What does it take to walk away from a $15M term sheet? Bob Knorr did just that — choosing ownership, control, and vision over outside capital. He built that company (then 2 others) with a poignant blend of business sense, ethics, and intuition. In this episode we discuss how he built a medtech company from the ground up, bootstrapped it with creativity (and a Costco credit card), and ultimately exited to a publicly traded company. We discuss his other ventures and what he’s learned along the way about hiring the right early employees, developing a go-to-market strategy, and how to stay true to a vision while adapting to reality. Throughout every topic we cover, Bob shares hard-earned wisdom for founders at every stage.

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Episode Resources

• Check out what Bob is currently building with his company “Timeless Tartans” (https://timelesstartans.com)

In today’s episode I sit down with Katie Brinkley of Next Step Social to candidly explore the realities of entrepreneurship—how to price your services, when to hire, and some of the tough lessons learned along the way. We discuss the importance of scaling with intention, and how to use your business to actually create the change you believe needs to happen in your industry. We also dig into years of Katie’s expertise to understand why social media success isn’t about posting more, but posting smarter. If you’re an entrepreneur looking to build a business that works FOR you, this conversation is packed with a ton of actionable insights you’ll want to hear.

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In today’s episode I talk with Arjun Sharma, a seasoned product & project manager who’s worked with over 200 founders across a variety of technical industries. Arjun shares invaluable insights from his experience guiding startups through the entire product lifecycle—from idea to market. Discover the key traits successful founders share, the importance of balancing vision with flexibility, and why having the best product means nothing without a strong go-to-market strategy. Whether you’re a new founder or a seasoned entrepreneur, this episode is packed with practical advice for building and scaling your product.

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Episode Resources

Steal Like an Artist by Austin Kleon (https://a.co/d/1AT07NP)

What do successful entrepreneurs have in common? They ask the questions no one else is asking. Today, I sit down with Daniel Yeboah—founder, problem-solver, and challenger of the status quo. From his first paper route to successfully exiting multiple startups, Daniel has always seen opportunities where others see roadblocks. Now, he’s tackling one of the toughest industries—healthcare—with AI-powered, real-time insights for providers. We cover so much in this episode. We break down the myths of building a business, the realities of fundraising, and why running lean is critical in a company’s early stages. There’s a ton in here to chew on, and anyone in the Startup space will take something practical and insightful away from his perspective.

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Episode Resources

• Check out what Daniel and his co-founder are building at Ravella Health (https://www.revellahealth.com)

“Startup Success” by Gordon Daugherty (https://a.co/d/b50Xzn5)

“Eyelids are gross—people should wash them.” That’s the message that today’s guest, Tom Chapman, is on a mission to share with the world. In our interview, we talk about how his experience as a serial entrepreneur is helping him tackle a problem most of us don’t even realize we have. Dry eye disease is exploding, thanks to our screen-heavy lifestyles, and yet almost no one is doing anything about it. Tom and his co-founders started Peeq Pro to address the issue by revolutionizing eyelid hygiene. We dive into what it takes to build a business in an industry that’s still waking up to its own problem, the hard truths of entrepreneurship, and why taking bigger swings is the key to real impact. Tom transparently shares invaluable perspective on everything from starting a company with your spouse, to navigating the challenges of building hardware vs. software. There’s something here for everyone. Let’s dive in!

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Episode Resources

Check out what Tom and his co-founders are building at Peeq Pro (https://peeqpro.com)

What if life insurance didn’t just protect you financially but actually helped you live longer? In this episode, we sit down with Ben Mason, co-founder and CEO of Athlete, a startup that’s disrupting the insurance industry by pricing based on fitness, instead of based on risk level. Ben shares his journey from advertising to entrepreneurship, the hard lessons he learned about chasing ideas vs. listening to customers, and why he believes mental health doesn’t have to be a sunk cost for founders. We dive into the challenges of launching a product in two countries at once, the myths that hold startups back, and how Athlete is planning to navigate data privacy concerns for its customers. Ben’s experience and skillsets are extensive, and I took away so much even from our short time together. You don’t want to miss this one!

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Episode Resources

Check out what Ben and his co-founder are building at Athlete (https://lifeathlete.co)

In today’s episode I talk with Kelly Iannone, an experienced full-time investor who’s built a diverse portfolio across real estate, public stocks, and most recently, early-stage startups. She shares why one of the biggest misconceptions about investing is that you have to do it all yourself, how to spot a founder worth betting on, and why trusting the right people is the real key to hedging risk and achieving 10x returns. If you’ve ever wondered how to get involved in startup investing—or how to avoid the biggest mistakes—this episode is for you.

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Keep up with Kelly (https://www.linkedin.com/in/kelly-iannone-waypointcip)

In today’s episode I talk with Martijn Smit, a serial entrepreneur who’s mastered the art of rapidly getting new products to market. Martijn shares his journey from early coding experiments to building multiple startups, including how he balances efficiency with perfection. We dive into why shipping fast beats waiting for the product to be fully-baked, the myth of “if you build it, they will come,” and the power of testing ideas through MVPs. He also reveals his process for filtering ideas, fighting distractions, and overcoming challenges in marketing and sales. If you’re ready to launch smarter and faster, this episode is packed with actionable insights you won’t want to miss!

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Episode Resources

In today’s episode I talk with Tom Griffiths, co-founder of Gale Payments, as we uncover the realities of startup life and accelerators. Tom shares his journey through multiple ventures, including lessons learned from building without customers, balancing speed with craft, and why accelerators like Techstars were crucial for his company’s growth. He dives deep into the power of networks, the importance of traction when applying, and how founders can overcome common pitfalls. Whether you’re considering an accelerator or just curious about the startup process, this episode is packed full of valuable insights anyone can learn from.

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Episode Resources