From Baby Boomers to Gen Alpha: Why Every Generation’s Midlife Crisis is Starting a Business (And Why Yours Should Too!)

Starting a business by generation

Starting a business by generation. Ever thought about starting a business? If you haven’t, maybe it’s time to consider it. And if you’re thinking, “I’m too young/old/busy/confused,” then stick around. I’ve got a joke or two and some MBA wisdom that might just change your mind.

Generation Alpha: The TikTok Tycoons Remember when you were a kid and your biggest concern was whether your crayon would break? Well, Generation Alpha is here, and they’re not just coloring inside the lines. They’re redesigning the whole darn coloring book.

  • Motivations:
    • Digital Native Drive: These kids are born with a tablet in hand. They’re ready to create the next big thing, probably before they finish middle school.
    • Sustainability and Social Impact: They’re saving the planet one biodegradable glitter brand at a time.
    • Personal Branding: They’ve got more followers than you have friends. Ouch.
  • Business Matches: Tech startups, eco-friendly brands, and personal influencer empires. Watch out, world!

Gen Z: The Authentic Avengers They’re not just about avocado toast. Okay, maybe a little. But they’re also about creating businesses that scream authenticity.

  • Motivations:
    • Authenticity and Individual Expression: They’re the “you do you” generation.
    • Financial Independence: They saw their parents struggle in the 2008 recession and said, “Nah, we got this.”
    • Change Makers: They’re here to shake things up and make a difference.
  • Business Matches: Niche online platforms, direct-to-consumer brands, and social enterprises. And yes, maybe an artisanal avocado toast cafe.

And what about these generations

Millennials: The Burnout Busters Tired of the 9-5 grind? So are the millennials. They’re all about that side hustle turned main hustle.

  • Motivations:
    • Work-Life Balance: They want to work from Bali, not a cubicle.
    • Purpose-driven Work: They’re looking for more than just a paycheck.
    • Tech-savvy Ventures: They remember dial-up. Now they’re setting up online empires.
  • Business Matches: Digital platforms, experience-based ventures, and health and wellness brands. Also, anything with the word “artisanal” in it.

Gen X: The Experience Experts They’ve been there, done that, and now they’re ready to monetize it.

  • Motivations:
    • Legacy Building: They’re thinking about the long game.
    • Escape Corporate Rat Race: They’ve got the T-shirt, and now they want out.
    • Leverage Experience: They’ve got wisdom, and they’re not afraid to use it.
  • Business Matches: Consulting firms, franchises, and local services. They’re the kings and queens of the pivot.

Boomers: The Retirement Rockstars Who said retirement means slowing down? Boomers are here to show us that age is just a number.

  • Motivations:
    • Retirement Ventures: They’re not ready for the rocking chair just yet.
    • Share Wisdom: They’ve got stories, and they’re ready to share.
    • Financial Security: A little extra cash never hurt anyone.
  • Business Matches: Training and workshops, artisanal ventures, and real estate. They’re turning their hobbies into cash cows.

Older Folks: The Golden Age Gurus They’ve seen it all, and now they’re ready to share their wisdom (and maybe make a buck or two).

  • Motivations:
    • Legacy and Purpose: They’ve got stories and they’re not going to let them gather dust.
    • Social Engagement: They’re networking before it was cool.
    • Passion Projects: They’re living their best life, one project at a time.
  • Business Matches: Community centers, crafts, and memoirs. They’re the original influencers.

Starting a business by generation

Now, let’s talk risk. Remember, starting a business isn’t like betting on a horse named “Unicorn Dreams.” It’s about understanding your risk profile. In your 20s, you might be okay with betting it all on a startup. In your 50s, maybe you’re looking for something a bit more stable. And that’s okay! It’s all about understanding where you are in life and what you’re comfortable with. But remember, no risk, no champagne. Or something like that.

In conclusion, no matter your age or generation, there’s a business idea out there for you. So, dust off that old dream, add a sprinkle of modern-day hustle, and get to it! And if you need a laugh or some financial advice along the way, you know where to find me.


Remember, life’s too short for regrets. Start that business, make that move, and always, always order the dessert. Cheers to your next adventure!

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