Why Every Young Boss Needs an Old Boss

Are young entrepreneurs really ready to lead alone—or do we still need older, wiser voices in the room? That’s the question we’re unpacking in this episode of Young Boss.

Because here’s the truth: no matter how sharp your ideas or how fast your brand grows, there’s no shortcut for experience. The right mentor can save you from learning every lesson the hard way. But ego? Ego will burn your business down faster than any bad quarter.

This episode dives into the tension between wisdom and innovation—why young leaders need guidance, why seasoned ones need fresh perspective, and how the best companies don’t pick sides—they build bridges.

We break down what happens when ego replaces humility, when experience turns stale, and when collaboration across generations becomes the secret weapon of growth. Because age is just a number—but mindset? That’s everything.

From the stylistic young boss chasing viral success to the “old boss” who still swears by fax machines, this episode is a wake-up call for every entrepreneur who thinks they can go it alone. The future belongs to those who stay open—to learning, to unlearning, and to listening.

Because in business, it’s not about being young or old. It’s about being ready to evolve.

Isabelle

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Ultimate Entrepreneur's Starter Guide

Turn Passion Into Profit

This FREE guide helps you move you from teetering on the edge of idea to implementing your passion into a profitable business!