About this episode

Luke Tobin discusses the importance of self-doubt in leadership and scaling businesses, sharing insights from his entrepreneurial journey.

Failure is a better business school than an MBA. Most agencies will never scale because their founder is the product. Minority investment beats full acquisition. And self-doubt isn't a weakness to overcome—it's the edge that separates high performers from those who are growing. Luke Tobin, entrepreneur, investor, and founder of Unusual Group, has built and sold three companies in three different industries over 20 years (the largest being Digital Ethos with an eight-figure exit in late 2022), and he's learned that the people we look up to the most—the ones who seem to have it all figured out—are often the ones who struggle with doubt the most. The difference? They find a way to move anyway. In this episode, he reveals why imposter syndrome appears when you're stepping outside your comfort zone (which means you're doing something productive), why he's writing a book about doubt after interviewing 30 high performers from ex-SBS commandos to actors, and why doubt is actually the cost of admission to the next level. He also shares hard lessons from scaling to 90 people before his exit, hiring 5-6 people per month without proper vetting, and making the mistake of being the eye of the…

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