The #1 Reason Your Life Stays Small (And How to Fix It)

31 Aug 2026 · 22 min · 6 chapters

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In short

Why founders fail by becoming a “bottleneck” (decision, delivery, or direction) and how to fix it with delegation, systems, SOPs, scorecards, and a “rescue tally” to track how often you step in.

Guest backgrounds

No guests appear in the transcript; the host references entrepreneurs (Richard Branson, Sam Walton, Henry Ford, Alfred Sloan, Steve Jobs, Travis Kalanick, Michael Jordan, Phil Jackson) as examples.

Key claims

Heroics rewire owners to prefer being needed; scaling requires systems and people, not one person. Owner dependency lowers business value; businesses without it can be worth ~4.5x profit.

Notable examples

Sam Walton’s obsessive oversight; Henry Ford’s control leading to market-share collapse; Alfred Sloan’s GM operating principles; Jobs/Kalanick micromanagement; Jordan’s success via team system, then failure in front office without it; host’s chief-of-staff example cutting dev costs from ~$74K to ~$12K/month.

Written by AI. May contain mistakes. Listen to the episode to check what was said.

Chapters

Tap a time to open that second in VO

Understanding the Hero Trap

1:10 to 4:00

Learn why trying to do everything yourself can harm your business.

“Let's start with one sentence I'd like you to tattoo on your face.”

The Cost of Heroism in Business

4:00 to 7:25

Explore the personal anecdote highlighting the consequences of being a bottleneck.

“like you just get hot and bothered when the phone rings and only you can fix something, you're being the hero.”

The Three Bottlenecks Explained

7:25 to 10:14

Identify and understand the three critical bottlenecks in business.

“Like, okay, let's say you think you're better than Steve Jobs as an entrepreneur.”

Building Effective Systems

10:14 to 11:44

Learn how to implement systems that prevent bottlenecks and enhance efficiency.

“So decisions typically need written authority so people know exactly what they can do without you.”

Overcoming the Identity Crisis

12:55 to 14:03

Understand the personal challenges business owners face and how to overcome them.

“And maybe I want to end with like going back to the main question.”

Lessons from Michael Jordan's Leadership

14:03 to 21:41

Learn how Michael Jordan's transition from player to business owner highlights the importance of trusting systems and delegating.

“Like, I think he might be the most obsessive winner in the history of sports.”
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Transcript

Automatic transcript. May contain errors.

0:00This episode is brought to you by Accenture. When your advertising operations fall out of sync, Everything else follows. Spotify and Accenture are working together to reinvent the rhythm of ad sales, using automation, analytics, and smarter workflows to simplify campaign delivery and access better data across the business. The result? Less time spent on operations, more time connecting brands with the moments and fandoms that matter most. Learn more at Accenture.com slash Spotify. Do you know how the greatest retailer in American history got himself arrested? He was crawling across a Brazilian supermarket floor.

0:35with a tape measure. And that was Sam Walton, the founder of Walmart. He was so obsessed with monitoring every single detail that he could fly a two-seater plane over his parking lots to count the number of cars outside of Walmart. But the part that you gotta realize is that it almost killed his company. That's the trap most founders, owners falls into. To put kind of more simply, you become the bottleneck and that's how good operators actually kill your business. So today, I thought we'd do something different. I'm gonna tell you the three archetypes of bottlenecks to avoid becoming. And then I got a little four-step test that gets you out.

1:09This is the Big Deal Podcast. Let's go.

1:14Let's start with one sentence I'd like you to tattoo on your face. Don't be a hero. If you are in business or in life and you think that being Superman is the fun game, you are actually playing the wrong game. Like, you know you should delegate. And yet, if you're anything like me in the early days of building a business, every week waking minute It basically ends the same way with you solving everything. And I totally get it. You know, when your business is brand new, your heroics are like, that's your only option, right? You're dead otherwise. And if that worked to keep you in business, you think it works to make your next millions, but that's not true.

1:50All right. So here's what happens. As your business grows, so does the list of problems to solve. And each time you swoop in and try to fix things yourself, especially where those problems are outside of your unique subject matter expertise, you basically remove the highest dollar use of your time for whatever seems urgent, but is really just in front of you. That's not how you build a business. Because what happens is you keep diving in front of every problem and your brain gets rewired neuron by neuron to prefer being needed to winning, being free or making more money. And that's not good. Like great owners scale, but they don't scale just with themselves.

2:28Your business needs systems and people that run them. And I've learned this the hard way so many times. So maybe one of the more embarrassing moments of my life as an entrepreneur happened years ago. So I got invited by one of my favorite entrepreneurs of all time, Richard Branson. Now, why do I like him? Because he basically lives this adventurous, huge life while also running multi-billion dollar businesses. So he invited me out to Necker Island. And it was with a small group of other entrepreneurs. That's what I wanted. I wanted to become sort of somebody who did crazy things and also built some of the biggest companies on earth.

3:05It's really rare. It's not normal to be like cross-continent ballooning while you have a multi-billion dollar airline. And so when the invitation came from him and his team, like you would think, wow, this is a bucket list item. You're going to drop everything and go, right, Cody? And instead, like I remember specifically looking, he sent like an agenda of what we were going to be doing. And it was like water bicycling, whatever that is, bioluminescent snorkeling. He actually had a line in there like, you will spend as little time as humanly possible on your phone. And I literally cringed. I thought there is no way, you know, my company cannot afford to have me offline for that long.

3:38And it's still a regret of mine to this day because I thought I was being the hero and I was gonna save everything. Everything was fine. I could have been gone for two weeks. But the next time something breaks in your business, I want you to actually say like, why might this be a good thing for me? And how can I train a long-term fix as a system, a teammate to handle this as opposed to do it myself. Because if a small part of you lights up, like you just get hot and bothered when the phone rings and only you can fix something, you're being the hero. And that actually means you're an addict. You're addicted to your own supply.

4:09And so this week, I want you to do something totally different. I like to call it the rescue tally. So every time you jump in to handle something your team should own, or that an AI tool these days can solve, I want you to just have that little sticky note that you wrote the quote on and make a mark. Every one of those marks, I want you to start associating with time. And then you're going to save that. And you're going to start to think about after saving day after day, what is the cost of all of those little check marks? And this is really important because when you think about one of the most famous manufacturers in American history, we talked about Sam Walton.

4:44Well, I've got an even crazier story for you about Henry Ford. We like to think of these people as innovators and incredible builders, and they are. But the same things that made them their first dollars are actually the things that made them miserable. And Henry Ford actually was that. In the beginning of Ford, if you don't know this, he owned more than half of the US car market. The Model T was printing money, total innovation. You know, his little face will be on Entrepreneur's version of Mount Rushmore. But his instincts were the entire business in the beginning. He was the best engineer in the building, the best salesman, maybe the only one in the beginning, made every decision himself.

5:22Then the company got big, like really big. Customers then start wanting custom colors and options and credit. But Ford kept betting everything on one black Model T. And the game was changing, he didn't realize. Ford had basically this choice. Learn the new game or double down on the old one. Scale his business so it could really thrive, profitable, crazy, or run himself into the ground. What did he do? He doubled on running everything himself. And then he doubled down again and again. And at one point, he got so crazy about control and maniacal oversight that he would send inspectors to his own workers' homes to police their private lives.

6:00Like, when did they leave? What were they doing in their off time? How many drinks did they have a night? By 1931, so flash forward like a decade, his market share had been cut in half. The company almost died because of the guy who founded it. And, you know, what's cool about this is you may have founded something incredible, but what you need is a guy called Alfred Sloan. So he basically walked into Ford's biggest competitor, General Motors, and he walked in when that place was total chaos and Ford was rocket shipping. GM basically had all these little fiefdoms and separate companies with little maniacal kings all running their divisions totally different.

6:37And he said, nope, we are one company now and we operate on four principles, authority, accountability, reporting and a predictable rhythm. We do the same thing in Owner Be Owned, my book, where we talk about we run on a predictable rhythm, 90 day sprints. We run on accountability, a.k.a. your KBI is an operator scorecard. We run on reporting. That's your P &L review and the score of your company. So we run the same thing. And what that did when Alfred started running this was free GM from kind of all these one-off heroes throwing a massive fit. So by that 1931 date, GM had passed Ford. They're the number one spot for how many years after that?

7:1977 years straight. and this fork kind of keeps showing up in every size and every industry. Like, okay, let's say you think you're better than Steve Jobs as an entrepreneur. I know I'm not. Well, Steve got fired from Apple because he couldn't stop playing that same game. He was maniacal, in charge of everyone, screaming at everybody on the time, being crazy about if you went up in an elevator with Steve Jobs, he would look at you and ask you what exactly do you do for the company, determine if that was good enough, what you did for the company, and then fire you immediately if he thought it wasn't.

7:52And that didn't win. And so he left the company, came back 10 years later, and built the most valuable company on earth. And then obviously brought in people like Tim Cook, who are pure systems guys, no innovation. If you think about like Travis Kalanick, just moved to Austin, but built Uber into a$75 billion company. And the board had to pry his fingers off the wheel. Now, whether that was a good decision or not, I'm not sure because I think Travis is a stud. But the principle here is that you're heroic, should not be the reason your business succeeds because you're gonna add more people and then products and then more zeros and you're not gonna be able to predict what's happening next without a system.

8:29So as you scale, this basically means that your business becomes a nightmare for you and you don't need Ford's market share basically to hit the same Ford wall. Like you could be a contractor right now who crosses seven figures and discovers that your next big project, okay, well, I can't do it by myself. I can't do a seven-figure project stored in my head. Or you might own an agency and realize that like, oh, wait, all the graphic design work was my personal taste. But now when I'm not the one doing it, it looks totally different when somebody else does the design work for you. And so a question I would ask yourself now is like, how do you know if you've hit the wall?

9:09Well, when you become the bottleneck or the choke point, it's usually one of three reasons. And we call them the three bottlenecks. The first is the decision bottleneck, which basically means every question in your business boomerangs right back to you. I sort of visualize it like a boomerang. Every approval goes through you. When you disappear, everything stops because nobody's there to catch the other side of the boomerang. The second is the delivery bottleneck. And this is like, all right, the thing that we create doesn't get delivered if I don't do it myself, right? The client asks for you by name.

9:43The quality drops if you're not the one executing. No sales happen if you're not selling. And the third is the direction bottleneck, which is like you're flying on gut. If right now, this is a hard question to ask yourself, do you have a business dashboard and scorecard? Do you have KPIs and do you run a 90 day sprint on your business? If it's just instinct and hunches and none of those things, then you have a decision bottleneck. And once you understand where this bottleneck exists, that's where you build the first part of the system. So decisions typically need written authority so people know exactly what they can do without you.

10:20Delivery needs SOPs, documented processes, so somebody else can run it start to finish, not you and you don't have to be miserable all day. Direction needs a scorecard the whole team can read and try to figure out, oh, do I understand the vision of where we're going next? And the thing to think about is like if there's a task that touches you more than twice a week. It gets a written system or a named owner. And I like you to do it by Friday. This is really important because most owners, you actually have a ton of jobs, right? You're like, I'm the janitor, I'm the salesperson, I'm the marketer.

10:51And if you genuinely can't tell which one you are in business, ask your newest employee because they'll basically see, oh, well, you're kind of in our way on sales and fulfillment and whatever. And I think one of the things that you probably should be asking. It's like, if every owner knows the fix is building systems, why do so few actually do it? One, most systems suck. Just because you have a system, it's sort of like saying, I'm successful in life because I have a system that I run my life on, but I'm not happy or rich, and I wish I was happy or rich. That's not what we want. Instead, you need a system that's proven, that's been utilized many times, and that's been followed through on in your industry and at your size of business.

11:34That's actually why I wrote my book, Owner Be Owned, because the idea is we needed 15 ,000 businesses to go through this process. And inside the book, they use the outcome of this process, our 12P diagnostic. So that's where we actually score your business on 12 pressure points that lead to making more money. It tells you which two are killing you right now. Then it helps you fix those in 90 days. And then it helps you figure out what your next one is. You know, chapter 10 is actually all about bottlenecks, what we just talked about. So if this episode, if any part of this like sort of stings and you're sitting on vacation and wishing that you could actually take time off, this book is for you.

12:14Like I learned these exact systems building multiple nine figure businesses and then I stole a bunch of them from Wall Street. So actually I'm gonna give them to you free at our live virtual event. It's called Owner Be Owned. If you show up, you get our free scaling tool, which is really cool. I've never given it away before. And we're given a million dollars in cash and prizes that entrepreneurs will want. But you got to be there live to get that. I think the only fair warning I'll say to you is like, if you love being needed, this book will ruin that for you. Like it will stop you being addicted to the heroin of heroism.

12:48And so if that is you, I want you there. You can actually hit the link below or hit the QR code. It'll take you right to the launch. And maybe I want to end with like going back to the main question. Let's say you know in your business that you need more systems. How do we actually get you the right one? And underneath this answer lies every excuse you've ever given. So tell me if this is you. I've certainly said it to myself. Nobody can do it as well as I can. My clients need me specifically. Peel those back. And if the fear is actually, what if the business runs without me? What am I even good for?

13:25Then you know you're in the right spot. Like somewhere along the way, I think every owner has this like moment in the dark where your identity gets fused with the company and you have to remove yourself from this idea that your business is a part of you. We kind of call it the amputation, which means that you've got to cut off these things that stall your company because most owners don't have their business fail because of not enough cash flow or because they can't generate enough profit. It's because they give up. And this problem has nothing to do with talent. It's really that you're too tired to keep going this way.

14:03And I like to look at Michael Jordan for this. Like, I think he might be the most obsessive winner in the history of sports. Like, it's a man who took, he would take it so personally when a teammate missed a free throw in a preseason game, which I'm not a big sports person, as you guys know, but matters less from what I'm told. And he would take it so personally when opponents scored on him and so personally when somebody didn't actually execute on their part of the play that he would make them practice more with him afterwards. And one of the reasons that I bring this up is like, even though Jordan averaged 37 points per game, even though he took all of that so personal and made his other teammates work super hard at it, he still couldn't win a championship alone.

14:50Like the best individual player alive, scoring at will, he lost every single year until he got with coach Phil Jackson and convinced him to trust what's called the triangle offense, which is kind of technical. You don't need to know that, but that let his teammates actually carry real load, not micromanage them every seven seconds. And what happened next? Six titles in eight years, the greatest run of all time, all unlocked by giving up the ball and trusting in the whole team. And what's actually crazy is if you skip ahead a few decades, Jordan actually bought an NBA franchise and suddenly the man who won six rings by trusting a system, he was a nightmare in the front office, burned through six head coaches, trusted his gut over every expert and posted the worst record in the league.

15:32In fact, Phil Jackson went on to win more rings without Michael. And it kind of shows you that sometimes it's actually the coach and not the player. Like the second the game changed from basketball to business, he reverts right back to his old ways of playing every position. And I'm sure I don't have to say this, but I'll say it anyway. Like Michael Jordan's a total stud, obviously, but if he couldn't build a basketball business on his talent, do you really think you're going to be able to do it without following proven systems? This switch just requires something different and you need to let yourself expand beyond your talents and your skills.

16:09A good example would be I hired a chief of staff this year at Contrarian Thinking. I've had chief of staffs for many years, but I had never hired one at trying thinking. I had two assistants instead. And what I thought about with this one is I knew I was going to be pregnant. I didn't want to work as much for this last portion. So I really introduced him specifically as my second brain. And the reason why is I told my team to go to him first before almost ever coming to me. And that was really difficult for me. But the benefits have been amazing. Like before Azad came in, we actually had part of the dev team that was burning, I don't know, 74K a month or something like that.

16:49And that dev team was basically benefiting from the fact that I was too busy and not overseeing it. It went through this like vendor layer. We were paying agency margins on top of the actual engineers. We were getting slower turnaround for it. And what's interesting is like, I don't think I'm a total idiot of business. I've built a lot of businesses by now, but I just didn't have the bandwidth to manage all of these devs. I bring in Azad. I'm overseeing a couple other projects, but he handles this one. What does he realize? He finds that he has to immediately off-board the agency, screens over 40 people to fill out the team, built a team around senior engineers, and does all of this off-boarding and onboarding inside of 90 days and gets the cost down from like$74K a month to$12K with internal hires.

17:40And I think this part is so important. And he is not a better operator overall than me. I have no ego about the fact that he did this when I couldn't. It's just that your business can only grow to the size of your current self in any sector of the business. So if right now, let's say you run a 500K business, well, you probably can't run a$5 million business with the same habits. Like the higher the altitude, the rarer the air, right? And so you're going to have to learn how to breathe differently. Your team will watch to see whether you'll expand your capabilities before they bother to expand theirs.

18:17So if this freaks you out, I'd tell you to go give one of your top clients to one of your best team members. I'd tell you that nine times out of 10, it's not going to matter. I'd tell you that you want to processize exactly what you do to have this other person hit it. But if you are the only person driving revenue, profits, sales in your business, then when you leave, you don't have a business. You just had a really stressful job with a terrible boss who was kind of miserable. So the difference between your business being worth millions and basically nothing is that you think of your business as yourself.

18:52And that is actually the worst thing you can do. Most owners don't know how to plan for exit. That means like 80 % of the average business owner's net worth is locked inside the business. You guys don't pay yourself enough. And so four out of$5 that you're worth is trapped in an asset that only pays out if a buyer says yes, but they're not going to pay for it because you only have a job. You don't have a business. So if you look at some of the research, like Value Builder scored 80 ,000 companies and found the exact price of being irreplaceable. The businesses that did not have what's called owner dependency, they were worth around four and a half times profit.

19:34Like that's fascinating. And so in your business, how can you actually be worth more by doing less? Isn't that crazy? It sounds like an infomercial somebody would say, but why does a business owner, why is a business owner able to run a business by doing less and make more? Because that means you actually know how to operate. You're no longer a load-bearing wall. And if they pull you out, the roof doesn't come down. Nobody's going to pay full price for a house that has a dude standing that has to keep the roof up. That will never work. So the distance between what your business makes and earns and is worth and what your actual valuation gap is, usually the distance between those things is how involved the owner is.

20:19And so this idea of can you take one of your biggest clients and give it to another one? Can you remove some aspect of the business so you don't actually have to lift the weights? Can you have your best people make decisions that make you minorly uncomfortable? If you can do that, your business will be worth more. And that is all in the bottleneck chapter. To close out, I like to write notes to myself on Twitter. And most of the things I write on there as a reminder to myself of the things I know I need to do in business. And I think one of the most important things for you to realize is that the ultimate life hack is deciding you can just wake up one day and say, I'm not doing that again and completely change your life.

20:56And the same thing is true for business. You can just decide right now you're never going to do that again. You're not going to be the hero and you're going to have a whole slate of heroes who can come in and save the day so that you don't have to keep being the only one to take the punches. That's all, Owner Be Owned. I hope to see you guys at the live event. Let me know what you think in the comments.

21:42We'll be right back. Labor Day Savings at The Home Depot today. Offer valid augurs 27th through September 16th. USNAC store online for details.

From the publisher

Own Or Be Owned is about building a business that makes more money without needing more of you. Grab your FREE ticket to the live launch, get our scaling tool, and enter for a shot at $1 MILLION in cash and prizes: https://contrarianthinking.biz/bigdeal-strength

You’ve been telling yourself the same story: nobody can do it as well as you, your clients need you specifically, and if you step back, everything will fall apart. But most people don’t fail because they pick the wrong business. They fail because they become the bottleneck, mistaking being needed for being successful.

This episode breaks down the three types of bottlenecks that destroy businesses and the four-step framework for escaping the trap of heroism. From Sam Walton’s obsession with control to Michael Jordan learning to trust his team, you’ll learn why your business can only grow to the size of your current self, and how to finally grow beyond it.

In this episode, you'll learn:

The three bottlenecks killing your business: decision, delivery, and direction, and how to identify which one is choking your growth right now

Why Henry Ford lost half his market share by doubling down on control while Alfred Sloan built GM into the number one company for 77 straight years using four simple principles

The rescue tally framework: how tracking every time you jump in to save the day reveals the hidden cost of being the hero and why that addiction to being needed is destroying your freedom

Why businesses without owner dependency are worth 4.5 times profit while owner dependent businesses are worth almost nothing, and how doing less can make your business worth millions more

The amputation principle: how cutting yourself out of daily operations isn't losing control, it's gaining leverage, and why the best operators know that being irreplaceable makes you worthless

___________

(00:00:00) Introduction: Sam Walton's Tape Measure and the Trap of Being a Hero
(00:00:44) Don't Be a Hero: Why Superman Thinking Kills Your Business
(00:02:04) The Necker Island Story: When I Chose My Business Over Richard Branson
(00:04:18) Henry Ford's Market Share Collapse: When Control Becomes Your Enemy
(00:05:47) Alfred Sloan's Four Principles: How GM Beat Ford for 77 Years Straight
(00:06:55) Steve Jobs, Travis Kalanick, and the Elevator Fire Test
(00:08:39) The Three Bottlenecks: Decision, Delivery, and Direction
(00:10:43) Why Most Systems Suck and How the 12P Diagnostic Fixes That
(00:12:50) The Amputation: Cutting Your Identity Away From Your Company
(00:13:33) Michael Jordan's Triangle Offense: Six Rings by Trusting the System
(00:15:39) The Chief of Staff Hire: How Azad Saved Me $62K a Month in 90 Days
(00:18:14) The Owner Dependency Tax: Why Being Irreplaceable Costs You Millions
(00:20:10) The Ultimate Life Hack: Just Decide You're Not Doing That Again

___________

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