The Power of Not Knowing: Alex Pincus on Risk, Identity, and Reinvention

What if knowing nothing was your greatest strategic advantage?

Alex Pincus didn’t grow up in restaurants—he grew up on boats. And when he stumbled into hospitality, it wasn’t with a plan. It was with a floating bar, a donated ship, and zero experience. 

In this conversation, we unpack how that ignorance created freedom, why top-line success almost hid the real problems, and how grief rewired his entire relationship with risk. We explore the tension between magic and margin, the beauty of seasonal business models, and the mindset behind building concepts that break every rule.

This episode is for anyone who feels called to go off-script—and needs a reason to trust that instinct.

To learn more about Crew and their waterfront concepts, visit crew.fun.

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