296. Tom Patterson: Tommy John, 9-Figure Brand & Turning a $5K Idea Into an Apparel Empire

296. Tom Patterson: Tommy John, 9-Figure Brand & Turning a $5K Idea Into an Apparel Empire

This week, Jason is joined by Tom Patterson — co-founder of Tommy John — for a conversation on what it really takes to build a nine-figure brand from scratch in one of the most overlooked categories in apparel.Tom shares the full story behind Tommy John — from walking away from a stable six-figure career in medical device sales to betting everything on a simple idea: fixing a problem he personally experienced with men’s undershirts. With no background in fashion, no industry connections, and just a few thousand dollars, he set out to create a better product — one that would eventually disrupt the entire category.He breaks down the early days of the business — spending roughly $5K to create his first 200 shirts, selling on consignment, getting rejected by retailers, and relying on sales skills to get in the door. From folding inventory himself to traveling store-to-store training sales associates, Tom shares what it actually looked like to build the business from the ground up.Tom also dives into the financial realities of entrepreneurship — funding the business with savings, 401(k) money, and credit cards, going years without paying himself, and navigating the constant pressure of cash flow in the early stages.The turning point came when Tommy John landed in major retailers and later experienced explosive growth through non-traditional marketing — including a breakthrough moment on the The Howard Stern Show that led to record-breaking sales and ultimately shaped the brand’s entire marketing strategy.Tom explains how the company scaled from a startup to a nine-figure business, including the importance of product innovation, brand differentiation, and building a loyal customer base in a highly competitive space. He also shares how strategic partnerships, celebrity endorsements, and a diversified marketing approach helped fuel long-term growth.Beyond the business, Tom opens up about the personal side of the journey — including the stress, burnout, and panic attack that forced him to reevaluate his leadership style, priorities, and overall approach to building the company.From burning the boats and betting on himself to navigating growth, risk, and long-term scaling, Tom gives a raw and honest look at what it really takes to turn a simple idea into a category-defining business.Tom reveals all this and so much more in another episode you can’t afford to miss!Subscribe to the Trading Secrets podcast! Learn more about your ad choices. Visit podcastchoices.com/adchoices

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Episoder(335)

336.  The UPS Store Small Biz Challenge: The Trading Secrets Behind Two Breakout Entrepreneurs

336. The UPS Store Small Biz Challenge: The Trading Secrets Behind Two Breakout Entrepreneurs

What does it take to turn a simple idea into a real business? On this special episode of Trading Secrets, Jason Tartick sits down with two entrepreneurs who competed in The UPS Store’s 2026 Small Biz ...

1 Okt 48min

335. Your Rich BFF Vivian Tu: $1M Bet,  $8.2M Creator Empire & The Truth About Money in 2026

335. Your Rich BFF Vivian Tu: $1M Bet,  $8.2M Creator Empire & The Truth About Money in 2026

Vivian Tu, aka Your Rich BFF, is back on Trading Secrets nearly three years after her first appearance—and a lot has changed. With over 10 million followers and $8.2M in annual earnings, Vivian breaks...

28 Sep 54min

334. Thirty Minute Thursday: Bachelor Nation’s Future, Sticky Inflation & Jason’s Wedding Update

334. Thirty Minute Thursday: Bachelor Nation’s Future, Sticky Inflation & Jason’s Wedding Update

Jason Tartick and the Curious Canadian are back for another 30 Minute Thursday, breaking down the biggest stories impacting your money, career, and life. They recap Jason’s conversation with Andrew Sp...

24 Sep 37min

333. Andrew Spencer & Alexe Godin: $100K Debt, 3X’ing Her Salary & Why They Turned Down the Money for Love

333. Andrew Spencer & Alexe Godin: $100K Debt, 3X’ing Her Salary & Why They Turned Down the Money for Love

Bachelor Nation’s Andrew Spencer and Alexe Godin join Jason to break down the money, career pivots, and relationship realities that came after Bachelor in Paradise. Andrew reveals how his income has g...

21 Sep 1h 1min

332. Thirty Minute Thursday: Starbucks, Side Hustles, Dancing With the Stars & Chris Harrison’s Big Comeback

332. Thirty Minute Thursday: Starbucks, Side Hustles, Dancing With the Stars & Chris Harrison’s Big Comeback

Jason Tartick and the Curious Canadian are back for another 30 Minute Thursday with a little bit of everything. Jason breaks down the latest Federal Reserve rate hike and what it means for your credit...

17 Sep 30min

331. DWTS Flashback: Val Chmerkovskiy on the Business of Dancing, Betting on Yourself & Making It to Dancing With the Stars

331. DWTS Flashback: Val Chmerkovskiy on the Business of Dancing, Betting on Yourself & Making It to Dancing With the Stars

Description:With a new season of Dancing With the Stars just around the corner, we’re flashing back and revisiting one of our favorite conversations with DWTS legend Val Chmerkovskiy. Originally reco...

14 Sep 53min

330.  Thirty Minute Thursday: The $2,000 iPhone, Jared Freid’s Secret to Success & our first Listener calling in!

330. Thirty Minute Thursday: The $2,000 iPhone, Jared Freid’s Secret to Success & our first Listener calling in!

Jason Tartick and the Curious Canadian are back for another 30-Minute Thursday covering everything from Jared Freid’s relentless approach to success to Apple’s brand-new $2,000 foldable iPhone. The g...

10 Sep 41min

329. Jared Freid: The $100K Gamble Behind His Netflix Special, The Business of Comedy & Dating Economics

329. Jared Freid: The $100K Gamble Behind His Netflix Special, The Business of Comedy & Dating Economics

This week, Jason is joined by stand-up comedian, podcaster, and now first-time author Jared Freid for a conversation about the business behind comedy, betting on yourself, and how money, confidence, a...

7 Sep 1h 4min

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