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I Rewrote the Boomer Script — Here's How I Learned, Adapted and Grew as a Millennial Entrepreneur

3 0
14.07.2025

I'll let you in on a secret that will be unpopular with my fellow millennials: I learned a lot from my Baby Boomer dad.

I watched him — like so many people of my generation watching their Baby Boomer parents — work hard. Sixty, seventy, eighty hours a week working on growing his business.

So when I started my first business, I followed the script that many Baby Boomers follow — life as a three-act play. The first act is developing who you are and figuring out what you want to do. The second act: build a successful business. The third act: living a life of significance with aspirations outside of your business.

But I'm still a millennial. So, when I sold my first business at a young age, I was hungry for more. I regretted selling my business almost immediately, and months turned into a year as I searched for my next stage in life. I had broken the script and was in search of personal purpose. My phone had stopped ringing, my name wasn't on the side of a truck anymore and I had no one to work with.

That's when my dad gave me a piece of advice that would get me back in line with my fellow millennials — a generation of entrepreneurs who are more likely to start or buy businesses than exit from them over and over throughout their lives.

"Don't fall in love with your business," he told me. "Fall in love with business."

RELATED: The Millennial Takeover: How the Generation is Shaking up the Workplace

Millennials have big plans for their lives, but those plans are unlikely to follow a straight trajectory. We value meaningful work, and that meaning will change throughout our lives. Our first act was defined by the dawn of the new millennium and significant technological evolution. We adapt. It's also why we've earned the reputation of having many jobs over our lifetime — in 2024,........

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