considering you're successful in all these other parts of your life. So how does somebody who is like you, a woman trying to find the right partner, how they do that, I
Lisa Song Sutton
will say so I'm 41 now. I met my husband at 39. The man that I was looking for and attracted at 39 was different than when I was 26. Right. Even when I was 32, you know it. That evolved because I evolved, if that makes sense. And I realized looking back in my 20s and 30s of that build season that I was in, even though I had romantic relationships, I had great boyfriends and I realized I actually was not a good partner in the sense that work always came first. My businesses and what I was building were always the priority. And if there was anyone else in my life that took time away from that, they got like the snippet version of me or the tired version or the, you know, whatever was left. And so I do, I do feel bad that I wasn't, I guess, just like a better, I feel like I could have been like a better like girlfriend right back then, but it's just, it wasn't a priority. And I got to a point in my mid to late 30s where I was in a relationship and I stayed too long because I had told myself, well, you know, it's always going to be something. You always have to deal with something with somebody, right? No one's perfect. And if I'm serious about wanting to get married and have kids one day, which I've always said since, since I was in my 20s, that I do want that one day, I said, well, if I'm serious about that, are my actions lining up with my words? And like right now they're not. So I need to be making this relationship a priority then. And what I realized through that process was that there has to be kind of life alignment with obviously whoever you plan to partner with. And that wasn't a criteria that I had really thought about and invested into prior to that because it just wasn't on my radar. It wasn't part of my filter. Again, because the businesses were such a high priority. And I am so grateful. My husband, Josh, not only is he someone who I respect and admire for the amazing things he's accomplished, but it's like part of my filter. Like I was like, is this someone who's going to be a good dad? Is this someone who's going to be a good husband? And it's crazy to say, but those weren't questions that I had asked myself in prior years when I would meet
Scott Clary
people, you know, I mentioned, like, as like a ambitious, high performing woman, how do you, how do you find the right partner? But like, the answer would be the same for a high performing guy who is always working or in build mode and he's trying to find somebody who's cool with him, always working. And like, again, from my, from my perspective, because that's the only one I can really speak about. Gina and myself, we worked out so well because she's also an entrepreneur and she also has her own business. So like, she gets it. She gets, when I'm, you know, working at like 2 in the morning, like, she gets it. And I think that's the only reason why, like there's a lot of reasons why we work out, but that's one of the main reasons, because I've had exes in past where a lot has been aligned, but they're just not in the same season of life as you. And, and again, you have to have the, you know, the emotional intelligence or awareness to understand that it should be a season and you have to communicate that. And I think the most screwed up partnerships and relationships are when you like the person. You. Well, I mean, there's like this like lust and infatuation when you first meet them. But then after a while you're just like, okay, this is like a really good match. But, but you, you lie and you hedge and you sugarcoat like where you're at and you're like, oh, I'm building a business. But it's like not that much time or, and then, you know, six months later when you're pulling 200 hour weeks, then, then the person's like, this is not what I signed up for. And I think that's an issue. It doesn't matter guy or girl. I think it's like an issue with high performing people who are in build mode regardless. Like, they commit so much of themselves to their business and they don't communicate it because they're worried that the other person is not going to understand their craziness and their obsession, which is a valid concern. But then that's like the signal that maybe that's not the right person for you. As opposed to hedging and, and, and lying about something that seems like, not so bad. Like, oh, I'm just going to downplay how much work. I'm not like cheating on them. I'm just going to say that I don't work a lot. Like, that's not the worst lie in the world, right? But then it blows up a relationship, you know, six months later.
Lisa Song Sutton
And I do think there's, you know, that kind of intangible chemistry, right, Where I mean, my husband is truly like my favorite person. So like, I love spending time with him, right? And I've been in relationships where like I didn't love spending, I'd rather work on my business, right? And now it's, it's opposite. Where of course, I have these businesses, I have responsibilities, I have things I have to do. But like, if he's like, hey, he's like, I have time for a quick lunch. Like, do you have time? Yeah, I will rearrange my schedule to like make it happen, you know, and there, that, that didn't happen before.
Scott Clary
I never. Okay, so I'm the same way. So we always joke about like how we like would never leave the house if we could because like, we love like, hanging out so much. Like, it's just fun. I don't really understand when people are like, hey, I want to get away from my partner. I never, I never understood that, that because I've never dated somebody like, listen their exes for a reason. There was something that didn't work out, but I've never dated somebody where I want to escape from. And if I did, I'm like, okay, this is not like the right person. It's just. And again, we're aligned on like a personality level, on, on an ambition level, on the fact again, like, yeah, we can make jokes and we like the same on Netflix and, and it's a lot of fun to just chill. But also, we both have business problems and we both, we can, you know, bounce ideas back and forth off each other. So it's almost like alignment across all parts of our life. Do you have the same. Do you feel the same?
Lisa Song Sutton
Yeah, it's so important. And I think that level of trust too.
Scott Clary
Yeah, no, I was going to say that's why I think, like, I don't know, I hope, hopefully it works out for a very long time for both of us. But I think that's the answer to like, you know, who, who's the right person. And I think people, I think people rush into things too quickly. And I think that also, like, when you're again, somebody who's so busy, you, you see somebody's like a 70 match and you're like, oh, fuck this. I'm tired of dating. I have no time to.
Lisa Song Sutton
Yeah, yeah, you, you justify like, or, or like the good on paper person. And then meanwhile, like, the chemistry is not there. Right. And, and I, I'm a firm believer. I never did the dating apps. I literally, I met my husband at a gun range.
Scott Clary
It's badass.
Lisa Song Sutton
But it's just, there's no. You know what I mean? Like you, there's no formula to like meeting your person. Right. The only advice, and I have a lot of women who will ask me this, the, the advice I have is once you make room for that in your life, which may mean letting go of someone or something that you are holding onto because you think, think that that 70% whatever, it is a good on paper person. Once you make room in your life for that, it just appears. It's so crazy.
Scott Clary
Yeah, I know. I think that, you know, I was having a conversation with somebody last night actually about how important it is to like, quickly cut people out of your life that are not good. Because in my mind, there is no Such thing as, like, a neutral anything. There's no neutral person. There's no neutral job. There's no neutral. Like, there's. It's either improving your life or it's hurting you in some way. Like even like a neutral friend or a neutral partner. Like, oh, they're good enough. What do you mean, good enough? Like. Like, if they're not adding, then they're subtracting. I. I genuinely believe. I don't feel like anything in life is just like, maintaining status quo. I think the status quo is like a myth. It doesn't exist. It doesn't matter if you're, like, chilling at a job, a career. It doesn't matter if you're chilling in your health journey and you're trying to lose weight and you've like, like status quo maintenance is, like, atrophy over time, I believe. I mean, doesn't even exist in finance. You keep money in your checking account. You lose money every single day. You lose money based on inflation. So there is no such thing. So, like, status quo maintenance is atrophy, including with people. And I think that's why it's important. Like, if they're not adding, like, you have to cut. Does Josh. Right, Josh. Josh. He was okay with you being very entrepreneurial, very ambitious, obviously working a lot? He was fine with that.
Lisa Song Sutton
Yeah.
Scott Clary
And how did you. How did you make sure that he was fine with that before dating, marrying, having a kid with him?
Lisa Song Sutton
I think. I think the really nice thing about us meeting when I was 39, which people are like, oh, my gosh, that's crazy, you know, And I'm like, well, like, the. I think the lovely part about that is that one, I very much know who I am, and I'm already established in the sense that it's like, what you see is what you get. And so it was no surprise to him, right. As obviously as our relationship evolved, that this is what my life looks like and these are my priorities and this is what I'm building and this is what I'm working on. And he was so supportive and excited for me and was truly figuring out, like, how he could be a value add wherever I needed him to be. And truly, it was just. I was like, I need, like, calmness at home. Like, I can deal with the chaos of business and putting fires out and all that kind of stuff. I can't also have a chaotic home life. And that was such a huge filter for me of realizing, okay, this is. This is someone who, like, I feel, feel we have such a good home Life, like, it's so calm. Like our relationship calm, you know, like, so that was, that was really special and important to me that he just made me feel safe and loved and supported so that I can go out and like do all these things.
Scott Clary
That's so powerful. I think the people under. I mean you hear this a lot as like an entrepreneur cliche, but if your partner is like the single biggest asset and it's like, it's a cliche because it's true.
True.
But the flip side, like the inverse is yes, your partner can be your biggest asset, but if they are chaotic. Yeah, you can't accomplish anything. No, you really can't. Like, you can't.
Lisa Song Sutton
It's such a distraction. It's such a suck.
Scott Clary
It's such a. And I think that if you walk into your house and there's nothing but negativity, like I'm, I'm gonna make the assumption that you are not the one that is starting the thing that's causing the negativity. Like, I'm not saying like if you go cheat on your spouse, you should, should. You should expect a lovely home environment. Like, that's not it. But say there is nothing you're doing and it's just chaotic and, and stressful. Even if you go out into the world or go to the coffee shop, like, people don't understand how all that negativity, not to sound woo woo, but like all the stress, just the drama, it's in your subconscious all the time.
Lisa Song Sutton
It's in your nervous system.
Scott Clary
Yes, exactly.
Lisa Song Sutton
Right. The body keeps going account like.
Scott Clary
And you cannot operate at full capacity when you don't feel like you have a home, like a safe home.
Lisa Song Sutton
That's right. 100%.
Scott Clary
So most importantly, where can people reach out to you and connect with you? And if, I mean, if I don't know if there's any veterans, I should do a survey. I'm sure there's some in the audience for sure. But there's any veterans who are starting companies or if there's people that can write checks, obviously that's what you're focused on right now. So tell them where to go for that. But also where can they find you on social or anywhere else else?
Lisa Song Sutton
Yes, I'm on social at Lisa Song Sutton and My website is lisasongsutton.com and if you are a veteran that's building a great tech startup, head over to Veteran Fund and we have an intake
Scott Clary
form there that is a fire domain. Congratulations. That is a very good domain. Easy to remember. Okay, so the last thing I want to ask is, obviously, you know, you've been very successful in your career. You've taught a lot on this podcast as well. But if you could just pass on one lesson to. What's your baby's name?
Lisa Song Sutton
Gabriel.
Scott Clary
Gabriel. So you could just pass on one lesson to Gabriel, the most important lesson. What would that lesson be and why?
Lisa Song Sutton
This is a quote that my parents have told me since I was young growing up. It's hard work beats talent when talent doesn't work hard. And I found that to ring true in so many elements of my life.
Scott Clary
So what does that mean for Gabriel? What do they have to do to be successful and happy and fulfilled in life?
Lisa Song Sutton
Life, you have to bring your best. You have to give your best every single day and just keep improving. Even 1% is progress. And just know you're very loved.
Success Story with Scott D. Clary
Episode: Lisa Song Sutton – 8-Figure Entrepreneur & Venture Capitalist | How to Build Multiple Businesses from Scratch With No Experience
Date: May 21, 2026
This episode features Lisa Song Sutton, a serial entrepreneur, venture capitalist, and former Miss Nevada, who shares her journey of founding multiple businesses across distinct industries and building them from scratch—often with no prior experience. Lisa talks candidly with host Scott D. Clary about her transition from a prestigious legal career to entrepreneurship, her playbook for mitigating risk, the importance of picking the right partners, lessons from “unsexy” but essential businesses, and her current role investing in veteran-founded tech startups through The Veteran Fund. The conversation is insightful for aspiring entrepreneurs, operators, and anyone interested in the practical realities of building durable, profitable ventures.
An episode brimming with practical frameworks, lived experience, and encouragement for both new founders and experienced builders.