Take Back Retirement

113: Side Hustle or Second Career? Navigating Midlife Entrepreneurship with Shannon Russell


Listen Later

"Do your research. Do your planning yourself until you get that confidence to project it to the world, and whatever they say will bounce off your armor because you know you're doing the right thing." -Shannon Russell

Thinking about trading your day job for a business of your own? You're not alone—and you're not crazy.

Our hosts, Stephanie McCullough and Kevin Gaines, talk with Shannon Russell, a career transition coach who specializes in helping women reinvent themselves through entrepreneurship. Shannon shares her journey from TV producer to franchise owner to business coach, along with insights from her new book, Start Your Second Act.

They dive into everything from identifying whether your passion project can really become a business to managing financial risks, exploring different business models, and handling the emotional side of career reinvention. Shannon emphasizes the importance of doing your homework—researching the market, testing ideas on a small scale, and being honest about your needs and goals.

Whether you're chasing flexibility, meaning, or a new income stream in your second act, Shannon's here to offer your encouragement and practical advice for building something that truly fits your next chapter!

Key Topics:

  • Shannon Russell's Story (04:32)
  • Hobby vs Business (06:43)
  • "If It Were a Job, I Wouldn't Enjoy It As Much" (11:10)
  • "It's Not Gonna Be an Overnight Success" (16:45)
  • Adding Extra Streams of Revenue (20:54)
  • The Importance of Having a Mentor or Accountability Group (24:33)
  • About Shannon's Upcoming Book (30:20)
  • What Shannon Would Do Differently in Business (33:30)
  • Overcoming Potential Identity Crises When Entering Your Second Act (35:34)
  • Getting Clear On Your "Why" (40:00)
  • Takeaways (42:07)

Resources:

  • Shannon's new book: Start Your Second Act
  • Second Act Success
  • Second Act Success Podcast

If you like what you've been hearing, we invite you to subscribe on your favorite platform and leave us a review. Tell us what you love about this episode! Or better yet, tell us what you want to hear more of in the future. [email protected]

You can find the transcript and more information about this episode at www.takebackretirement.com.

Follow Stephanie on Twitter, Facebook, YouTube and LinkedIn.

Follow Kevin on Twitter, Facebook, YouTube and LinkedIn.

...more
View all episodesView all episodes
Download on the App Store

Take Back RetirementBy Stephanie McCullough & Kevin Gaines

  • 4.9
  • 4.9
  • 4.9
  • 4.9
  • 4.9

4.9

18 ratings


More shows like Take Back Retirement

View all
Afford Anything by Paula Pant | Cumulus Podcast Network

Afford Anything

3,549 Listeners

The Stacking Benjamins Show by StackingBenjamins.com | Cumulus Podcast Network

The Stacking Benjamins Show

1,986 Listeners

Jill on Money with Jill Schlesinger by Audacy

Jill on Money with Jill Schlesinger

1,941 Listeners

Retirement Answer Man by Roger Whitney, CFP®, CIMA®, RMA, CPWA®

Retirement Answer Man

1,310 Listeners

Retirement Starts Today by Benjamin Brandt CFP®, RICP®

Retirement Starts Today

535 Listeners

ChooseFI by ChooseFI

ChooseFI

5,144 Listeners

The Retirement and IRA Show by Jim Saulnier, CFP® & Chris Stein, CFP®

The Retirement and IRA Show

744 Listeners

Stay Wealthy Retirement Podcast by Taylor Schulte, CFP®

Stay Wealthy Retirement Podcast

673 Listeners

Earn & Invest by Jordan Grumet (Doc G)

Earn & Invest

454 Listeners

Ready For Retirement by James Conole, CFP®

Ready For Retirement

815 Listeners

MoneyWatch with Jill Schlesinger by CBS News

MoneyWatch with Jill Schlesinger

426 Listeners

Retirement Planning Education, with Andy Panko by Andy Panko

Retirement Planning Education, with Andy Panko

950 Listeners

Catching Up to FI by Bill Yount & Jackie Cummings Koski

Catching Up to FI

357 Listeners

The Humans vs Retirement Podcast by Dan Haylett

The Humans vs Retirement Podcast

30 Listeners

The Great Retirement Debate with Ed Slott & Jeffrey Levine by The Great Retirement Debate with Ed Slott & Jeffrey Levine

The Great Retirement Debate with Ed Slott & Jeffrey Levine

144 Listeners