Why is America getting sicker while spending more and more on healthcare?

Shawn Nelson sits down with Justin Mares, CEO and Co-Founder of Truemed, to unpack what Justin believes is fundamentally broken about the American healthcare system, from commercial incentives and regulatory capture to a system that may be rewarding the wrong outcomes.

But this conversation goes way beyond healthcare. Justin explains why obsessing over a problem might be one of the clearest signs you’re meant to solve it, why finding an assignment worthy of your life makes prioritization dramatically easier, and why commitment can actually create freedom.

They also get into why “flexible” spending accounts aren’t very flexible, three things Justin recommends cutting from your diet, and why the best problem solvers don’t just complain about what’s broken, they go looking for something worth fixing.

And at the heart of it all is this episode’s Shawnism: Understand the Assignment. Because before you try to win, make sure you actually understand what success looks like.

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“Chase No’s. Get to Yes.”

That’s the Shawnism at the heart of this conversation between Shawn and Scott Harrison, the former New York nightclub promoter who became the founder of charity: water.

Scott went from getting people to spend money on drinks in New York to witnessing children drinking from swamps in Liberia, an experience that completely changed his perspective on money, purpose, and his life. Today, he’s raised billions to fund more than 216,000 clean-water projects worldwide. But the bigger lesson may be about money itself: why does more almost never feel like enough?

Shawn and Scott dive into the power of asking, the one fundraising meeting Scott has never forgotten, and why clean water is a solvable problem, if we simply have the will to solve it. They also explore why we’re so afraid of “no,” when to compromise versus standing your ground, and how the fear of being perceived the wrong way can lead us away from what actually matters.

Chase the no. Ask bigger. Get to yes.

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What if your “failed” idea wasn’t bad, it was just too early?

This week Shawn sits down with Leah Solivan, founder of TaskRabbit AND self-taught chicken farmer, for a founder-to-founder conversation about the Shawnism, “Match the Moment.”

Shawn and Leah trade stories about the times they moved too early, waited too long, or realized the market simply wasn’t ready. They dig into why the right strategy at the wrong time can be the wrong move, how constraints can actually unlock creativity, and whether great founders predict the future, or just notice it a little sooner.

They also get into AI, building infrastructure for chaos, cross-training your brain, and why Leah’s chickens might be doing more for her entrepreneurial brain than another business meeting ever could.

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