Spotlight

Think Bigger Than You’re Comfortable With (A Founder Wake-Up Call)

William McLeod Episode 81

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0:00 | 9:59

AI doesn’t replace founders—it exposes them.

In this episode, we unpack what really matters at the intersection of podcasting, entrepreneurship, and AI—straight from the energy of Twin Cities Startup Week.

A seasoned serial founder, Tyler Olson, shares why AI needs human direction to be powerful, why entrepreneurs consistently underestimate how big they can think, and how creativity—not automation—is still the real edge. We talk risk-taking, learning in public, and why hearing other founders’ stories can shortcut years of trial and error.

This conversation is a reminder that tools evolve fast—but vision, courage, and connection are still what move businesses forward.

If you’re building in the age of AI, learning from others’ paths, and ready to think bigger than feels comfortable—this episode is for you.

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