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Episodes from The Sweaty Startup
Why Most Entrepreneurs Are Playing the Wrong Game
In this conversation with Justin, I share how building an audience online transformed my business career, from raising capital and finding investors to hiring world class talent and launching entirely new companies. We dive into the opportunities that came from being radically transparent online…
The Real Skills Behind Building Wealth Through Business
In this conversation with Craig, I break down the real lessons I've learned building businesses from the ground up. We talk about the early days of Storage Squad, the stress and chaos that came with scaling a hard business, and how those experiences shaped the way I think about entrepreneurship…
The Sweaty Startup Playbook | Execution, Hiring & Scaling Businesses
I break down the philosophy behind Sweaty Startup and why execution beats ideas every time. In this conversation, I also share lessons from building multiple companies, learning sales through repetition, scaling with international talent, and creating systems that allow businesses to grow without…
Why Modern Society Is Failing Men, Families, and Common Sense
In this conversation with Zuby, we talk about entrepreneurship, confidence, family, modern culture, AI, and why I believe so many people are looking at life the wrong way. I explain why optimism and self belief matter so much in business, how my parents shaped my mindset growing up, and why I think…
The Boring Businesses That Quietly Make Millions
Most people think entrepreneurship is about big ideas, venture capital, and building the next tech unicorn. I don't see it that way. In this conversation, I break down why almost every business ends up looking the same at scale and why chasing passion is one of the worst ways to start. I talk about…
Why Leverage Beats Ideas and How I Build Businesses That Actually Scale
I break down how I think about leverage and why relying on one person or one income source is the fastest way to stay stuck. We get into how I structure my businesses, how I make high impact decisions, and how I use systems, hiring, and global talent to scale faster than competitors. I also share…
How I Built Trust, Closed Bigger Deals, and Turned Scrappy Starts Into Real Wealth
I break down the real way I approach sales, building trust by talking about what can go wrong instead of just selling upside. I share how I went from scrappy, no budget marketing to building businesses that generate serious cash, and why most entrepreneurs move too fast into holding companies…
The Truth About Private Jets (Built on "Boring" Businesses)
In this episode, I break down the reality behind private jets and why the people who own them aren't who you think. It's not tech founders or venture backed startups. It's operators running simple, "boring" businesses like HVAC, storage, and local services. I share how those businesses create real…
Stop Following Your Passion (Do This If You Actually Want to Get Rich)
In this episode, I break down why "follow your passion" is some of the worst advice in entrepreneurship and what you should be doing instead if you actually want to make money. I explain how I think about choosing businesses, why boring industries like self storage and service businesses win, and…
I Raised $30M Without Giving Up Control (How I Bought a Massive Business)
In this episode, I break down exactly how I went from running smaller businesses to acquiring a company at scale without giving up control. I share how I built my audience, why I went all in on Somewhere instead of cashing out, and how I structured a nearly $30M deal where investors got paid first…
Why A Players Leave and How Great Leaders Actually Build Teams
In this episode, I break down how I think about hiring A players, why I move quickly on low performers, and how I build teams that can operate without me. I talk about why most leaders overcomplicate things, how slow decisions and poor standards drive great people away, and why focusing on simple,…
Why Confidence Comes From Doing Hard Things Not Thinking About Them
Chris and I talked about where real confidence comes from and why you cannot fake it. I shared how doing hard things builds confidence, why networking only works after you create real value, and how most people get this backwards. We also got into leadership, why you cannot delegate too early, and…