Episode 93: Kimberly Hightower on Reinventing Success After 50 | Bold Moves & Career Evolution

Hey, entrepreneurs! Welcome back to the Innovative Entrepreneurs Podcast, where we bring you the brightest minds in business, design, and strategy. I’m Erica Bailey, and today’s guest is Kimberly Hightower—a powerhouse entrepreneur and business strategist who’s redefining what it means to evolve and thrive at any age.

Kimberly’s story is a masterclass in reinvention, resilience, and taking bold risks to build the life and career you want—whether you’re in your 20s, 50s, or beyond. If you’ve ever felt stuck, uninspired, or afraid to make a big move, this episode is your permission slip to go all in.

We’ll dive into:
 ✅ The mindset shifts required for fearless reinvention
 ✅ Overcoming age-related career stereotypes
 ✅ Strategies for staying ahead in an evolving industry
 ✅ The power of bold decisions in business and life

Let’s get into it!

⏳ Episode Breakdown & Timestamps:
[00:02:30] Kimberly’s Journey to Reinvention
How Kimberly made the decision to pivot her career at 50+
The biggest challenges she faced (and how she conquered them)
[00:10:15] Mindset Shifts for Career Evolution
Overcoming self-doubt and external limitations
Why fear is the #1 roadblock to transformation—and how to silence it
[00:18:40] Taking Bold Moves in Business & Life
How Kimberly leveraged her existing skills to build something new
The importance of continuous learning and adapting
[00:27:50] The Future of Work & Why Age Is Just a Number
Why experience is your superpower in today’s business world
How industries are evolving and what that means for late-career pivots
[00:35:20] Final Advice: What Would Kimberly Tell Her Younger Self?
The one thing she wishes she had done sooner
A powerful takeaway for anyone looking to reinvent themselves

💡 Key Takeaways:
It’s never too late to pivot—reinvention is about courage, not age
Fear is temporary, but regret lasts forever—take the bold step
Your past experience is an asset, not a liability—leverage it wisely

Let’s Stay Connected!
Thank you for tuning in to the Innovative Entrepreneurs Podcast! If this episode inspired you to rethink innovation, share it with someone in your network who needs to hear it.
🔥 Subscribe & Leave a Review – Don’t miss out on future episodes!
💡 Want to be a guest on the show? Apply today and share your story!
🔗 Follow Me Online:
LinkedIn: @ericalbailey 
Instagram: @businessbybailey
Facebook: @businessbybailey
CWG Digital Website: cwgdigital.com 
Podcast Facebook: @innovativeentrepreneurspodcast
Podcast Instagram: @innovativeentrepreneurspodcast

🎤 Final Thoughts
Kimberly Hightower is proof that reinvention isn’t just a possibility—it’s a necessity for those who refuse to settle. Success isn’t about age; it’s about embracing bold moves, adapting to change, and fearlessly stepping into new opportunities. Reinvention is more than a career shift—it’s a mindset. It’s about recognizing your potential, trusting your instincts, and taking action even when the path isn’t clear.

So, what’s the next bold move you’re ready to make? How will you redefine success on your own terms? Let’s keep the conversation going!
To Your Success,

 Erica Bailey