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by Brad Weimert
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- 5 days ago54 min
228: How Tommy John Became a 9-Figure Underwear Brand with Tom Patterson
Today, I'm talking with Tom Patterson, founder of Tommy John, the underwear brand that turned a frustrating problem into a 9-figure business. Tom started the company after getting tired of undershirts constantly coming untucked while working in medical sales. What began as a simple fix turned into one of the biggest direct-to-consumer apparel success stories of the last 15 years. In this conversation, we break down how Tommy John bootstrapped its way to over $100M in revenue before taking meaningful outside capital, why Howard Stern and Kevin Hart became game-changing growth channels, and what founders misunderstand about building premium consumer brands today. Tom also shares lessons on raising capital, balancing wholesale with direct-to-consumer, building a company with your spouse, and why experience can actually become a disadvantage in fast-changing markets. Key Takeaways Leveraging Howard Stern's Audience Pioneering Podcast/Radio Marketing Starting Tommy John with $100 and a Sketch How Useful is a Patent? Evolve and Innovate AI's Future In Product Development How to Defend Against Knockoffs Wholesale Vs DTC Margins Explained Why Women Became 30% of Sales How Tommy John Financed Growth Kevin Hart's Unexpected Partnership The Kobe Bryant Deal That Fell Apart Selling A Minority Stake Running A Business With Your Spouse Experience Can Be Your Worst Enemy Handing Off The CEO Role Avoiding The Post-Exit Crisis Lifestyle Businesses Are Changing The Truth About Raising Venture Capital Advice For New Entrepreneurs Watch on YouTube: https://youtu.be/879q12wejtw Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
- 1 weeks ago1h 11m
227: Dan Brisse: From Pro Snowboarder to $500M in Real Estate
Dan Brisse won back-to-back X Games gold medals as one of the most dangerous urban snowboarders on the planet—jumping off parking garages, rooftops, and rails for a living. But while he was at the peak of his career, he was watching his heroes lose their homes, their wives, and their minds. So he did something different. He started investing. In this episode, Dan breaks down how he went from living on peanut butter and jelly sandwiches to co-founding Granite Towers—a real estate company that manages nearly $500M across 3,300+ apartment units. We get into how he protects downside in every deal, why multifamily real estate quietly compounds wealth, and what his exact investing criteria looks like today. We also get into hiring on core values, why urgency is a red flag in any investment, and the one piece of advice he's giving his 13-year-old son about building wealth. Key Takeaways with Dan Brisse Intro From Gold Medals to $500M AUM The Snowboard Lesson That Saves Him Millions His Mental Checklist Before a Crazy Jump How Risk in Sports Translates to Real Estate Why Most Pro Athletes Go Broke Why Losing Is the Best Motivator The Passive Income Mindset Shift From Duplex to Real Estate Empire Lessons in Real Estate Investing Understanding Cap Rates & NOI Criteria for Evaluating Real Estate Deals Analyzing Real Estate Submarkets What to Look for in a General Partner How to Attract A-Players Business With a Purpose The #1 Habit Every Pro Athlete Needs Advice to New Entrepreneurs Would He Do It All Over Again? Watch on YouTube: https://youtu.be/5E1FQNZDPWM Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
- 2 weeks ago1h 2m
226: How He Scaled to $30M ARR (While Living a Life of Extreme Adventure) with Jonathan Ronzio
I'm sitting down with Jonathan Ronzio, who scaled Trainual from an idea to $30M ARR—while building a company known for its culture and still finding time to climb mountains, run marathons, and live a full life outside of work. What stood out to me in this conversation is how intentional he's been about building systems—not just in the business, but in his life. We talk about why most founders document the wrong things early, how structure actually creates freedom, and how AI is completely reshaping how companies build, sell, and operate. We also get into how he thinks about balance versus alignment, what changes (and what doesn't) after raising capital, and why the most defining moments in business are usually the ones you never planned for. If you're trying to scale without becoming consumed by your business, there's a lot here worth paying attention to. Key Takeaways Introduction Summiting Aconcagua vs Closing a Series B What Is Trainual and Why It Exists The #1 Thing SaaS Founders Document Too Late When to Create Company Core Values? Why Structure Actually Creates Freedom Which Processes Deserve SOPs? How AI Transformed Trainual's Product Roadmap Will AI Kill SaaS? His Honest Take Figure Out How to Disrupt Your Business Agentic AI and the New Outbound Playbook The Exact AI Tech Stack His Team Uses Data Security in the Age of AI $400K in Credit Card Debt for FB Ads Balance vs. Alignment Why Daymond John Joined the Cap Table Cultural Practices That Actually Work Project Management & Communication Tools How to Define Culture at Scale Mountaineering Lessons That Made Him a Better Leader Living an Adventurous Life Obsessive Compulsive Creative Disorder Advice for Founders Torn Between Focus and Exploration Watch on YouTube: https://youtu.be/q17qPXHSEC0 Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
- 3 weeks ago42 min
225: Selling for 10x by Building What Customers Have to Buy with Will Caldwell
You don't need to create demand if demand is mandated. That's the insight Will Caldwell used to build and sell his company. Will discovered that inside the mortgage industry, banks are legally required to buy flood certificates on every loan. So, he started Snap — a platform that makes it faster and cheaper for banks to do exactly that. Then he partnered with Intercontinental Exchange, the $95 billion company that owns the New York Stock Exchange, plugged into their existing infrastructure, scaled quickly, and eventually sold 51% of the company for 10x. In this episode, we break down how to build within regulated industries, tap into existing demand, and scale without chasing customers. Key Takeaways Small Teams Beat Large Companies Why "Fat Cats Don't Hunt" Starting His First Tech Company Knowing When to Shut Down a Business Turning a $100 Compliance Headache Into a Startup Finding Opportunity in Regulated Industries AI Underwriting Scaling via Strategic Partnerships Selling 45 Banks in One Month Selling to Intercontinental Exchange for 10x Why He Sold Only 51% of the Company Don't Build the Tech Until You Have THIS What Post-Exit Life is Like What Will is Investing In Right Now Advice for Entrepreneurs Starting Today Books That Have Shaped His Thinking Watch on YouTube: https://youtu.be/UmihuBdZByU Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
- Apr 16, 20261h 3m
224: How One Consulting Client Led to an 8-Figure SaaS Product with Chris Taylor
Today I'm talking with Chris Taylor, an entrepreneur who turned a consulting engagement with Nissan into a software company serving half the automotive industry—then sold the business for multiple eight figures without ever raising outside capital. In this conversation, Chris shares how a consulting project with Nissan became the foundation of his company, how that journey ultimately led to an acquisition, and the earn-out lessons every founder should understand before selling their business. We also talk about building culture, why founder communities like YPO and EO can accelerate growth, and how AI is changing the economics of software and services. Key Takeaways with Chris Taylor Intro Bootstrapping vs Venture Capital Is Every Growth Stage Equally Hard? Why Founder Communities Change Everything Is SaaS Dead in the Age of AI? Why Outcome-Based Billing Could Kill SaaS Seats How Chris Got Nissan to Fund His Next Startup Turning Consulting Into a Scalable Product Why Everything in Business Is Negotiable The Real Path to Getting Acquired Building Culture in an Unconventional Office Earn-Out Lessons Every Founder Should Know Watch on YouTube: https://youtu.be/Vca63g-kq7k Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
- Apr 9, 202652 min
223: Turning a Luggage Problem Into a $32M Apparel Brand with Dan Demsky
Today I'm talking to Dan Demsky, who turned the frustration of trying to pack light while traveling into an 8-figure e-commerce business. He discovered that merino wool clothing lets you pack far fewer items for a trip. The problem was, most of the brands were focused on outdoor gear—not something everyday travelers would actually wear. So Dan and his buddies built Unbound Merino, a fully remote apparel brand doing $32M a year. In this episode, you'll hear how they used crowdfunding to validate product-market fit and scale without investors, how tariffs nearly wiped out their business overnight, and what it actually takes to run a fully remote team. Key Takeaways with Dan Demsky Starting an Apparel Brand Crowdfunding as Product-Market Validation Ecommerce's Hardest Problem When Tariffs Nearly Killed their Business 30% Repeat Buyers in 30 Days Using Crowdfunding as a Growth Engine Running a Fully Remote Team Should You Do Business with Best Friends? Advice to New Entrepreneurs Watch on YouTube: Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
- Apr 2, 202653 min
222: From Selling Weed to $1B in Real Estate Sales with Suneet Agarwal
Suneet Agarwal got raided by federal marshals in his underwear, lost everything from his cannabis business, sat on the couch breeding bulldogs for two years, and then built the #1 real estate team in California, selling more than $1B in a single year. In this episode we unpack that journey. We dig into the realities of building culture in a commission-based business, why personal brand is the biggest opportunity right now, and how AI-driven content helped Suneet build and sell a high-ticket coaching business. Key Takeaways with Suneet Agarwal Intro From Hippie Dispensary to Real Business The Federal Raid That Took Everything Home Invaded With a Gun to His Head From Breeding Bulldogs to $1B in a Single Year Are Real Estate Agents Overpaid? Building Culture With 1099 Contractors Leading from the Front Are Real Estate Brokerages Dying? Will AI Replace Real Estate Agents? Launching One Of The First ChatGPT Courses Using AI To Scale Content Creation Will AI Kill the Coaching Industry? Selling a Coaching Company Built on Organic Straight To High-Ticket Offers The Personal Brand Gold Rush 95% AI Content That Doesn't Feel Like Slop Advice for New Entrepreneurs Watch on YouTube: https://youtu.be/FfcKI7VQgJQ Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
- Mar 26, 202648 min
221: How Jack Zimmermann Built 7 Hospitality Brands in One of the Hardest Industries
Opening a night club or restaurant looks fun from the outside, but behind the scenes it's one of the most operationally complex businesses you can start. That's why I was interested in speaking with Jack Zimmermann. After managing a team of over 200 people at XS in Las Vegas during its $100M peak, he returned to Austin to build Nova Hospitality, a portfolio of hospitality concepts including TenTen, Devil May Care, The Well, Mayfair, Neptune Sushi, LZR, and Coffee & Chill Austin. Most founders in this space struggle to make even a single concept work, and somehow Jack's been able to start and scale 7. I wanted to find out how he decides which concepts to launch, how he funds them, and how he manages the risk and pressure that comes with leading hundreds of people. You don't have to be a restaurateur to get value from this one. Let's get into it! Key Takeaways with Jack Zimmermann Running A $100M Vegas Nightclub Why Clubs Must Constantly Find New Customers Running Multiple Hospitality Concepts Successfully The Shift In Alcohol Consumption Taking Big Swings in Austin New Locations vs Brand New Concepts Using Partnerships To Expand Faster Why Hospitality is So Hard Staying Healthy in the Hospitality Industry Letting Your Team Put Out the Fires Funding Through Strategic Partnerships How To Build A Hospitality Concept What He Personally Refuses To Delegate Leadership Advice That Stuck Non-Negotiable Operating Principle Where Austin Hospitality Is Headed Advice For New Entrepreneurs Watch on YouTube: https://youtu.be/qAsdI6N1vrE Let's Connect: Website | Instagram | YouTube | TikTok | Twitter | Facebook
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About Beyond A Million
Brad Weimert, founder of Easy Pay Direct, interviews world-class entrepreneurs to explore tactics & strategies to build 8, 9, and 10-figure brands. Learn more at: https://beyondamillion.com/All business is the same… but nobody really feels that way. The truth is – the BUILDING blocks of business are consistent across the board. Marketing, Sales, Operations, Finance, and Taxes... Apply to all businesses. With more than 30,000 businesses flowing through Easy Pay Direct (and the data behind them), Brad Weimert has found a litany of world-class experts to break down what's working - and what's not. With clients like Tony Robbins, Dean Graziosi, Hal Elrod and Grant Cardone, Easy Pay Direct is an amazing pool of knowledge and experience to pull from.Watch, Listen, and learn while you hear experts pull back the curtain and share cutting-edge marketing strategies, the latest sales techniques, the operational tools and tactics that make it all work, and the tax strategies that keep your mon
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