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Chanel
Before we get into today's episode, I wanted to let you know that on Monday, April 20th, we are launching round two of 30 Days of Growth. This is a 30 day daily newsletter where you're going to get one newsletter growth tactic from a different creator. These are real strategies they've used to grow and optimize their email list and they're sharing the results as well. You can go sign up before we launch at 30 Days of Growth Co and grab your spot. It's completely free, there's no upsell or anything. I wanted to make sure you didn't miss it. So head over to 30 Days of Growth Co and sign up.
Sam
All roads lead to the email list. And so I always saw this as the number one ultimate priority in my business. Like literally nothing else matters to me other than this email list. Every single thing that I do, if I'm going to show up for something, if I'm putting my name behind something, if I'm being asked to participate in some summit of some sort or whatever, I'm like, how does this support my email list growth? Any piece of content that goes out, how does this support my email list? It's all I think about. I went to get my hair done and a light fell out of the ceiling and hit me in the face and it broke my nose and my occipital bone. And I literally said, don't worry, it's going to make a great email.
Chanel
Sam, so excited to have you. We got to connect at Craft and Commerce this past June. May, June. It was June. Can confirm I'd heard about you from a number of people but never actually took the time to hop into your content. And I'm so glad I did because have a wealth of knowledge and a ton of great stuff. I'm excited to cover today. So welcome to the show.
Sam
Thank you both for having me. I'm so happy to be here.
Chanel
So you are a lawyer and you then went from lawyer to health coach to now creator, back kind of in the legal space. So how did that all come to be?
Sam
Yeah, so I was a corporate attorney for over five years and really was in this like very miserable, victimy place where I thought everything happened to me and like there was nothing I could do about my horrible, terrible circumstances. And it wasn't until I actually literally got jolted awake by life by this like really scary to me plane incident on my way back home to Philadelphia where I'm from. And it really shook me into being like, you know what, I might not have control of this plane, but I can figure out this whole job situation and within days I quietly, like, worked behind the scenes to start an online business. Um, and like you mentioned, like, in the health coaching space. And that ultimately was not for me. It was not my thing. I was not good at it. But thank goodness I did it because it gave me such an incredible opportunity to like, work out all of the kinks, make all of my mistakes on such a low stakes effort, but also to like, really get to know this industry and start without even trying a legal templates business that went very, very differently than my health coaching business. It took off right away and eight years later, here we are.
Chanel
And by takeoff you mean, like, I think I heard $9 million from your
Sam
main product, just from one product alone. And I only sell two products, so not too bad, not too bad.
Chanel
All right.
Sam
More importantly to me, honestly, is that I feel very time rich and flexibility rich. So that was always more important to me. I didn't, I didn't think, I didn't think. I'm like, I always joke with my customers that I'm like the poster child for not believing in yourself. So I didn't think this business was going anywhere. I just thought, oh, if it can make enough that I can just like live and be comfortable, I'll be fine. But the money part was never my thing. What ended up being really, really good about that was that I spent the first several years saving and saving and saving and saving and I never spent. And I don't, I mean, I spent on what I needed, but like, I didn't spend like crazy. I didn't really change my lifestyle and I also didn't spend my business spending, change my business spending, which really ended up being like the catalyst for my business being able to grow in the long run.
Podcast Host/Interviewer
So you went, you went to $9 million on one, two products, one main product. How big was your email list during this time as you, as you were growing and how much was that a part of your, of your revenue?
Sam
Yeah, so when I started my email list, I think, Chanel, I've heard you say this before. There were like, I don't know, 22 people and probably 18 of which I was like, either related to or knew personally and had like bullied into, just like added their email, you know, and they were like, why am I getting these emails? So that I had a very similar startup journey. I, I hardly had any email or subscribers from my first business, so I didn't bother to carry it over. I, I kind of just emailed people and were like, hey, I'm going to start this new thing if you want to come with me. And I think a very small handful did so. So I did that, but I built it to about a thousand subscribers in six months. I think a similar timeline to you using really just this one guide at first. So I mean this was in late 2016, early 2017. And at that time, you know, PDFs, guides were very popular. Really driving home this one guide, this legally protected guide. It was kind of like a go to all in resource people could get. And I don't know. Yeah, I don't know how I figured this out, but I just thought, you know, what if I'm going to show up online and create any content on social media, I'm just going to talk about this guide. And that's really how I built it to that first thousand.
Chanel
So you had the guide, but was it just from social media that people were signing up to that or how did they get on the list?
Sam
I really took a two pronged approach in the beginning. So I took a SEO approach. I would say first and foremost, again, time period, like time specific in terms of 2017, SEO was fantastic. But I also had an early thought that for what I, I did in particular, like people were going to be Googling, you know, how to start an online business or legal contract for a health coach or something like this. So I really leaned into writing content for my website that was very like Googleable. And then within those posts, just linking to my. At that time, all I had were individual legal templates like downloadable contracts and website policy. So I would link to those or I would have kind of the traditional model of like a content upgrade of like a blog post with the guide in it. Um, and so I would try both and I would get cold sales from those blog posts and I would also get a lot of email list signups. So I was kind of playing during that time to figure that out. So I was focusing on SEO and then also on Instagram at the time.
Podcast Host/Interviewer
Were you driving decent revenue with that small list in the first. In the beginning or what. How. What did that look like for.
Sam
Yeah, I mean, so to give you an idea, my legal templates run from $97 to $347 and US dollars first month with basically literally no one on my email list and just using SEO and who I did have on my email list and Instagram, I made $5,000 in my first month. I was like, this is, I mean that's a lot of legal templates for one Month. Right. I. I would say the other, like the other. I talk about this a lot in my book, but like something I, I feel like people don't mention often enough when they talk about these strategies is I was very, very scrappy in the beginning. So I was trying everything. Like, I was in every Facebook group and I was joining groups and communities and, you know, answering people's questions and like, really being helpful and then being like, oh, by the way, this is what I do and I sell. So I was like, really getting in the dirt and, and like getting involved with very individual, like, micro sales. Right. Responding to every comment, responding to every DM, all that kind of stuff. Nice.
Chanel
So 0 to 1k was like SEO slash Instagram, slash Facebook groups. Is it the same to get to like 5K and then 10,000 subscribers, or did the strategy change?
Sam
I would say from 5 to 10,000 subscribers, it became more diversifying the freebies that I offered at that point. So up to 10,000 subscribers, I was still only relying on freebies. I didn't have any paid traffic. I didn't have what I do now, which I call it my easy email list strategy. Like where I go directly to my email list. I didn't do any of that. I was just creating a number of different freebies. I would call the 5 to 10k zone. I like bloat zone, where I created too many freebies because I was like, well, if I created one freebie, that went really well. If I just create like 12 freebies, then people are just gonna come flying. But instead, that kind of divided my attention a little too much. That was a great. I thought that was like a great learning experience and period to. So I went up a bunch of freebies and then kind of came back down to these. Like, okay, I like, like these three freebies work really well and I'm just going to focus on promoting those.
Chanel
Got it. And so you're. You were just selling the templates by themselves in the beginning, and then over time you started doing the bundle.
Sam
Yes.
Chanel
Right. Ultimate bundle.
Sam
Yeah. It was about eight months into to selling all of these individual legal templates and talking to a lot of people. And then I would hear from people who would say, well, I need like four of these templates and that's going to be, you know, $1500 or something like this. Like, it would get expensive fast if they needed several. But also a trend I started noticing was even if people could get the contracts they needed for me or the website policies, they still had questions that wouldn't Go. Answered by a legal template. Like, they didn't understand what the difference was between an LLC and a sole proprietorship. They didn't know when they needed businesses insurance. They weren't sure if they really needed that business bank account or could they just use their personal and only use it for business. Like, they were asking me all these other things. And I would. I had all these free, what I would call sales calls, I guess discovery calls, which were, you know, totally free of advice. They were not. I was not giving people legal advice or legal tips or anything like that. It was literally just for you to come tell me, like, I am Chanel. I have this kind of business. This is. These are the services I'm going to offer. And I would literally prescribe, like, you need contract one, two, and three, and that would. I would send them the links and that was it. And So I had 1200 of those calls. But in doing so, I started learning what everybody's questions were. And so it actually, the idea was born out of a, like, frustrated conversation I had with my husband where I was like, these calls are getting so annoying because I could just put myself on speakerphone and like, walk around. Like, I'm saying the same thing over and over and over again. And as it left my mouth, I was like, yeah, that's a course. That's in a light bulb finally turned on. Yeah. Yeah, that was what I needed to run off and create the ultimate bundle, which ultimately became my best selling product. Yeah.
Chanel
So 1200 free calls.
Sam
I remember so many of these people, by the way. I like, literally remember, like, names, specific circumstances, like a bunch of wackadoodles. I remember a lot of these calls. Yeah. Wow.
Chanel
So you had like, what do you have, like, a button on your site to, like, book a free call to see which template is right for you kind of thing.
Sam
Yeah, So I had a. I had buttons on my site. I started integrating them in those blog posts too. Like, what was I thinking? Because some of them were getting really massive Google traffic, so people were signing up. I would advertise it on social media. I would post on Instagram stories. I would talk about it to my email list. Like, say, if you have questions, book this call. If people emailed me with a question about anything, I would then be like, well, why don't you just book this call so I can talk to you more? So it just became the go to. And because I had created a digital product, I was like, well, I have nothing else to do, so why not? Like, let's talk. Yeah. And thank God I took notes.
Chanel
That's amazing. I just. I want to, like, hammer this home because so many people come to me and they're like, I don't know how to get people, like, how to talk to my customers. I'm not getting feedback from emails. And I'm like, okay, but you can go be scrappy like Sam did in the early days. Like, people will talk to you if you make it for free.
Sam
Yes.
Chanel
And you learn and figure it out
Sam
with my customers and with my audience. But I am a voice of customer nut. And so I'm constantly gathering little data or the way that they talk, the way they phrase things. Like, if it's helpful for anyone listening to. Think of it too, that, like, I've been a lawyer since I was 23, so I don't really know what the problem is. Like, I, like, sometimes people say to me, and I'm like, I don't understand what you don't understand. Because I've never. I've never been in their shoes. And that's very unusual because a lot of people in the online business industry create businesses out of something that they've once experienced and they've resolved, and now they're helping other people do it. That was never my experience. And so I've heard from so many people who are like, me too. Like, I don't. I never struggled with that thing. Or, like, I. I just didn't have that experience. And so this all has been so helpful for me in capturing their voice and in really continuing to, like, center myself about what they're upset about, not what I think that they should be upset about or worried about. Because I very strongly believe that it has nothing to do with me. And I'm just here to, like, think about, oh, that's what bothers you. Cool. I can. I can address that. I can create something for you that's
Chanel
so powerful because I think even people like myself who have done some of this stuff and grown an email list, and now talking about growing an email list, like, this is three years ago. Like, I don't remember every single thing I was going through. So it makes so much sense to, like, actually talk to your customers and hear that.
Sam
And it changes. It changes. Right? Like, now I'm hearing from so many people have all these concerns about, like, AI and all this stuff, and I'm like, wait, what's going on? Like, I don't know. I'm like, I'm out of it at this point. I'm. I'm not in their shoes anymore. Right. Like, and I'm not. I'm not in the beginner stages of starting a business. Like, like you said, you kind of forget. And so, yeah, I'm sure, I'm sure so much of your audience, like, even if you were once in your audience's shoes, you might actually sort of forget. Those early days of like, oh, yeah, that was really overwhelming in the beginning. And oh yeah, I remembered, like that thing I was concerned about when really I should have been concerned about this. Like, you know that now, but at the time, like, you have to really be in touch with what they are currently worried about now. And not so many people in our industry, I think, mess up because they preach what you should be worried about and they spend so much time educating on. Like, look over here, you should be worried about this. And instead of just speaking directly to what the people are worried about right
Chanel
now, how often are you talking to your customers like this?
Sam
So formally, we have once per quarter, we have a whole big round of customer research calls and we record them. We have a whole customer process that we go through with these. Um, luckily, I mean, we have like almost 5,000 people in the ultimate bundle. So, you know, luckily, we send out an email and we'll say, like, can anybody book this call? And it fills up. We take, you know, a dozen or more at a time. So they usually fill up. But then even once they're done, we're then running the, the recordings and the transcripts through AI. We are doing all this, like, really cool stuff to kind of synthesize and come up with some of the trends. I'm even like, watching those over time. So I do that. But my customers also know that I am in my inbox, so I answer all my emails. So I am very like on the pulse of what they're asking, what they're saying. When they write me on Instagram, I voice memo them back. They all like, write to me there. They write to me on Instagram, they write on Facebook, they. We have a Facebook community which I'm in multiple times a week with thousands of people in it. So I'm. I personally am like, keeping my nose to the ground as well.
Podcast Host/Interviewer
Wow. I think that's really admirable because a lot of people would hear like, oh, yeah, you've got this, like, business that almost kind of runs itself to some degree, like with or could potentially if you just injected money into it for growth and create this flywheel. But you're like, still, I find it very admirable. You're still like, right in there, you're in your inbox, you're replying to people on social media, and you're spending the time to actually talk one on one with people, regardless of the size of your email list and how much money you're making. I applaud you for that because a lot of people would just be like, I'm out. I'm gonna go hang out on a beach. My question to you is, when you do these calls, one, in the beginning, did you have, like, a time limit on them? Or how did you. Because I could see getting bogged down or, like, strapped for time if you're taking so many. So I guess that's my first question is how did you put those constraints in? Or did you?
Sam
Yeah, I did. So they were supposed to be 20 minutes or less. It sometimes they even took less than that. Sometimes they went a few over. So it, like, all came out in the wash. But the best thing that I did over time, which is now something that my customers get when buy the ultimate bundle, I turned this into, like, a templated sequence for them. The best thing I did was write an email sequence so that once people signed up for the call, it would drip out maybe three to five emails. Like they were kind of, you know, reminder emails. But within those emails, those reminder emails, I was really setting the stage and grooming, like, what this call was for, what it was not for, and here's an easy way to cancel it. And so over time, those calls got tighter and tighter and tighter. Like you were to come to this call already having reviewed my products, coming with the question that you have about which ones for you and why. And, like, we are not going to discuss, like, your aunt's, you know, bump on her elbow and, like, whether she should sue the guy who hit her, you know, in a car accident. We're not talking about that. And so, like, I was very specific about all of this stuff and we talked about, like, this is to talk about which product the right fit for you, not answering your questions about what you're confused about. I will tell you about my products at the end. I will send you links like yada, yada. And I just feel like then over time, the people I got on the phone with were very warm and very ready. And yeah, then the calls got shorter and it was. It was a little easier to do 10 of them in a day or something like that. Yeah.
Podcast Host/Interviewer
And then now when you do them, you said you kind of do them in cohorts. Is that. Is that what I understood?
Sam
Yeah. So now Instead of, like, we don't do any discovery calls anymore. I mean, now this is also. I feel like with, like, technology has just changed too. Like, now people send me, like, a DM on Instagram, and I just voice memo them back. I'm like, hey, Chanel, it sounds like you need this contract and that contract, and they're like, great. And they run off and get it. It's a little different than when we were doing. I feel like I sound like I'm 300 years old. But, you know, back in the day, that's how it was. But now, instead of doing any discovery calls, now we're doing these as research calls post purchase. So those are typically about an hour. Sometimes they can be 30 minutes if the person needs it to be. Um, and that's primarily done with my funnel specialist and my copywriter. Um, I've. I used to sit in on them, but we actually find that they go better without me, especially when I want to, like, find out, like, what if there was something they didn't like about what I did in my marketing? Like, how are they feeling about my emails and my email sequences? Did they listen to my podcast beforehand? How did that influence their decision to purchase? Did they check out competitors? That's something we talk about. And what did they not like about them? And why did they go with us? Those were things that people weren't as open to discuss in front of me, which makes sense. Yeah. So now I'm not. I'm not there. Yeah.
Chanel
That's super smart.
Sam
Yeah.
Chanel
This is like, I don't think I've ever heard anyone in the online business space say that they do this level of detail with their calls. So this is awesome.
Sam
That's only the start of it. In terms of level of detail in the business. I have the time. Luckily, I have the time.
Chanel
That's awesome. Well, cool.
Sam
So you.
Chanel
You clearly know your audience through research, and you do all of that. I know now your funnel is mostly, like, focus on, like, webinar, whether it's evergreen or you do a couple live launches a year. You initially started off evergreen just because of the nature of what was happening around you. Right. Like, you didn't really have a choice.
Sam
Yeah, I did what everybody said you literally cannot do, let alone should not do. And I was just like, you know what? That's what we have time for. And so what Chanel's referring to is that my dad had gotten diagnosed with leukemia, and I was like, I was going to take care of him. And I was like, well, I have To. I have to figure this out fast. So I didn't have time to figure out how to run a live launch. I didn't even know how to do that. And I didn't. I've never done, like, a big live webinar. I never told my email list about this thing. So I was like, you know what? I'm just going to start. I recorded this webinar in 2019. I knew. But this is very important to what we're talking about. I knew. Everybody always asks, how did you know what should go in the webinar? Because of what everybody said when I talked to them. So when I spoke to people, I zoomed out and was like, okay, these are like the five kind of categories of things we usually end up talking about that would really be like, a comprehensive. Like, these are the five steps you need to take to start an online business. And so that's what I made the webinar about. I literally put up an Instagram poll asking what everybody thought that the title should be. The one that won. I went with it. It is still the title today, six years later, and 350,000 people have taken the webinar. So, yeah, it's. It was. It was just. Yeah. Kind of born out of necessity. But that ended up being a great email list driver. But I also used it to my own email list, you know, even to my own list. I was writing weekly, saying, talking about some legal topic and then being like, go take my free legal workshop. And then people were buying the bundle.
Chanel
Wow. 350,000 people.
Sam
Yeah, it's a lot of people.
Chanel
That's a lot.
Sam
Yeah. We have 5,000 people signed up for it live in February, which was crazy. Wow.
Chanel
So you're aggressively cleaning your list.
Sam
Yes. Once a quarter. People are always asking me this, like, oh, you must not ever know. Once a quarter, we scrub my list. I'm very proud of my email list that I joked the other day with someone that, like, for, like, email list inflation, I feel like I have, like, 10 million subscribers because I talk about legal stuff, and I have 50,000 email list subscribers. I'm like, this is. Guys, this is like 100 million subscribers. In my mind. It's very hard to do.
Podcast Host/Interviewer
That is funny.
Sam
Yeah.
Chanel
Wow. That's wild. Yeah. I think I looked back last year and I was like, oh, 16,000 people unsubscribed. Or I deleted that many, or however, whatever it came out to be. And that was. That was a great LinkedIn post. So if you need content, I would definitely go with something like, that people love hearing how many people unsubscribed.
Sam
So a lot of people unsubscribe and a lot of people unsubscribe and then buy from me. So I don't really care. Like, I don't. People take unsubscribes. Wait. Like, you just make too many stories out of it. And so, like, I mean, I always think of, like, think about all the stores you shop at that you unscrew. Subscribe from their emails. It's like, I just don't want your emails. I feel very confident that the next time I need a pair of jeans, I'm going to go to that store. Like, I know that I don't need to get five times a week emails about it. So I don't know. That's the way. They also don't provide any value, but different story. So I, you know, that's the way I think about it. Like, there's all kinds of reasons why people do that. But also my customers ask me about unsubscribes all the time. And I'm like, if we waste our time thinking about that, I mean, who cares? The bus is driving for. We are. We are leaving, you know, and like, I am. I'm still here for whoever wants to be there. That's the way I think about it.
Chanel
It's always fun when someone resubscribes and then buy something. Like, yeah, like, thank you for coming back.
Sam
It happens to us a lot. It happens to us a lot. People will comment on something and they needed to leave. I mean, I talk about grief a lot to my email list and people have had to leave because of that. It's like, it's okay. I mean, yeah, it's. You never know why someone does. Yeah, yeah.
Chanel
You're naturally going to talk about that. You've been through some things.
Sam
Yeah, A lot of grief to talk about. Yeah, yeah, yeah. Okay.
Chanel
So in the, in the beginning, you started with like 10 articles for SEO that you decided you were going to write and put out. Clearly it worked super well. Do you still think SEO is like a good channel? Are you still focusing on it?
Sam
I am still focusing on it. Definitely. Definitely in a different way than I did and 2017. I mean, I used to write so many just like, SEO optimized blog posts for my site, which I've pretty much stopped doing. We, we obviously optimize every, like, podcast episode. I have a podcast called on your terms. Every time I have an episode go out, we have a post for it on my site. And so we do, we optimize that. I'm kind of writing for fun on Substack. I'm like optimizing those the best I can. I'm still like applying my SEO skills. I got really into SEO when I started the business, which helped a lot. Honestly. I am, I don't know about you guys. I'm sort of confused because when I Google things and all that AI stuff comes up, I scroll right past it and look for the articles. So I'm like, is it, am I the only person still doing that? I don't know. So I'm very confused about what to do. And so I've kind of been in this like holding pattern of I'm not ditching it, but I'm not prioritizing it the way that I used to. It makes me kind of sad, you know, I'm okay to shift. Yeah. Yeah.
Chanel
Have you seen like your traffic drop quite a bit from it, you know?
Sam
Yeah. Our website traffic is not like I get a weekly report in our website traffic because I watch that like a hawk and it, it's gone down. It was down like not even, it was less than 10% over this time last year, which I was like, I think considering what's going on, that's not that bad. I've also decreased what I've been doing in ads, which I know drives a lot of traffic, which is kind of like fake traffic because people click but then they don't end up signing up. So like they're not really doing anything. So I, I, I'm all considered, I would consider that a win. But I still get traffic from especially like some of those earliest, earlier blog posts that like, were kind of my core content. I have one that's about whether online health coaches can take health insurance and that still performs really well. And like I just got a comment on a blog post today. So it's interesting. Like I still will get those every once in a while, but it has shifted slightly. Yeah.
Chanel
I have to wonder if like Google doesn't want to touch Legal with like a ten foot pole. So they're like not, not putting some of the AI stuff up there.
Sam
I've thought about it because I also see like sometimes when I Google stuff about it, it's, it's wrong. And I'm always like, well, how are other people supposed to know this is actually content? I'm working, it'll be out by the time this airs. But content I'm working on right now is where I do like a, like lawyer reacts to an AI Generated contract where I'm like, having it generate stuff for me and then going through and showing how bad it is.
Chanel
Oh, that's so good.
Sam
Yeah, so it's like, that's kind of my point. But yeah, I'm very confused. I'm like, am I the only one that's scrolling past all this stuff? And I just want to read the article. It's just me. Like, I don't want to hear your AI summary. Give me the article. That's awesome.
Chanel
You mentioned paid ads. I know you use them a lot. You have used them for years now. Are you like, what's the mix? Are you focused on like, building the email list with ads, or is it more for, like, selling products to your existing audience? Like, how does that work?
Sam
Yeah, It's. It's like 80% list building. So this also was born out of necessity. I mean, so I referred earlier to like, that little nest egg I built up in the beginning. Came really in handy once my dad especially got sick. And so that was when it was like, back then, I was on Instagram stories every single day doing probably some, like, very good, you know, high value training directly to Instagram stories that disappeared in 24 hours. And that was driving a lot of traffic to my list. So I would end every single one with a pitch to the webinar or to some freeb. So when I stopped doing that, when everything happened with my dad, I realized, you know, might as well use this capital for some Facebook ads. And so really just ran a lot of opt in ads at the time, then built out a sales sequence so that if people signed up for the webinar, they, you know, got tagged appropriately and then served a sales ad so that they would purchase the ultimate bundle. And that worked beautifully for a really, really long time. I started to see a downturn last year that actually turned out to be a problem with the ads team that I was working with at the time. I let them go because of it. And once I got with my new ads team, we were like, back pretty much back to normal. I've seen ads change a little bit. I would say in the last, like, six months. I see some differences, but I've also really changed my ads strategy and approach and I think it's working better now.
Podcast Host/Interviewer
I'm curious, are you running ads? And I might have missed this, so apologies if it's repeated, but running ads strictly to a webinar or are you doing like, hey, sign up for my newsletter. Are you advertising the newsletter? All is all lead focus, lead generation,
Sam
focused So I kind of categorize the ads. So we have a lot of lead gen focus, but I break those into like freebies. So I have a eight day legal challenge. So a challenge that people sign up for in eight days. They get their business set up. I also obviously have the webinar. So there's, there's a whole ad set going up for that. And then we've also run one to a guide as well. And then I have a whole nurture category of ads that are running. So we run ads to podcast episodes that I've done to Instagram, posts that I've posted that have gone well organically on Instagram, we don't boost them. We literally turn them into an ad. And that works really, really works better than boosting. So we have done that and a lot of times those posts have calls to action to my list. So we'll run to that. Yeah. And then, and then we have a whole. The third category are all sales ads. So once people have signed up for one of those things, they usually then get served an ad telling them to buy like a limited time offer to buy the bundle.
Podcast Host/Interviewer
Okay, interesting.
Chanel
You have a lot of email sequences, don't you?
Sam
I have a lot of emails.
Chanel
Do you know how many there are?
Sam
Yeah. Well, so there's, it's not as bad as you would think in the sense that the webinar has a very specific, you know, sequence that has to have because it goes like, it's all timed and all in the offer and the whole thing. But for all of my opt ins, I think the smartest thing I did a long time ago was say, you know what, I'm going to have delivery emails for all of the individual offers. Maybe there's one follow up depending on, on the freebie. There's like one more follow up that's like, hey, did you get your guide or did you watch this video yet? Or something like that. And then they all get funneled into a nurture sequence that goes from there. Um, so that helped my sanity a lot because otherwise we had like 12 different herger sequences going at once. And a lot of times people will sign up for like multiple things. So especially within kit, this just made it a lot easier to be like, you know what, they get the delivery email and then they get funneled into a nurture sequence and then they get dropped into my email list and that's fine. Yeah.
Podcast Host/Interviewer
Do you have a, like a kit pro helping you or how did that. Or do you have a teammate, team member on your team helping yeah.
Sam
So in the beginning, I did it myself, and it's probably why there are so many tags. There's like 300 tags. It's like every time I had a new thought, there was a tag. Yeah, it was a little crazy, but three years ago, I made a very smart decision to hire Lindsay, my director of operations. And she came in and was like, oh, my God, what's happening in Birken? At the time. And she cleaned it up so they run it. And then I also have a great tech BA Jess, who fantastic at getting in there, making sure that they all run properly.
Podcast Host/Interviewer
Wow.
Chanel
Lindsay was the one who came with you to crafting commerce, right?
Sam
Yeah, she's the best. Yeah. That's great.
Chanel
Is she your only. Your only full time person?
Sam
Yes, she's my only full time person. And then I have a customer service support personally part time. And then Michelle, our marketing assistant, that's really our only core. I mean, that's another thing that's really helped is just having little three, like, mighty people running this thing. And we have kept it very small, pretty much on purpose, but I think we also just all, like, kind of own our domain and it works for us.
Chanel
This is a hell of a business. You're, like, at pushing eight figures with, like, one full time employee and, like, two other, like, core people. Yeah, that's awesome.
Sam
And we all take a lot of vacation and take a lot of time off, and I don't work that much, and I will keep it that way. I mean, I always say that with a little bit of, like, an asterisk about myself. I. I recognize that fully that I'm like, a freak of nature. I can get more done in three hours than most people can in, like, three weeks. And so my friends are always like, you recorded all those YouTube videos, like, all those reels, wrote your newsletter for the next month, did all these substack, like, yeah, just knock it out. That's. That was like, my greatest strength was the thing that was most penalized as an attorney, because being efficient as an attorney is, like, the worst thing you can be. And so because my hours were low and that's not what they want. They want to bloat your hours so that you charged people. So, yeah, I think it's really cool when you can create a business actually utilizing your strength. And, you know, this is like, that's. That's my little superpower. Yeah, that's cool.
Chanel
How many hours do you think you work every week?
Sam
You know, I don't know. I. I would say, like, maybe I work four hours a day, maybe, but not. I mean, I don't even think five days a week. I mean, then there are these other days where it's like, you're on meetings all day, and I'll say, oh, I didn't work at all today. And then Lindsay will be like, you were in six hours meetings or. I did, like, I have, like, podcast interviews this month or something, and a lot of times I don't think of that as work, but, like, I guess I'm kind of considering my, like, time spent head down, like, doing my own stuff. Yeah, I consider this all to be fun. Yeah. Yeah, it is fun.
Chanel
Yeah, I think so.
Sam
I think, like, when you've had a really bad job, you're like, you guys called this work. Like, I. I don't know. I still. I honestly, like, I. When I left being a lawyer, I felt like I had gotten out of prison. And I often say, like, I. I really expected that to wear off, like, pretty quickly. I. I was trying to be realistic about it. Like, like, you know, the romantic side of this is gonna wear off in, like, six months, a year. I still am, like, walking around on a Thursday, like, doing nothing. I'm like, wow, I can't believe I get to do this. Like, I. I really love what I do, and I love the pieces of what we get to do. That's awesome.
Podcast Host/Interviewer
I'm really curious about your newsletter content and, like, a little bit about, like, frequency of how. How often you send, not. Not counting, like, the. The nurture sequences and stuff like that. Can you talk to us a little bit about, like, what you send out for your legal template business in terms of, like, what would people expect in their inbox?
Sam
Yeah. So every single Tuesday, you get Sam sidebar, my weekly newsletter that 50,000 other online creators get. It was my absolute favorite thing to do every single week. And I feel like I've hit a really cool groove recently and kind of, like, I wouldn't say I'm going in a different direction, but, like, just jazzing it up a little bit. And I'm excited about it. But. But I always saw this as the number one ultimate priority in my business. Like, literally nothing else matters to me other than this email list. This email list carried me through my dad being sick, my dad dying, my mom dying. Like, me wanting to take time off with grief. Like, my business didn't skip a freaking beat. Like, we. We grew as my parents died. We. And I was doing so much less. And it was 1 million percent because of the email list. I Couldn't show up on social, I couldn't do anything else. This like, I'm just telling you this because from like a priority. I think talking about mindset when it comes to email list is really important and I just take the mindset that this is the most important thing, this is my number one priority, this is the homework before I get to go out to play. And I really, really treat it that way. And I have an internal saying in the business that I say all roads lead to the email list. And so, so every single thing that I do, if I'm going to show up for something, if I'm putting my name behind something, if I'm being asked to participate in some summit of some sort or whatever, I'm like, how does this support my email list growth? Any piece of content that goes out, how does this support my email list? It's all I think about and I, it does not take me long at all. See my earlier comment about being productive but I, I, it doesn't take me long at all to write them but they are my favorite thing to do. They're the most successful. I can't believe the number of replies we get every single week. I can't believe how connected a community of 50,000 people can be through email.
Chanel
Well, and I think part of it is that you don't work all day every day so you have time to explore. And like your newsletter just from reading it is like a story mixed in with how it fits into business and legal ties in. And so you're having, you're able to write it so freely because you're having these experiences every week.
Sam
Yeah, I think it's a little like going to the gym too. It's like reps because once you, I mean I know storytelling is not everybody's like, that's not the ultimate or best approach to writing emails. It's just mine. Once you start doing it, you start seeing everything through that lens. So like when I'm out and about and I see something, I'm like, oh my God, that will be a great email, you know, and so I, I don't know if I told you but the day that my book came out on April 15, I went to get my hair done and a light fell out of the ceiling and hit me in the face and it broke my nose and my occipital bone and literally words that came out of my mouth because everybody there in the room was panicking because it's like it happening on your, you know, book wedding day. Everybody was panicking And I literally said, don't worry, it's going to make a great email. And it was one of my best emails for the whole year because I. I made it into this whole story about you can, like, plan and plan and plan and plan and stuff pops up just like, that could happen with a little thing in your business. And people loved it. It was like, the people are like, is your face okay? So, yeah, I. I think it's like, once you start thinking about it that way, it really helps. Also, Pat Flynn thought this was really cool that also, sometimes I do it in the reverse that, like, I want to teach a tip. Like, I know I want to teach people, whether it's a legal tip or marketing tip. And I'm like, what's something that's happened to me recently that would illustrate that point?
Podcast Host/Interviewer
Right.
Sam
So I also do it the other way.
Chanel
Are you just, like, out walking around with your husband and you're like, this is gonna be a great email all this time? And he's like, okay, Sam.
Sam
He's like, your mind never stops. He. He just really believed I found my thing. Because he's like, you literally look at the world in the lens of, like, market. Like, how can that be marketed? How can that be turned into a story? Like, I immediately see the lesson in it. I see the, the flip, the switch. Like, even when I see other people's content, one of my favorite thing to do is I really try not to consume a whole lot, especially related to business or anything. I don't read business books. I don't listen to business podcasts. Like, I. I really try not to. To, like, keep my head down and. But when I listen to other stuff, like, if I listen to, like, a food blogger or something like this, when they do something, I'm like, immediately, oh, I see how that could be translated into what we do. So I think all this is a skill you can sharpen over time, for sure. But also, you have to see what works with your audience. Like, clearly my audience has come to expect, like, some quirky story, and then they're like, they. They, like, they'll enjoy it. Yeah.
Podcast Host/Interviewer
They're like, you gotta be making some of this up. But no, legit, no. This is.
Sam
Sadly, I'm not really. That's why I ended that email with a picture of my face, me sitting there with, like, the giant black eye and the eyes on my face. And they were like, oh, my God, your face. Yeah.
Podcast Host/Interviewer
You can't write this. You can't script this stuff. It's. It's Legit. So you said before when we were talking about all signs pointing to your email list. So how does that work with social media? Because it's notoriously hard to drive newsletter subscribers from places like Instagram. So how do you. How does that flow work for you?
Sam
Yeah, but no. So, like, a lot of people will post, like, I feel like the way this started was that people would post reels about their podcast, like, just showing a little audio clip or, you know, whatever, and then they would just say, like, comment here to get the episode. And that's kind of what we did, all for, like, a long time. And people would just send a link to the episode. So I thought, again, all roads lead to the email list. And I was like, but this is a free episode that they can get on Apple, Spotify, wherever they go, listen to podcasts. But how am I going to get this person on my email list? So we started doing something where we use manychat on Instagram, and we started saying, like, you know, comment. We made it a funny word. First of all, this was the biggest thing that changed and drove so much more traffic to my podcast. Instead of me saying, like, comment 258 for episode 258, we started saying, like, if the episode was about, I don't know, something like. Like, if I was related, I'd be like, comment peach. You know, and they would comment. We made it a funny word or a funny emoji. And this has worked much better. And then it DMS the person the link to the episode, and then immediately follows up and says, hey, by the way, did you know that I have a weekly free newsletter called SAM sidebar that 50,000 creators get every single week to learn how to blah, blah, blah. If you want in, click here. They click, it says, great, what's your name? You say, Dylan. Great. Dylan, what's your email? You put that in, and because it's synced with Kit, it just automatically is inputting them into into kit. And so they're not even having to leave Instagram, because once I got them to stop leaving Instagram and not having to leave Instagram, we got so many more email subscribers. And then the second strategy I'm doing with podcasts is that I've grouped them into little, like, playlists around a topic. And so, like, I had a bunch of episodes about money and taxes. So I created, like, a CEO's guide to money playlist. And. And I say, like, do you want this playlist? Comment money. They comment, money. It's like, great. What's Your name? What's your email? Great, here's the link. So we're only actually giving them the link to the playlist after they've signed up for my email address. And this has led to like thousands of people signing up. I was shocked.
Chanel
Oh, I love this.
Podcast Host/Interviewer
And this is free organic content too, right?
Sam
Yeah, because literally for years it was just like comment 2:58 to listen and then that was it. We just like drop it off. And I was like, why aren't we following up with people? And so like now about anything, anything I do now there's. I build it into them any chat sequence that if we give them something right away, we immediately follow up with like a. By the way, you should sign up for this thing or put it behind something like, like the playlist, for example. You could find that on Spotify for free if you just search for it. But I'm giving them the link. I've created the playlist. I consider that to be worthy of getting all my emails. And they know that that's what's happening. And so yeah, then, and then you. The thing is to like give the person the thing right away in the DMs. Don't, don't make them go to their email. So I'm still delivering the value right there. And they immediately get the link to the episode or the link to the playlist. But now they've automatically, through tech magic, they've gone onto my email list. So it's just so much better.
Podcast Host/Interviewer
Do you email them as well, the link just in case?
Sam
Yes. So they get an email. They get like an automatic email at the start of the sequence, like I guess a delivery email of sorts being like, here's that link to the playlist that you wanted. And then in that one I'm testing out something that's working pretty well that's like, if you want, this can be just like the last email you get. And you can just get my weekly email after this. Or I have this cool free 8 day legal challenge that helps you get your legal stuff in order. If you want to sign up for that, just click here. So it's just like a tag, you know, what do they call them? Like auto links or whatever. So like the T, it adds a tag to the. Send them down that eight day legal challenge sequence. So now they get like more value. If they don't do anything, they just start getting my weekly, my weekly email.
Chanel
I love this. I need to do this. My deep dives.
Sam
Yeah, that worked really, really well. And then the, the same Thing with like the easy emails. Like, I guess two years ago I just decided, like, what if I just stopped trying to push freebies, period, and just. And then pushed my email actually as the freebie that my email is the value. And so, like, you should sign up for my emails because they're good and here's why and here's what you're gonna get and people love them and here's some proof and blah, blah, blah. And now that that's probably the primary driver of people signing up, it's just
Podcast Host/Interviewer
pushing your newsletter itself as the.
Sam
Yeah, the newsletter itself is the value, you know? Yeah, I just had this kind of like light bulb moment a while ago where I'm like, I'm trying so hard to get people onto my email list because I think my weekly emails are what's doing the work. Right? Like, that's really converting people. So what if I remove this barrier and actually use it as a plus of like, if you sign up for my emails in this way, not only will you start getting them right away, I won't send you any down any marketing funnel. Like, you'll just start getting my emails and people like that. So they like, you know, because they're savvy, so they know that that's what's coming. So, yeah, that's, that's worked. I, I just internally call it easy email. It works really well.
Podcast Host/Interviewer
Yeah, you glossed, you glossed over this really nicely about your book launch day. Have been able to create a business that allows you the flexibility to also write a book that has been published. Um, so why don't you talk to us just a little bit about that too?
Sam
Yeah, well, you'll all be happy to know that my email list is the only reason I got. Got such a great book deal with a big five publisher. So it's kind of funny to me to watch everybody else go out and try to like, build some cachet on social media or whatever. And it was like my, I mean, I got a big five book deal. They were like, happy for you that you have some Instagram followers. But, like, tell me about your email list. And then I would say they, I mean, they really dig in. I don't know if people know that, but they, they require a lot of stats. Like, they wanted to know about how many subs I had. And I want to say I had about 30,000 maybe when I sent in my proposal. So it wasn't quite as big, maybe even 25,000. So it took a long time to get in. So I had a Decent sized email list, but they were even beyond that. They were like, tell me about opens, tell me about clicks, tell me about all this stuff. Like, what's the community about? How often, how consistent have you been? Like all this? And one little sneaky thing that I did was I sent an email to my list and I was like, hey, guy. I kept them in the list for the whole process. So I documented the whole thing, was like, it's my dream to get a book deal. I really want to write this book. It's my dream to get Wendy Sherman as my agent. I literally wrote that. She ended up seeing the email I got Wendy Sherman as my agent. I said I wanted a big five book deal. So I talked about this, but I said, hey guys, reply to this email and tell me if I came out with a book, would you buy it? And why so many people, hundreds and hundreds of people replied to this. So we screenshotted all of the replies to this and I put that in my book proposal so that the publisher could actually see like the power of the email list behind it and seeing how engaged they were and how ready they were to buy.
Podcast Host/Interviewer
That's incredible.
Chanel
So smart.
Podcast Host/Interviewer
Yep.
Sam
It worked.
Chanel
I love it. Nobody does that.
Sam
Yeah, it worked. Yeah. Wow. Yeah.
Chanel
How has the book impacted your email list and your business? Has it driven any growth or anything?
Sam
Oh, yeah. It's led to a lot of sales, something I felt very confident about, which nobody ever seems to trust me or believe me about. So I've just, I've learned now, just blow past everybody else's lack of confidence and keep going. If I talk about other things, if I talk about non legal things, if I talk about email list growth or funnels or whatever else I do, it ultimately supports my business and my sales go up. And all I do is sell legal stuff. I have learned that, I learned that early on and I feel confident about that. And I really do truly believe it will support my business. And so it's been kind of cool, like in both ways. People on my email list who were not customers purchased the book and became customers. And then I'm also seeing people who find the book through whatever means, like other people sharing it, and then they are either just joining the list or becoming customers. So I'm seeing it in both directions, which is kind of what I anticipated, to be honest. That's been cool. I, I, it's definitely more than anything, it's changed my cachet. I would say it's opened doors for me that would just not have otherwise. I don't think been available to me. I think just being able to say you wrote this book and that you got a big five book deal. The opportunities that the publisher was able to help me with, with that seems to, like, that just seems to have changed the most. Like, the doors I was knocking on a ton and nobody was answering, all of a sudden they're contacting me, which is. That's the biggest difference for me.
Podcast Host/Interviewer
I've heard people say that a. A published book is like your best business card in a lot of ways.
Sam
Yeah, it's. I think a lot of people, like, I have a kind of sleeper business, which is fine by me. I don't need anybody to know anything about it. Doesn't bother me. But I do think that it perked some people up to be like, wait a minute, what? What are you doing? Like, and how did you. How it. So I think. I think that kind of helped. But, you know, selfishly, I want to step out of my box a bit. And not, I mean, not that no one. No one's ever put me in a box, but I think mentally I have myself in a box, that all I can do is talk about legal. That's all I'm good for. I have to constantly be valuable. Like, until more recently and with the book that I was like, I actually have some other things I think I'd like to talk about. And at first I would have told you, like, I have other things to talk about, and they're very helpful to other people. People. And now I'm like, I have other things to talk about, and I'm not sure if they help anyone else. And that's okay. Like, I think whoever needs it will find it. And I'm kind of landing somewhere in there, but just trying to spread my. Spread my wings a little bit.
Podcast Host/Interviewer
Spread your content wings?
Sam
Yeah, I mean, I've talked about the same thing for eight years. And legal doesn't change. You know, like, if you talk about email marketing, if you were teaching about funnels, like, the way you would be teaching about funnels today would be something radically different than it was six years ago or even probably three years ago. And so, like, for me, I'm like, I'm still saying the same thing. So I have a podcast on your terms. I've done almost 300 episodes of. And so it's like, I've done a full catalog of probably over 200 episodes of any legal thing you can think of at this point. I can point people back if. If Chanel dm's me with a Question about a con. I can be like, oh, I actually have an episode about that. Here you go. Right. I don't need to keep. Keep doing it, in my opinion. But I also think it's really cool to hear stories from people who. I don't know who have done it. And also, like, I haven't heard a whole lot of stories about people who've done it. Not only not like me, but who going through what I went through personally. And that's hard to find and because I know, like, when I was going through that, I was like, well, yeah, but you guys, like, this is like your full time. You don't have anything else going on. So I think it's how people feel sometimes when they have kids. Right. And they see other people, like, building businesses who don't have kids. That's kind of how I felt with, like, a lot of personal drama and grief.
Chanel
And so now you're writing on Substack about some of this stuff too?
Sam
Yes, I. It's pretty new. I've been wanting to play with Substack. The. The lofty goal was to have done that like a year ago leading up to the book. Nobody told me that before you come out with the book. It's like, there's like 300 rounds of editing, typesetting, proofing, like, all of the things. I kind of thought once I wrote it, it. We were. We were done. So that did not turn out to be true. So we were doing things, like, right up until pre sale launched just in January, and then the book came out in April. So this summer, I really took a lot of time off and backed away as much as I could. I really only committed to writing my newsletter every week. That's all I did. I've never missed a week in eight years. And I. I just. Yeah, thank you. I just focused on that and, and really explored, like, what else do I want to write about? So I started writing on Substack. I'm calling it Beyond Business because I just wanted a place to talk to people about what life is like beyond business, even when you're a founder. So, like, yes, everything's still through the lens of, like, I own my own business. These are the things I'm doing and thinking about. But what am I doing offline that ultimately ends up nourishing me as a business owner? I think that's what I've learned, like, the most over time is that, like, that. That. That separation is very important.
Chanel
So are you writing this weekly too? So now you have two emails to write every Week.
Sam
Yeah. So my. My general content calendar, in case anyone's interested, is like, I have a kind of like a cornerstone piece of content every Monday. So that's a YouTube episode and podcast episode. And so then the. My weekly newsletter on Tuesday is my Sam sidebar weekly newsletter that's typically inspired by whatever that course piece of content was with some story. And then the call to action is to go listen or watch that thing. Wednesday is my substack, and on Thursday I've been posting what I call Evergreen Carousel on Instagram with a call to action to my email list. So that those are building up pretty nicely and sending nice little, like, consistent traffic to the list. Yeah, that's my little schedule. Yeah.
Chanel
And so are you batch processing these or batch creating these? Obviously it sounds like, like I create
Sam
the newsletter in real time a lot. Like, so I will typically be writing it on Friday, maybe even Monday to go out on Tuesday, depending on what's going on.
Chanel
You are human.
Sam
Yeah. I don't like to batch them because I like to keep them very current. I don't like doing that. So I'm like, if something comes up, I'm like, oh, right about this thing. So I do. I do that. I have been. I. It's easier for me to do that with Subset because they're more like personal essays. So I have an idea of what I want to write about. But no, otherwise I'm. I am very open to playing and, like, being like, let's see what's happening. So much what I do flops. It's like, it just doesn't bother me anymore. I'm like, eh, that didn't work. Let's try again. Yeah, it doesn't really bother me. Yeah, that's awesome.
Chanel
I love that content. Flywheel of sorts. So it's all kind of related to each other aside from the substack posts, but everything else is kind of like, related. And tying back to the one thing
Sam
I like for substack. I don't know if you've seen Liz Moody's substack, but she talks about, like, she basically has a podcast episode. I'm not sure if it goes out on Mondays, but it's like, in the beginning of the week. And then her substack post that week is diving into one, like, point or one element of her podcast. So, like, let's say she taught you five things you need to do for gut, health or whatever. She'll dive into one of those in her substack article. So it's almost like a deep dive. And then she links to that. That podcast episode. So I'm kind of thinking of that for my own. Like, sometimes what I'm doing is like, here's an example. Like, I have a podcast episodes coming out on my podcast on your terms, about privacy. When you have an online business, like, how do you maintain your personal safety and privacy but still be, like, very public online? And so I have that. But then. So. And then my sidebar email to my newsletter is going to be kind of like an outline of the. These things about staying safe. That was a very popular topic I talked about last month. And then my substack article is going to be more of, like, the personal side of that, of what it's been like to, like, how I manage my own personal boundaries. So, like, for example, some of my friends will think I share about everything on Instagram. Like, oh, that's so funny. I only share, like, a sliver of my life. Like, so you. You're, like, projecting your story of what you see of when I post something. You. You don't know the half of it. It. And so that's. I find that, like, really interesting. So it's, like, related, but not from, like, the security standpoint. It's more like what it's like from a personal. Does that make sense? It does, yeah. Yeah.
Chanel
That's interesting because I always think about, like, we talk about a million things on these podcast episodes, and it's like, so hard to turn it into, like, a full blog post because there's like, 10 topics. I'm like, what am I doing here? It feels so maybe I'll have to try that.
Sam
I really like Liz. Yeah, I like that. I think that's like, a really great strategy. And. And I don't know how she goes about picking it, but I know for me personally, there's often, like, one point that I. There's like, a lot of more nuance to it, and I wish I could get into it or maybe something I want to visually display or something that has a lot of links to it or something. Like, so I think I'm going to kind of pick it that way. Like, if there's one aspect of it, that's going to be the thing I dive into.
Chanel
I'm going to have to try this out.
Sam
Thank you. Tell me how it goes. I want to know. Yeah, I will.
Chanel
Because I have so many people who are like, I don't listen to podcasts, so thanks for turning this into an article. And I'm like, great. But, like, like, it's so time Consuming to like take a long form piece like this and turn it into a
Sam
written piece of content. Also, I have seen people like, I saw Vanessa Lau did this with her substack. Like, she'll take a really long YouTube video and just turn it into like a substack outline and it just doesn't translate, like, to me. Like, I. It's not these me. I take this all pretty seriously with like whatever medium you're going to approach, make it the best thing for that medium or just don't do it it. And so it's like, for me, like my newsletter, I'm going to make it the. I'm not going to transcribe my YouTube video to be my newsletter. Like, I'm going to make it the best written form of content. And then on YouTube, I'm always thinking about, like, what's the best visual display of whatever I'm talking about. So I really try to think of it from that perspective. So it's hard to find that balance on substack. Yeah.
Chanel
Well, it seems to be working for you.
Sam
So we'll see.
Chanel
You figured it out.
Sam
Yeah, we'll see. Yeah. I have not dragged anybody over from my main email list. People ask me that all the time. I have not. I have not done that. I've kind of just try to let it go organically and be its own thing. Yeah.
Podcast Host/Interviewer
Is the subsecting ultimate goal, like, just to share what you're feeling, what you're thinking? Not necessarily any business revenue generation there is that just kind of like a expression of things you've learned and things you want to share?
Sam
Yeah. I think part of it is trying to get in touch with something I very much lost, which is the ability to create something not to be perceived, like, to. To not to not be performing for other people essentially. Like, and to be like, I hope that you guys all like this. So I think honestly I'm doing it. I'm like forcing myself to write those before I see how well or not well one that I've written before. So, like today I sent one out. I've already written the one for next week. So I can't chicken out to be like, well, I'm not gonna send it now because nobody liked the one I did today. So I'm really trying to get myself and like, break that habit that like, oh, no one liked this, so I should do. I have also admittedly had a really hard time and like, something I'm working on. On is trying to figure out, like, when you get a lot more eyeballs on you. You start to self edit and you start to think like I'm a very sensitive person and I am very worried about how everybody else feels all the time. And I, I'm like a caring, empathetic person. So I, when I go to write about something, I like disclaim six ways to Sunday. Like, well, I know it's easy for me to say because I do this and I know, well, I know my husband gave me health insurance, so that's the reason why I was even able to start my business. And like it's too much. It just like it waters it down. And as a girl from Philly who is very opinionated, I have gone so far from this like ability to say what I really think because I'm so worried about how it's going to be perceived. And so I don't know, maybe like we talked about earlier about how like I came up with one freebie and then like 10 freebies went down. I feel like I'm in that period of like debloating a bit of like I had to be so careful maybe for bit because I got so many eyeballs and I get so much feedback and so many people telling me you should be doing this and not this and what about that? And like stick to your lane and don't do that. And so yeah, I'm kind of in that period of figuring out like, I don't know, like getting that confidence back to say and not have to constantly disclaim and water down what I'm thinking. Yeah. So I think that's what my substack is trying to do is like even today I wrote a piece about a morning routine I had to come up with on like really bad grief days. And I was so worried to write this because I was like, people are gonna judge the crap out of me for seeing this. Being like, like that sounds so depressing or like, oh, you need help or like there's something wrong with you. And I'm like, well there kind of is something wrong when you're going through this. It's like why you need to do this. But yeah, I, yeah, I was so worried about it and I really just was like, I'm going to write this, I'm going to just publish it. And I'm sure I still, still self edited. I'm sure. Yeah. Subconscious.
Chanel
I thought the post was great. I read it. I. Yeah.
Sam
Where's your comments? Chanel? Get on it right before this.
Chanel
Okay, well, I will get the words.
Sam
Just kidding. No enforceable comments.
Chanel
I'm excited to have you lean more back into your. Your own personality. Like you are still doing that. But I like you've said like you watered it down just because you feel. Felt some kind of way. So I'm excited to see you kind of lean back into that and take ownership of that and just like do your own thing. Like you're a badass. Like this. You've built this incredible business. Like, you can do what makes you feel good. Like, yeah, yeah.
Sam
I don't.
Chanel
Not that you needed permission, but thanks. Putting it out there.
Sam
I mean, I don't, I don't believe, like, it's not that I don't believe it. Like, I don't walk around thinking that or feeling that about myself. So it's. It's hard, but it's funny. Like, when you start a business and there's no one want. You do have those 22 people you're half related to on your, your email list. It's a lot easier to write about a bunch of stuff and like, not really care. And I would really pour my heart out and I don't know. Then I think as the audience grew in, the email list grew. Like, I remember I got an email from this lady calling me a sick F word for writing about my dad having cancer. And she really laid into me and went on and on and on. And yeah, it's just like moments like that or I get a lot of anti Semitic stuff, especially through my ads. I get a lot of anti Semitic comments and it just starts to. It's not even like the exact comment itself. It just, it really starts to train your brain of like, oh, I'm being perceived all the time. Like when I just like popped up and created that reel really quickly because I thought I had something funny or cute to share, somebody was thinking about how I look and somebody was thinking about what religion I look like I am. And so then that starts to be in your mind all the time. So now you start changing how you look look, you start changing what you say. Somebody pokes at the privilege. And so then you start saying, oh, well, I know that I'm, you know, blah, blah, and you start, yeah, trying to like, get ahead of it, I guess. And so it can, it can mess with. I don't know if this makes sense to anyone else and like, if anyone else feels this, but it was very, very real for me. Yeah. Wow. Yeah.
Chanel
I mean, I'm not on Instagram much and we're newer to YouTube, so thankfully
Sam
it's not a ton of horrible comments. Staying away from that.
Chanel
We'll stay small on purpose.
Sam
No trolls. Yeah.
Chanel
Thankfully, I don't write a ton about, like, personal stuff on my newsletter, so I think it helps. I'm just writing about other people, which is probably part of the reason it's like, yeah, talking about myself.
Sam
You should ask them about what they get. That would be interesting. Yeah.
Chanel
Oh, yeah, that would be interesting. That'd be a whole podcast by itself.
Sam
Yeah, it's. It keeps a lot of beginners from growing, to be honest. I. I get, like, emails from people a lot. Being like, that's something I'm afraid of. So they're like, not even. They won't even put themselves out there because they don't want to experience that. I'm like, I didn't even think about it. I thought no one would ever be listening or reading, so I just created and then all of a sudden was like, whoa, people are looking at this. That's creepy.
Chanel
Geez. Well, hopefully substack is a little kinder to you.
Sam
Is kind. Yeah. My email list is very kind. It's. You know, one. One weird person can ruin the whole bunch, but they. They. Yeah. Substack does seem very kind and considerate, I think. Yeah. Except to Glennon Doyle.
Chanel
Oh, I missed that one. I'll have to go digging in.
Sam
Everybody go look into that. That's a juicy one.
Chanel
Well, Sam, I know we're over time here, so I just want to say thank you for coming on the show. Hopefully we can do this again in the future. This was fun. Thank you. Enjoy talking to you.
Sam
Thank you so much for having me. I hope it was helpful. Yeah.
Chanel
So what's the best place for people to kind of connect with you and find more about yourself stuff?
Sam
Well, come sign up for Sam sidebar, my weekly newsletter. We'll make sure you have the link down below. And since you like listening to podcasts, come check out mine on your terms. I have a new episode every single Monday on how to grow your online business and all my marketing strategies that I use in a very chill way.
Chanel
You're still listening to this podcast, which means you kind of like newsletter growth. That's why I think you should sign up for 30 days of growth. Here's how it works. Starting April 20, every day for 30 days, you're going to get one short newsletter from me with a tip on how to grow or optimize your email list. These come from creators who have built successful audiences. And the cool thing is, since you're obviously a podcast listener, if you share it with one person, you will get the private podcast for free. Free. I will add you to the feed and you can listen to all of these as a podcast versus reading them on a daily basis. On top of that, if you share it with more than one person, you're going to win some really cool prizes. Like maybe getting shout out in the Growth in Reverse newsletter. We can jump on a coaching call together, or even do a mini newsletter audit for you. I ran this last year and the feedback was wild and people really, really appreciated it, so I wanted to do it again, even though it's a ton of of work. So go to 30daysofgrowth co and sign up. Share it with one friend and you'll get the private podcast feed for free and I'll see you on April 20th.
$9M with 50k subscribers: Sam Vander Wielen's 7-figure newsletter funnel (April 15, 2026)Host(s): Chenell Basilio & Dylan Redekop
Guest: Sam Vander Wielen
In this replay episode, hosts Chenell Basilio and Dylan Redekop dive deep into the seven-figure newsletter funnel of Sam Vander Wielen. Sam, a former corporate attorney turned entrepreneur, shares her journey from law to building a multimillion-dollar legal template business, primarily powered by a highly engaged 50,000-subscriber email list.
Throughout the conversation, Sam candidly unpacks the strategies and mindsets behind her $9M revenue, including her discovery of product-market fit, the power of scrappy list-building, intentional customer research, effective use of ads, and why her email list is the core of her business. Listeners get an inside look at systems, content philosophies, and tactics that can be replicated by both new and growing newsletter operators.
“All roads lead to the email list. And so I always saw this as the number one ultimate priority in my business. Like literally nothing else matters to me other than this email list.”
– Sam, [00:32]
Sam emphasizes that the email list is the core asset; all business activities are designed to feed into and support list growth.
Even in personal adversity (her father's leukemia, losing both parents), the robustness of her list allowed the business to thrive.
Built through a single high-value freebie (PDF guide), heavy focus on SEO, organic blog content, and leveraging Instagram.
– [04:12-06:27]
“I built it to about a thousand subscribers in six months... just driving home this one guide.”
– Sam, [04:12]
Tactics Used:
Weekly Newsletter (Sam Sidebar):
Content Creation Routines:
On batching content: Prefers to write newsletters close to publish date for freshness and relevance. Substack is more “batch-able” due to its essay style.
SEO:
Ads:
Instagram Automation via ManyChat:
Quarterly list scrubbing—Sam is proud of engagement rates, not size alone.
“A lot of people unsubscribe and then buy from me. So I don’t really care… like, I always think of, like, think about all the stores you shop at that you unsubscribe from their emails.”
– Sam, [21:28]
Views unsubscribes as a neutral or even positive health indicator—obsessing over them is wasted energy.
Large, engaged email list was THE key to landing a Big 5 publishing deal.
“My email list is the only reason I got such a great book deal with a big five publisher... they were like, happy for you that you have some Instagram followers. But, like, tell me about your email list.”
– Sam, [43:05]
Sam involved her subscribers throughout the book process—using their replies as social proof in her proposal.
The book serves both as a business card and a source of reciprocal growth (readers become email subscribers and/or product customers, and existing subscribers buy the book).
On thinking in email stories:
“When I’m out and about and I see something, I’m like, oh my God, that will be a great email.”
– Sam, [35:12]
On unsubscribes & perspective:
“People take unsubscribes… you just make too many stories out of it... If we waste our time thinking about that, I mean, who cares? The bus is driving for. We are. We are leaving.”
– Sam, [21:28]
On customer obsession:
“I am a ‘voice of customer’ nut. So I am constantly gathering... the way they talk, the way they phrase things.”
– Sam, [11:38]
On authenticity and growth:
“I think that’s what my substack is trying to do is like even today I wrote a piece about a morning routine I had to come up with on like really bad grief days. And I was so worried to write this... I was like, people are gonna judge the crap out of me for seeing this.”
– Sam, [55:04]
On business design:
“This is a hell of a business. You’re, like, pushing eight figures with, like, one full time employee and, like, two other, like, core people.”
– Chanel, [30:40]
On the email list’s unique value:
“My business didn’t skip a freaking beat... it was 1 million percent because of the email list. I couldn’t show up on social, I couldn’t do anything else.”
– Sam, [33:04]
| Time | Segment/Insight | |---------|------------------------------------------------------------------------| | 00:32 | Sam: “All roads lead to the email list...” (email list as core focus) | | 01:47 | Sam’s career and business origin story | | 04:12 | Early list-building (first 1,000 subscribers) | | 06:27 | Early sales results and scrappy tactics (Facebook, Instagram, SEO) | | 10:24 | Realization behind bundling templates/creation of Ultimate Bundle | | 13:56 | Customer research systems (post-purchase calls, use of AI) | | 19:07 | The genesis of the evergreen webinar funnel | | 20:33 | Webinar as main list driver; stats (350K+ through webinar) | | 22:56 | Evolution of SEO and its ongoing impact | | 25:41 | Paid ads strategy and changes over time | | 27:29 | Three-tiered ad approach: lead gen, nurture, sales | | 33:04 | Newsletter workflow and content philosophy | | 38:02 | Instagram-to-email automation with ManyChat | | 43:05 | How the email list led to a major book deal | | 55:04 | Substack as an authentic outlet post-book, tackling self-censorship |
If you’re building or scaling an email-driven business, Sam’s journey and systems offer a replicable blueprint: obsess over your subscribers’ real needs, infuse every tactic with intentionality, and make your email list the backbone, not a byproduct, of all growth.