In short
Why entrepreneurs struggle to scale—avoiding “real work,” relying on busywork/content instead of lead generation and sales systems, and why weak offers/no-brainer offers determine marketing costs and margins. Tanner argues scaling requires rewriting the playbook, cutting unproductive reps, building performance-based delivery, and ensuring the offer is credible and easy to buy.
Guest backgrounds
Tanner Chidester is a former fitness entrepreneur who built a successful fitness business, then moved into marketing/business coaching (despite disliking “business coaches”). He claims multimillionaire results and runs marketing/ad agencies; he’s also written the book Infinite Income.
Key claims
Trust is lower due to coach oversaturation; $100M offers reduce marketing/sales burden. Many fail because they don’t generate enough leads/at-bats, lack follow-up systems, and chase content instead of sales activity.
Notable examples
A green-card legal app with a near-guaranteed outcome and no traditional sales call; door-to-door sales as a faster feedback loop; “Rich Trainer vs Poor Trainer” ad concept; clients who cried while stuck at $25k/month because they weren’t doing sales-producing tasks.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOFacing Business Realities
0:15 to 0:43
Tanner discusses the challenges entrepreneurs face in their businesses.
“You guys are doing all these things to avoid the work that you know you need to do.”
Tanner's Entrepreneurial Journey
0:43 to 1:27
Tanner shares his background in fitness and his evolution into coaching.
“700 episodes deep with the people who actually built something real.”
The State of Coaching and Market Trust
1:27 to 3:38
Exploration of the coaching industry and the challenges of market trust.
“And then that did so well that I started helping people outside of fitness.”
The Importance of Offers in Business
3:38 to 6:15
Tanner explains how strong offers can impact business success.
“The second part is then thinking about what can you do differently?”
Understanding Performance Guarantees
6:50 to 7:12
Tanner discusses the implications and challenges of performance guarantees in marketing.
“You know, weight loss is one of those things that sounds simple when people talk about it, but in real life, it can be frustrating.”
The Long Game in Business
7:12 to 7:54
A discussion on the importance of perseverance and long-term strategies in entrepreneurship.
“including Wagovi, designed to help you lose weight and keep it off.”
The Long Game in Business
8:29 to 11:55
A discussion on the importance of perseverance and long-term strategies in entrepreneurship.
“making the offers is about making the offers about keeping the offer.”
Insights from Writing 'Infinite Income'
11:55 to 14:00
Tanner reflects on his experience writing his book and what he learned about the process.
“But if you're wanting to be an entrepreneur, keep the day job while you build enough to turn that switch and then move over.”
The Struggles of Entrepreneurs
14:00 to 19:43
Learn about common pitfalls entrepreneurs face and the essential mindset shifts needed for success.
“I appreciate the hell out of you being transparent about your process with the book.”
The Struggles of Entrepreneurs
20:44 to 22:04
Learn about common pitfalls entrepreneurs face and the essential mindset shifts needed for success.
“Markets, business, crypto, interest rates, sports, politics, all of it.”
Show all 11 chapters
Mindset and Motivational Insights
22:11 to 26:06
Explore the importance of mindset and the harsh realities of entrepreneurship that drive success.
“Is there one trigger or another or is it just so individual?”
Transcript
Automatic transcript. May contain errors.0:00The future of furniture is here. Why buy ordinary furniture when you can come home to King? Save up to 50 % on selected designs at the King Living Mid-Year Sale. Shop online or visit your nearest King showroom today. You guys are doing all these things to avoid the work that you know you need to do. Sometimes they know they need to do it, but they try to do other things to feel they're being productive, even though they know those are the wrong things to do. You can't avoid it. When I got back and I was looking inside my business, I just knew. I have to cut all these reps. And it was the whole sales team for a division.
0:32I have to go out and find four new guys, not one, four. And I didn't want to do it, but I just knew that's what I had to do. And I think a lot of people avoid that. You don't win by following the playbook. You win by rewriting it. 700 episodes deep with the people who actually built something real. No theory, no fluff, no shortcuts. This is Right About Now with Ryan Alford.
1:26fitness industry when i was younger i wanted to play in the nfl i took that all ad one level i got hurt a bunch i don't think i was good enough i did play some first round draft picks so that was a blessing i started a fitness business and it did super super well and it did so well that i had trainers start asking me for help especially from the click funnels community i had my little two comma club award and they're like oh this guy he got it not being a business coach ironically all these people want me to business coach them and i said hey man i don't want to do that i hate business coaches after a while they keep asking you see the dollar signs i was a young guy.
1:55I was 25, 26. So I started doing it. And then that did so well that I started helping people outside of fitness. In short, when people ask what we do or what Eliseo's does is I just showed everyone what I did to become a multimillionaire from the messaging, the sales, the marketing, the ads, hiring, training, managing, all that stuff, backend systems. And there's just a lot of people out there who don't know what to do. What we're trying to do is just shortcut that for them. That's really it. It seems like there's this oversaturation of coaches. Obviously, more and more people are tuning in and hiring coaches and doing that.
2:26I don't think that's going away, but what's going to separate or be the differentiator for the ones that stick around and the ones that end up back in fast food? You got to be good. When I first got in, it was newer or it seemed newer to me. And so when COVID hit, it just accelerated everything because everybody was looking for things online and stuff like that. Facebook was loving life. They were serving all kinds of those ads. Now what's happened is that trust has gone down because trust is so low. It's just taking an immense amount of marketing to get people through. The first reason it's getting harder is when you think about it,$100 million offers came out and I've really hit on a lot of these things.
3:00Well, let's say you're a business consultant and there's 10 other business consultants. You're having to get people to understand, hey, I do similar things, but I'm better. And that's a harder pitch than I do something completely different. I build flying cars and no one's doing it. So that's the number one thing to understand why it's gotten harder because now the trust is lower and they see all these different options. And then a lot of people, what do they do? They pick the cheapest option versus the best option because pay value is what you get. A lot of people make mistakes there. That means the marketing has to be really, really good.
3:29And a lot of people just aren't good at marketing. That's why having a hundred million dollar offer makes it easier because the marketing doesn't have to be as good. The team doesn't have to be as good. The sales reps can mess up. You'll still make a lot of money. That's the first part. The second part is then thinking about what can you do differently? I'll give you one of my clients who has an amazing offer. He legally helps people get green cards and he can't guarantee it, but it's essentially guaranteed on his app. It's crazy. His app will say the price is 15 K. Can you pay it? They get on the call and there's no sales call.
3:58It's just basically they're just customer service rep who just processes the payment. To me, I'm going, wow, that is a great offer. That is a really good offer. And the final part is part of why I'm looking to do other things is not because I hate what I do. And I love it. And to be honest, it's helped a lot of people. And being back recently. I've been so out of the business for so long that it was kind of good to get back in the trenches to get reminded. It really helps some people. They'll send messages and say, I had a guy the other day, Hey man, I was doing$0 for three months and I hadn't told anyone.
4:28And then you helped me. We had a conversation and now I've done 70 K in 30 days. I don't care. I don't need more money. I was like, wow, that really is cool. Cause you kind of get really far away from that sometimes. But then the other part is I'm trying to do things that hit more of the criteria that billionaires seem to follow. And with all the conversations I've had, the reason a lot of them don't stay in the info space is that there's a lot of good. There's a lot of bad. It's 80-20. 80 % is bad. 20 % is good. But it's because it's not a no-brainer. When the offer is not a no-brainer, it's very hard to scale because you have to spend so much money on marketing and sales teams.
4:59And that cuts margins. A lot of these companies I've seen just scale to tremendous levels. They basically don't even have to market. If you get 60 % of your expenses back, it's a lot easier to scale.
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8:51making the offers is about making the offers about keeping the offer. Yeah, you have to be able to deliver. I think the best guarantee to usually make is performance based. If the client has to do some work to hit the goal, you have to do performance based. You can't just do unconditional, get it whenever you want, in my personal opinion. I own an ad agency and marketing agency and I've been in the industry for 20 years. Performance marketing has been both a great thing for marketing and a terrible thing because what it's done is it's made agencies certainly accountable outcomes, which is probably a little overdue.
9:22However, it's diminished the services that agencies do, the ideas that we create that take time to manifest outcomes, i.e. building a brand. It takes time for branding to seed and you don't see branding results overnight. Certainly, if you pay me$20 to run Facebook ads, I should deliver an ROA eventually on that. And that's reasonable, but the value and the things that I'm doing to elevate your brand value, your cash, your authority isn't paying dividends month one, two or three, or even month six. That's the only thing I've hated about all this guarantee performance driven stuff. First off, the funny part is when everyone's given the guarantee, it means nothing.
10:05The other thing is a lot of people, what they don't understand is they hear the word guarantee and they think it's like this amazing promise, but I'm going, look, think about it. Like if someone says, Hey, we'll work with you until you get the result. I go, well, if you haven't gotten in three months, why would you want to work with them for another three months for free? People don't think through. They're just so scared. They're so fear-based that they don't even think through the guarantee. And then like yesterday, one of my sales guys was talking to me about a convo. Some people don't even know what good looks like.
10:28And he'd spent 25K on ads and he's made 100K. And he's like, well, I think I should have made 10X. And I'm going, 10X? Who told you that? Like 10X? Like 4X is amazing. 4X, you're crushing. If you're collecting 4X, 2X to me is my goal. We can collect 2x. The rest is payment plans, whatever. That's fine. They think that the media buying company is the issue when I'm thinking, well, what do you do for follow-ups? Do you have emails? Do you have setters? Do you have sales reps? Do you have text messages? Do you do retargeting? No, we don't do any of that. Why are you changing media buying companies?
10:56The media buying company who's getting you a 4x return is crushing it for you. You just don't have any systems or follow-up processes, which is more important than the actual ad. There's a lot of stuff like that that makes me shake my head, but people just don't know what they don't know. Just because you turn on something overnight doesn't mean you immediately have the authority to sell it. Brand is a big word or a small word, depending on your position. But it's credibility, it's time, it's authority, all those things. People forget you got to play that game, too. I mean, I've been doing YouTube for forever.
11:25Not very well. I was just throwing stuff at the wall. But recently we started doing these one to ones and it's been great because one, I feel it's more in alignment with my brand. I'm not really trying to be flashy. I just want to put out like good info. And then number two was that the videos, I'm actually helping them build their business in a two hour window. And so what's been crazy is the videos are doing significantly better, way better. I might be on to something. It took me kind of years and years and years of sticking with it. I agree with you. A lot of people, they're just short term sighted that they're not willing to play the long game.
11:54We all got to make sales and we got to live. There's two sides of that coin. But if you're wanting to be an entrepreneur, keep the day job while you build enough to turn that switch and then move over. Everybody wants to become the entrepreneur overnight. Let that be the only thing they do immediately when it's just not always that easy. Let's talk a little bit about your book, Infinite Income. What are some of the key takeaways from that? The first thing I learned from writing that book is I didn't do nearly a good enough job. I just wanted to get a book out. My intention was part of it was I wanted to use it for marketing.
12:21I want to get out my story. I remember I asked one of my buddies who had a book that's crushed. And I said, why did your book do so well? He's like, well, I wrote it 10 times. I spent 5 ,000 hours, wherever it was. I don't know the numbers. I'm sitting here going, huh, how long did it take me? and it didn't take me nearly enough time. That was a hard lesson learned. It's a good book, but it could have been way better. Going from good to great, even that book, Good to Great, you have to put in 200 % more effort for 20 % more reward. That was number one. But in terms of the book, I tried to make it very short.
12:48It was like 100 something pages. It's just exactly what I did to be successful. It's a little bit of my story. So it's like, hey, here's my backstory. Here's where I came from. And then here's what I did. And here's how you do it. If I could redo it, I would have spent more time just thinking through maybe the chapters and what I would teach. you want to put them more links for videos or QR codes, because I think that's something that I really wanted to help teach. For whatever reason, you're gonna laugh when I was writing the book, I didn't think to do that. I just thought, well, I got to try to describe it with words.
13:14But obviously, there's something that are way easier to describe in videos. I think I was a little short side, I want to get the book out quick and stuff like that. A couple of mistakes. But overall, if someone reads the book, what they'll get is a little bit of my story. And then exactly what I did as I went, they're getting the story as they go. But then here's how I got my first client. Here's what I said on the calls. Here's what I did in ads, stuff like that. That was my intention was to try to help people know where to start because a lot of books I read, I hate them because they talk about a lot of mindset.
13:40Some people need that. Most people do. But for a guy like me, just tell me what to do and I'll do it. I don't need you to give me all this hard work stuff like I do that. I just need to know what to do. And that's what I tried to make my book is make it very tactical. I get and appreciate that we all have to get be in the right place and create habits that make us work hard. I'm not perfect. Far from perfect, but I don't need motivation. I don't need the mind tricks. Just cut to the chase. I appreciate the hell out of you being transparent about your process with the book. A lot of people resonate with that honesty, the authenticity, maybe using that as infinite income and your own experience.
14:12What are maybe a couple of things from your experience and things in the book or just what you know now that are the biggest shortfalls or things that people don't understand about that process and what it takes to make it happen? There's two clients I spoke to recently. I've been out for so long that it's fun to talk to you now because these are recent. So I had two clients. They're both struggling. One was doing 25k a month. They wanted to get to 100. They're breaking down crying because their family's going through stuff and her parents and stuff like that. And the other one was kind of more in beginning stages, but similar spot.
14:43Girlfriend left him, had to move home. It sucks. The first thing I do when that happens is say, tell me what you're doing. Just what do you do all day? And more times than not, what they're doing is things that do not produce sales whatsoever. It just mind boggles me. So I sit there and go, well, what do you do? How do you make sales? To make sales in a high ticket business, let's just assume a person has a high ticket business, you need to get sales calls. Well, how do you get sales calls? You need leads. How do you get leads, messages or ads? If you're not making the money you want to make, why are you doing anything besides talking to people with cold DMs or running ads?
15:12There's really nothing else you should be doing. And what a lot of times they're doing is like, well, I'm taking a course or I'm reading a book or I'm making content. Who watches your content? You have a hundred followers. It's more about what they need to stop doing more than what they need to do sometimes as well. What gets me kind of sad is a lot of people will say, this doesn't work, but it's either a, they're not doing it or two, they're not doing enough volume. When people will ask me, and I talk about in the book, how many cold DMs did you send a day when you were broke? And I said, man, I would send at least 200 a day, if not more.
15:42When I did that, I would make sales and people are like, well, I can't do it. I'm like, you just don't want to do it for eight hours because that sucks. But I was willing to do it. That really is the biggest pitfall as a scale, it turns more into team building. A lot of great solopreneurs, horrible with people, horrible at management, horrible at understanding that they need to think about them and not themselves. People don't work for you. They work for them. How can you make it advantageous for them to help your mission? Those would be the biggest three things. And that's what gets me frustrated because a lot of times they're just doing the wrong stuff.
16:11It's so fixable and they feel hopeless, but it's really not. They just don't know what they're doing. You've experienced it firsthand. I assume, I don't know. I don't even have the guy's name to give him credit for, but he's well known in the sales and marketing industry. And he pretty much says leads are everything. Throw it all away, but leads are everything because if you don't have leads, you don't have the potential for closes. You have to get at bats. It's volume. And you have to get in front of more people because the content, all that matters, but none of it matters if you don't have leads.
16:41I ran an ad back in the day. It was called Rich Trainer versus Poor Trainer. It was off Robert Kiyosaki's Rich Dad Poor Dad. A lot of people get pissed off, but it works really well. And the premise was all of these trainers are so good at exercising and the cardio and the meal plans and you're broke. I'm like, well, why are you broke? Because you don't know how to get sales. You don't know how to get customers. You're not convincible enough. It was funny that I'm probably one of the highest paid trainers ever. I don't know. Maybe someone makes way more of that. But I mean, even when I was just only doing a fitness company, I was making a couple million a year.
17:10Best paid trainers in Miami, probably 250, 300 a year. Best paid. It wasn't because I was the best trainer and I even said that. I'm like, there's a lot of trainers who are probably more experienced and better than me, but I was better at sales and running a business. You do need a good product eventually, but even marketing and sales supersede a product for beginners because they don't know your product is good or bad until they buy. If you can't even get them to buy, they're never even going to experience your product. It's a huge issue for most people. And honestly, the way they can fix it, they won't do it.
17:37But I tell people, go do door-to-door sales for three months. you'll never suck at sales again, but they don't want to do it. They don't want to. It takes them years and years and years and call and call and calls. Door-to-door sales was a blessing for me because I would do a hundred doors a day. The feedback loop I got was significantly faster than doing high ticket sales where you might only get two to 10 calls a day. So your feedback loop takes probably 10 times longer than if you did door-to-door sales and it's easier than door-to-door sales. I wish more people would do that. That should actually be required in high school instead of all the other nonsense that make you do.
18:07I mean, door-to-door sales, you can do that. You can do anything. Well, people do what they want. They enjoy filming the content. They enjoy doing the exercises. They enjoy talking more than they should to people maybe about things that aren't sales. They enjoy checking boxes on the page, but it's not fun to cold DM 400 people in a day or to cold call 40 people in a day. We can make all the excuses in the world, but we do what we want to do. That's the thing that frustrates me. You guys are doing all these things to avoid the work that you know you need to do it. Sometimes they know they need to do it, but they try to do other things to feel they're being productive, even though they know those are the wrong things to do.
18:43You can't avoid it. When I got back and I was looking inside my business, I just knew I have to cut all these reps. And it was the whole sales team for a division. I have to go out and find four new guys, not one, four. And I didn't want to do it, but I just knew that's what I had to do. And I think a lot of people avoid that and they'll try to go, well, maybe I can fix it. Maybe I can just work with this person. And sometimes you just have to look reality in the face and just go at it. And a lot of people, they don't want to do it. I guess other than just the hard reality truth that you get when you're working with people to get them over that hump, or at the end of the day, it's just that person's got to decide to do it.
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22:17Is there one trigger or another or is it just so individual? It depends on the person. I'm a very logical, straight, no BS type guy. It does depend on maybe the person I'm talking to. I'll have mindset coaches and stuff on staff in case I miss the mark. Talk to them in case I'm being rude to you or you don't like how I'm saying it. But a lot of times I try to get people to think of the worst thing that can happen. I just say, what's the worst thing that can happen? Well, I could lose everything. If you could lose everything, then that should be strong enough motivation to send a couple of messages.
22:44Because for me, that's where I got. I got so low in life. I just was willing to do anything. And when I say anything, I'm talking probably some illegal things too. I was getting that desperate. I didn't want to go down that route, but I was so desperate where I finally said, I will do anything to be successful or I'll be homeless. And I was genuinely fine to be homeless. If that's what it takes, that's what I'll do. But it's very different saying it. And it's very different feeling. A lot of people, they talk a lot of shit, but their actions say otherwise. And that's what's always been frustrating for me because the way my dad raised me is he just raised me that no one's coming to save you.
23:17People forget that. They think that it's going to magically happen and just won't. No one cares. The government's busy doing whatever they're doing and no one's going to help you. And it's a hard reality for some people to face because it's kind of sad. It's kind of lonely, but I try to get people to understand that whether it's through motivational words or using my own stories, there's nothing I haven't done that I asked people to do. I've spent 3 million on coaches. I've hired hundreds of staff members. I've got multiple businesses. I've had lawsuits. I've been in chargebacks. Whenever someone's complaining, I'm like, yeah, I get it.
23:47But I really do get it because I've been there. And that gives you a lot of power as well, coming from experience. What's the big plan? You can talk about something. This last year, when I left the company, the whole point was to interview a bunch of billionaires or at least mega millionaires people sold for. The lowest was 40 million. Terrible, right? The highest was 4 billion. The thing that was the same across the board, typically bootstrap billionaires, no VC capital was they had an internet marketing background, which I thought was very interesting because it gets a lot of shit, but they understand how to market.
24:15You mix that with a good product and good products that I typically saw scale was$1 ,500 plus easy to know fulfillment. Two examples, Justin Hartfield sold WeMaps, I think it's 1.6 billion and it was Yelp for weed. There's no fulfillment. And the other guy was, these are just two, but Scott Cohen sold Byte for a billion or something under two years. And it was just an Invisalign competitor and he just out marketed them. And there's throwing the braces, they're done. There's probably recurring somewhere, but that was pretty much it. I'm working on something behind the scenes. I was telling you, I like to make mistakes in private.
24:41It's kind of nice, actually. It's been really nice. Just no one knows what's going on and I'm making mistakes, but it hits that criteria. And that's why I feel it's going to do really well because it's got all the key components I need to be successful with it. I've gotten so good at sales and marketing. If I can just build out this product and service that I think is infinitely easier to deliver on, have something special. Because really, if you look at what I've done, I've probably built one of the hardest businesses you can build. 30 million a year is pretty much top line for most consulting infospace companies.
25:13Maybe a few get above that, but it's very rare. That's usually about the top line. And I've hit that, done big numbers. So to me, I'm going, man, if I can do that, this will be a cakewalk. At least that's where my head's at. And I could completely fail and it'd be an utter failure. That's also why I'm not saying what it is yet because I could completely bomb. And then you're going to be like, well, Tanner, how'd that work out? And I could tell you that it didn't go well, but. But then we'll have you on, we'll have you on and you can write the book about the failure. See, that's the thing that like, that's part of the brand.
25:39Infinite income would be hilarious because then I feel like infinite misery or something like that. That's what I'm excited about now is I'm just trying to continue to push myself. I feel like I'm ready for the next step in my career. I'm just ready to do something big, really big where people don't just say, Oh, Tanner's just a coach. Like that's not how I want to die. Nothing wrong with it, but I just don't want to be known as a coach. I want people to look at me like, damn, that's impressive and not for other people, but it's for myself. I want to prove to myself I can do it. You can't be legendary unless you take chances.
26:05It's been good catching up, brother. Where can everybody keep up with all the thing you got going on? Instagram has been the best. I'm putting out crazy amounts of free content right now and it's been doing really well and it's really been exciting for me. So if anyone's watching this, just shoot me a message on IG at Tanner.Chittister. I'll try to hook up with any resources that are helpful. I've really been enjoying life lately doing that. That'd be great. You guys can find all of Tanner's info in the show notes from today and you know where to find us search for Tanner Chinister. You'll find a couple of his episodes and more to come.
26:32It'll be either the biggest blow up one way or the other. Appreciate you brother. Thanks for having me, man. I'm at Ryan offered on all the platforms. We'll see you next time. Here's the truth. Information doesn't change your life. Execution does. So don't just listen to this episode and move on. Take the idea, make the call, launch the thing, fix the problem, Build what you keep talking about building. For more, follow Ryan Alford on Instagram, at Ryan Alford. And watch or listen to every episode at ryanisright.com. This is Right About Now. Now quit waiting. Go win.
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From the publisher
Ryan Alford talks with Tanner Chidester about the difference between looking productive and actually building a business that makes money. Tanner explains why so many founders are trapped in the wrong tasks, why leads and sales volume still matter more than most people want to admit, and how weak follow-up systems quietly kill otherwise good businesses.
The conversation also covers offer design, guarantees, branding, Tanner’s book Infinite Income, and the habits that separate solopreneurs from leaders who can actually scale teams. Ryan brings the operator and agency perspective, while Tanner brings the blunt, tactical lens of someone who has built, sold, hired, fired, coached, and learned the hard way.
By the end, the episode becomes a bigger conversation about what it really takes to move from information to action. That includes doing the hard thing you have been avoiding, accepting that no one is coming to save you, and building something strong enough that the market does not need to be convinced as hard in the first place.
Topics Covered
Why entrepreneurs often choose busywork over sales work
How better offers reduce friction in marketing and sales
Why follow-up systems matter more than changing media buyers
What Tanner sees inside businesses that are stuck
Why door-to-door sales builds real skill fast
What Tanner would change about Infinite Income
Why Tanner is moving toward a bigger next chapter
Ryan Alford and Tanner Chidester on execution, authority, and scale
Links
Right About Now
https://www.ryanisright.com/
https://www.instagram.com/ryanalford/
Tanner Chidester
https://tannerchidester.com/
https://www.instagram.com/tanner.chidester/
https://tannerchidester.com/podcast2/
Elite CEOs
https://go.eliteceos.com/main-elite-ceos-careers
https://go.eliteceos.com/tanner-in-person




