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Home » Affirmations & Vision Boards

11 Reasons Midlife Is the BEST Time to Start a Business

Published: Jun 9, 2025 by Tara Jacobsen · This post may contain affiliate links ·

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Let me just say it: midlife is PRIME TIME for building the business of your dreams! You’ve been through some things, you’ve got wisdom coming out of your ears, and best of all—you finally care more about joy than judgment!

11 Reasons Midlife Is the BEST Time to Start a Business

Whether you’re almost an empty nester or just DONE taking orders from uninspired bosses, this is YOUR season! So if you’ve been wondering whether now is the right time to start a business, here are 11 reasons why the answer is a loud, sassy, and confident YES!

1. You've Got Experience They Can't Teach

I was just chatting with my besty about this! We realized that at this point, solving business problems isn’t really "figuring it out" anymore—it’s just pattern recognition. We’ve seen so many trends, fads, and dumpster fires that we can spot a dud (or a winner!) from a mile away.

That kind of seasoned intuition? You can't buy it. You EARN it!

2. Confidence Comes Standard at This Age

As a woman inching up on 60, let me tell you: I don’t have time to care what people think anymore. I’m done second-guessing myself or trying to make everything look "perfect." Now I just do what I love, how I want, and trust that the right people will find me.

THAT kind of freedom is priceless, and it makes running a business feel so much lighter!

3. You Know What You Don’t Want

After trying ALL the things over the years, I’ve gotten real clear on what’s a hard no for me. Managing a big team? Nope. Dressing up for a podcast that might not even bring new readers? Hard pass. I know now that I don’t have to hustle like I’m 25.

I can build a business that fits my life, not the other way around!

4. The Kids Are Grown (or Close Enough!)

One of mine is heading into his senior year, the other is a 20-something who still lives at home, but they are consciously uncoupling (ha!) and doing more of their own thing. Which means... IT'S MY TIME.

I finally have the space to focus on ME and my biz without juggling five million snack breaks and school runs!

5. You're Financially Savvier Than Ever

Let’s be real: I used to think I needed every shiny course or "must-have" coaching program out there. But now? I trust myself. I know what I know. And I’m a heck of a lot better at spotting what will ACTUALLY help my business versus what’s just a pricey distraction.

My wallet is grateful!

6. Your Network Is a GOLDMINE

Over time, I’ve connected with some brilliant women who just "get it." We trade tips, ideas, and moral support without the hefty $25K mastermind price tag. It’s like our own little business coven.

Your people are out there too—and chances are, you’ve already met some of them!

7. You're Not Afraid to Ask for Help

When you’re younger, there’s a lot of "I have to prove myself" energy. But now? I know where I shine (planning and implementing, thankyouverymuch) and where I could use support. My besty is a pattern-spotting queen, and together we’re unstoppable.

Midlife is a time when you finally get that collaboration > competition!

8. You Finally Have the Time to Focus

Gone are the days of field-side sitting and car line chaos. Now I can take big, delicious chunks of time to dream, plan, and execute. No interruptions, no guilt. Just pure focus on something that LIGHTS ME UP!

If that’s not the dream, I don’t know what is!

9. You’re DONE With Corporate BS

I’ve had my fill of soul-sucking meetings and uninspired managers. Been there, done that, got the badge and the burnout. Now? I get to create, decide, and pivot on a dime.

It’s thrilling to know that I’m the boss, and my only approval process is a gut check!

10. You're Building a Legacy Now

This isn’t just about making money (though, YES PLEASE!) It’s about creating something that could support my family even after I’m gone. My kids see me doing work I love and learning how to monetize their own passions.

That’s the kind of legacy I want to leave!

11. You’ve Still Got DECADES Left to Crush It

My dad’s in his late 80s and still hopping on cruises like it’s nothing. I’m planning to be right there with him—AND running passion projects in my spare time. Midlife isn’t the end. It’s the warm-up lap for a whole new race!

Let’s GOOOO!

Wrap-Up: So if you’re sitting there wondering if it’s "too late" to start a business, let me be the voice in your ear saying NOPE. In fact, midlife is the BEST time to go for it! You’ve got wisdom, confidence, and a whole lot of freedom on your side. Now’s the time to bet on YOU!

Here are some more great articles that you might love:

  • 9 Ways I Make Money From My Laptop As An Over 50 Woman
  • 11 Ways to Build Confidence as a Creative Business Owner
  • 9 “Too Old” Myths to Ditch If You’re Launching Something New
11 Reasons Midlife Is the BEST Time to Start a Business

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Tara Jacobsen - Marketing Speaker

Welcome!

I’ve been a marketing pro since 1999 and have worked online full-time since 2008, helping thousands of entrepreneurs, bloggers, Etsy sellers, and creatives grow their businesses. With a psychology degree from Kent State, decades of hands-on experience, and a deep love for teaching practical strategies, everything I share comes from real-world testing - not theory. My goal is simple: give you proven tools, clear guidance, and honest advice so you can build a business that actually works!

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