Travis Pastrana has spent his entire life doing things that should be impossible.

The first-ever motorcycle double backflip. X Games legend. Rally champion. Daytona 500 driver. Founder of Nitro Circus. He's launched himself into the history books, broken more bones than most people can count, and somehow, at 42, keeps coming back for more.

This week, for the big 100th episode of Let Me Save You 25 Years, Shawn sits down with Travis at Pastranaland to talk about what it actually takes to build a life like this. They get into the mindset behind going big, how Travis turned injury and chaos into a career, why loyalty matters more than money, and what it looks like to evolve your art as your life changes around it.

Travis also shares the one piece of advice he gives anyone starting out: preparation is free. Get on the gas!

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What do warm cookies, billion-dollar brands, and heated arguments have in common? More than you think.

This week Shawn sits down with Seth Berkowitz, founder of Insomnia Cookies, to talk about why the best leaders don’t surround themselves with people who agree with them, they surround themselves with people willing to, “fight it out.”

From launching a late-night cookie delivery business as a college student to building one of the most recognizable dessert brands in America, Seth shares why debate leads to better decisions, why founders must protect the heartbeat of the business, and why there’s rarely one “right” answer.

The two also dive into the power of asking better questions, getting comfortable being uncomfortable, and why hearing customers say “that’s dumb” might actually be a good sign. Plus, Seth reveals one of the biggest internal debates in Insomnia Cookies history, and what it taught him about leadership.

Because sometimes the path to the best answer starts with a good argument.

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What if the people who seem the most put together are struggling just as much as everyone else?

This week Shawn sits down with Ashli Blumenfeld, Co-President of Standard Meat Company, for a raw, funny, and surprisingly powerful conversation about the truth nobody talks about enough: everybody’s a mess.

From leadership and business to parenting and public speaking, Shawn and Ashli how letting your “mess” show can actually bring people closer to you, why it’s crucial to give yourself grace during the “messy” times, and the importance of going “off script” in life instead of trying to control every outcome. Ashli also shares why “rupture will happen, but repair is what matters,” and how improv, adaptability, and honesty are some of the most underrated leadership skills in the world.

Because underneath the titles, success, and polished appearances… we’re all just human.

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