Tyler Chisholm

Curious as Hell

Business EN ↓ 7 episodes

The podcast where relentless curiosity meets leadership transformation. Hosted by Tyler Chisholm—entrepreneur, CEO, and lifelong learner—Curious as Hell is the go-to podcast for leaders, innovators, and trailblazers who believe that asking the right questions can unlock new possibilities in business and life. In each episode, Tyler sits down with top executives, entrepreneurs, and thought leaders to explore how curiosity fuels innovation, builds stronger teams, and drives personal growth. Whether it's uncovering the leadership strategies behind top-performing companies, unpacking the mindset s...

Author

Tyler Chisholm

Category

Business

Podcast website

www.tylerchisholm.com

Latest episode

Jun 8, 2026

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Episodes

Curious as Hell S01E03: No Grade 11. 170 Investor No's. The Decisions That Built the Company 08.06.2026

Nobody would hire her. So she listed herself on Kijiji for $22/hour and built a company from that. Nine years later, she was signing exit papers, and she could not tell a single person it was happening, not even her wife. This is the version of that story she could not tell while it was happening. Bobbie Racette founded Virtual Gurus in 2016 after being turned down for every job she applied for as...

Curious as Hell S01E05: The Leader With the Fewest Blind Spots Wins. Not the Smartest. Here's Why. 08.06.2026

The skills that got you promoted are the same ones quietly strangling your team's potential. Jayson Krause spent eight years as a funded national team bobsled athlete before discovering that the most important performance arena is not a track. It is the room where a senior leader decides whether to solve a problem or ask a question. Since 2010, he has worked with CEOs, founders, and senior executi...

Curious as Hell S01E07: Retain Better. Burn Out Less. Build Teams That Don't Need You in Every Room. 08.06.2026

Season one of Curious as Hell asked one question: What does it really mean to lead today? Over six conversations, a pattern kept emerging. The leaders who were doing it well weren't the most credentialed or the most certain. They were the ones who had stopped pretending they had all the answers. In this final episode of Season 1, Tyler is joined by Meghan, a PhD in Industrial/Organizational Psycho...

Curious as Hell S01E06: She Led as CEO for 6 Months Without Knowing If She'd Get It 08.06.2026

The habits that made you an exceptional doer are the same ones quietly working against your team now. Jennifer Lussier spent six years raising her hand for every available role at Platform Calgary, moving from contract advisor to COO after her tech startup failed in 2019. She ran the organization as interim CEO for six months while simultaneously competing in a formal three-interview search to mak...

Curious as Hell S01E02: The Leadership Lessons I Didn't Learn Until 3,000 Employees 08.06.2026

When a senior leader retires, their phone stops ringing. Almost immediately. Iggy Domagalski noticed this and built his entire personal mentorship network around it. He maintains relationships with between 10 and 15 mentors and connects with each of them every six months with a written list of questions. The group most willing to give their time was available and brought value to every single conv...

Curious as Hell S01E04: She Walked Away from a Merger After Two Years. Then Became CEO of a Pro Sports Team. 08.06.2026

In 2021, Canada won Olympic gold in women’s soccer. Yet the country still did not have a professional league. At the 2023 FIFA World Cup, Haiti and Canada were the only countries without female domestic leagues. But Canada finally has one. The Northern Super League had its first season last year, in 2025. Lara Murphy is the co-founder, president, and CEO of the Calgary Wild FC, one of the league’s...

Curious as Hell S01E01: Your Team Stopped Telling You The Truth. Here's Why. 08.06.2026

A leader who thinks they have all the answers is not leading. They are performing certainty, and that performance has a price. Tyler Chisholm is the founder of clearmotive, the author of *Curious as Hell: Leading and Growing with Curiosity*, and the host of this new podcast series. In this first episode, fellow podcaster and former journalist Leah Sarich turns the mic on Tyler to surface the origi...

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