Dec. 29, 2025

Lessons - The Ex-Con Who Built an Empire | Ryan Stewman - Sales Coaching Mogul

Lessons - The Ex-Con Who Built an Empire | Ryan Stewman - Sales Coaching Mogul
Success Story with Scott Clary
Lessons - The Ex-Con Who Built an Empire | Ryan Stewman - Sales Coaching Mogul
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In this "Lessons" episode, Ryan Stewman, sales coaching mogul and founder of a multi–eight-figure coaching ecosystem, breaks down how he turned hard-earned experience into a scalable business. He shares how selling at the level you’re already winning builds instant credibility, why pre-selling offers is the fastest way to validate demand and generate cash flow, and how sharp positioning filters the right buyers in crowded markets. Ryan also explains how simple funnels, premium pricing, and refining your audience can transform a one-person hustle into a powerful movement that scales far beyond the founder.

➡️ Show Links

https://successstorypodcast.com

YouTube: https://youtu.be/wKLNAz53nsw

Apple: https://podcasts.apple.com/us/podcast/ryan-stewman-ceo-of-hardcore-closer-how-to-close-more-sales/id1484783544

Spotify: https://open.spotify.com/episode/7jMcKNnIKun3hQPpGUvt0E

➡️ Watch the Podcast on YouTube

https://www.youtube.com/c/scottdclary

Transcript

In this lessons episode, explore how to build a scalable coaching business by selling expertise earned through real execution. Discover why starting with direct experience creates instant credibility in crowded markets, understand how pre-selling offers validates demand, and accelerates cash flow, and uncover how refining, positioning, and funnels transforms one person hustle into an eight-figure ecosystem. So the first version of that business, when you got a jail at a federal jail, you started, it was a social media marketing agency, is that more or less correct? No, so people that know me well say I'm one of the greatest writers of alive, and back then I would write for you for a hundred dollars a month, I would write five Facebook posts a day for you. That's hard work, that's not easy work. I had 70 clients, it is, it is, and I had a spreadsheet, so I had a system blah, blah, blah, but yes, very hard work, I built this thing to 70 people, again, no partners, no helpers, no investors, no bank, no advisors, I know what the fuck I was doing, I just knew that I was onto something, but I couldn't keep up with it, you know, it's like, but here's the cool part of that story is I got to learn different people's reactions and shift from 70 different social media accounts early on in the game, we're talking 2011, right? So I came out in 2012 and I said, man, you know, I didn't know how to scale a company, so I didn't know how to go and, you know, maybe hire people or any of that shit, right? So I didn't know how that worked, so I just did everything myself, but then I thought, man, instead of doing it myself, how about now that I've got experience, I can just teach people. How did that do? Okay, and so that's when I got into the coaching side, because that's obviously a more scalable, at least when you're one person, group coaching is more scalable than individual social media. So okay, so when you're building this business, I find this really interesting, because all the businesses you jump into are like super, super, they're super crowded, right? You're talking about social media management and marketing, you're talking about coaching, like they're maybe not in 2011, but I mean like like now, like there's a definitely not in 2011. All right, so how do you okay? So, you know, you put in the work, you know how to, you know how to kill it on social, you turn it into a coaching business, even when you turn into a coaching business, there's probably a lot of competition with people that are maybe like traditional marketers that are trying to turn their own practice into a coaching business, but how do you differentiate yourself? How did you scale that up? And also I want to talk, like I want to talk numbers, like when you when you start coaching, what is the product you sell? What's the service you sell? How much money can you make? What's the strategy to to, you know, bring in leads, close them on a small ticket? I find this whole thing so interesting and also, like I see the people that are doing it at like the highest levels, but you never see somebody that builds it from the ground up. You always see, well, you, Grand Cardone, like all the people that have been doing it for them has like forever. And now you see where they're at, but to build a coaching, to build a coaching business from the ground up offer true value, make true money, not bullshit your customers so that you're actually improving their lives in some capacity. Let's break it all down because that's what I want to sort of unpack here. So my very first rewire, which is my podcast has about four million monthly listeners, my very first episode was sell on the level that you're at. And so that's what I did. And what I mean by that is in 2011, I was making 2010, 8, 9, 10, I'm making 20 to $30,000 a month, right? As a loan officer, which means you're doing about two or three million dollars on average in volume, which is five to 15 houses a month, depending on what state you live in, right? Just to give you some math. So here I am a guy that's making almost a half a million dollars a year in a down economy. By the way, remember that Obama stepped in, Bush screwed up the economy, all the crap, right? It's not really presidents that do that. That's the narrative, right? So Obama inherited a big mass, in other words, his administration was trying to straighten out in the mortgage business where I'm working, right? And so not the easiest time to do business, I think I've always sold the hardest stuff like mortgages in a down time and social media management before anybody knew what the hell that was. Like now it's a crowded space. That's the the objection. But back then, it was like, nobody heard of it. Facebook, why? That was the objection, you know? So, but so if I'm a person sold 30,000 dollars a month, I knew that I was one of the top producers, if not need to, I knew I stopped producer in my company, but I knew it wasn't the biggest companies out there. There were guys doing more than me. So I knew though that I could teach people that were making five or 10,000 dollars a month, how I got to 30. So I go and I create a social media program because the social media accounts that I was running for, those 70 accounts, they were lost. Everything you knew. Everything you knew. Everything you knew. Everything I knew, right? That's how I knew to post, right? So I stuck to what I knew. I didn't come from like mortgages and go, you know what? Like, I screwed up. I came from mortgages and tried supplements and that shit didn't work, right? But when I went back to what I knew, okay, then the shit worked, right? So I knew that if I could get, because see what happened was when I got out of prison, I started posting on Facebook that I was top producer and then I was winning and all this stuff, because I was hoping my ex-wife that left me when I went to prison would see me still winning and then feel all stupid that she made that decision to leave me when I was down, right? But because of that, people started hitting me up, going, hey man, can you do my mortgage and I'm like, shit, I'm on to something, you know? And again, this is in there. Now that's like common sense. But again, this is in the early days of all of this. So I'm like, shit, I'm really fucking on to something here. So I start teaching. I make an ad, this is the event that I go to in Vegas. I make an ad to loan officers. It says, if you're a loan officer and you're not doing at least $2 million a month in mortgage volume, fill out this application. Let's get on the phone and let me show you how I consistently do $30,000 a month of mortgage commissions with no team, no assistant, no personal processor. And I don't even know the name of the underwriter fill out the application below and we'll get on a phone call. So what happened was it was a YouTube video on a woofoo, uh, on a woofoo, like, which is a survey monkey type of thing. And then that transpired into my own, I still have all this shit. Then that transpired and took place into my calendar link. That's like the, that's like the first funnel. That's like the funnel right there. That's the first funnel. God. That's it. That's it. And so a guy named AJ Roberts helped me construct that at that event in Vegas. He sat to the side and showed me how to do that within about 20 minutes. We had already had the video because I just recorded on my phone. It was like super easy to do that even back then. So then because of that, I got all these calls. And so I'm selling a product that's $2,000 for six weeks, six week training, $2,000. Okay. Here's what most people do. Okay. They say, I'm going to go and create a digital product. And so they go and they spend time creating this digital product. And then they go to sell it and then nobody buys the shit and they wasted all their time building it, right? They wasted their time building something that nobody wants. So what I did was I made sure everybody won it. So I pre-sold it as a six-week bootcamp. And then I recorded each of the six weeks and then turned those into a product and it's a digital product. You didn't waste any time. So I got paid at all. I didn't have no damn money. You know what I'm saying? Like I didn't have the money to waste time. Like I didn't have a bank partner. So I just shit like I keep saying. So like I do what you're audience. I had to hustle. And so, but what the way I priced it was if you do one loan, the average loan in America at the time was about $203,000. And if you're a loan officer, you typically take home one percent, maybe more, but on average, one percent of that loan amount is what you're actually putting in your pocket. It's not what the company gets and everything else, but it's what you actually pocket is one percent of the loan, right? And so if you have a $203,000 loan, then you're getting $2,000. So my whole pitch on the phone call was like, look, bro, for sure we can get at least one more loan over the course of six months because or six weeks from what I'm going to teach you, like surely one more loan will come in to pay for this. So literally my prospect has the belief that like, shit, I mean, I can't really lose if I just close one deal that kind of pays for itself. It makes it kind of a no-brainer because because again, back then, they're like, I don't know about this Facebook shit, bro. And now you want $2,000. And I'm like, one deal. You close one deal, man. And you got money. But you close two deals. You're in fucking black. You're in profit city. You know what I mean? What happens if you close two deals a month? And then four deals a month. And then those give you referrals at least a five deals a month. This is something that's going to carry you for the rest of your life. So nobody would tell me no unless they didn't have two grand. But take this side. I got to a point where I couldn't keep up with the calls. So I've got this digital product. I'm the only sales guy. I'm the only marketer. I'm making the funnel, making the video, editing the video, doing all I've got no help, right? And so in that, at this point, I have money. I just not smart enough to hire help. I didn't know how all that worked. I know now, but I just I can't have mentors and shit to teach me. So I'm doing all this shit myself. And but what happens is I get to a point where I'm I'm making a whole bunch of calls. And maybe only, you know, 50, 70% 70% of the people probably can't buy because not a lot of people back then had $2,000.000. And especially mortgage, especially mortgage workers in the recession. Like that's not a good time for that. My competitor at the time mortgage marketing animals, their product was 47 bucks a month. And I'm telling them I want to brand. I was the mostly I was the Louis Vuitton purse of the mortgage industry coaches at that time, right? And so, but what happens is so about 70% of the people wouldn't do it. So with 30% still a big guys closing ratio for most people, not so much going to make me happy now, but back then it is what it is. But but what happens from that is I couldn't keep up now. I'm wasting 70% of my time with people who didn't have money, right? That was their objection wasn't I don't believe in it. They clearly they filled out the app because they wanted it. They just found out it was too much money for what they had available in their credit card lines or whatever. So what I did was I went back to the video and I changed the offer from if you're a loan officer doing $2 million or less to if you're a loan officer who's closing at least $2 million a month, I want to help you get to five or more as fast as possible. So at that point, it takes all the people who, because less than $2 million can be zero, right? But a minimum of $2 million lets me know at least you're making about $20 grand a month, right? And on a W2. So you at least got $11,000 or so take home that you're coming in every single month, right? So allow me to go and then all of a sudden I'm closing about 70% of those conversations because those guys two grants nothing. Oh yeah, I'll give a shot, whatever stacks the document. And so like eventually there's only 300,000 loan officers in America and I sold products to 20 something thousand of them. So eventually I kind of ran through that marketplace pretty good, right? And I got bored. And so and I realized that I had a bigger gift than just social media to loan officers. At this point I'm running a full blown company with employees and I've got multiple companies and investments of all this stuff going a few years ago. And I decided I wanted to just create a like not just products and not just coaching, but I wanted to create a network and a movement of people. And so I created this this apex program where you know we have basically three tiers in it, but it's evolved beyond me. It's not the Ryan Stuman show. It's not the you know, Kumbi and Ryan Stuman's masterminds. Like come be a part of something where people represent what winning looks like. Come be a part of something where it's some of the best of the best in their respective industries where you can get to learn from no network. I get to put unknown names that are brilliant with huge companies and shit on stages to speak that wouldn't normally get the FaceTime and stuff. And it's it man, it's just it's evolved into something now that's got 2000 active members. And you know, we are doing more money than I'm really comfortable saying, but if I said that the big if I if if just know that we are doing well, well, like well, the fucking eight figures a year this year. We already well the fucking to eight figures a year this year. We are well deep in the eight figures this year with only two sales guys. Thanks for tuning in. If you found this valuable, don't forget to hit that subscribe button so you never miss an episode. And if you want to dive deeper into this conversation, check out the links in the description to watch the full episode. See you in the next one.