All Episodes

July 2, 2025 24 mins

Some financial strategies sound really smart…until they aren’t.

In part one of this special two-part series, we’re diving into real stories from personal finance pros who once made money moves that seemed like great ideas... but turned out to be anything but.

You’ll hear honest reflections from:

  • Diana Merriam (EconoMe) on the allure, and pitfalls, of credit card churning
  • Jesse Cramer (Personal Finance for Long-Term Investors) on rethinking Roth conversions
  • Joel Larsgaard (How to Money) on why 529 plans aren’t always the no-brainer they seem

I’ll also share my own story of trusting the wrong financial “expert” and how it led me to open a whole life insurance policy I didn’t need.

We’ve all made money moves we later questioned. This episode is here to help you learn from them and avoid making the same ones.

Key Takeaways:

  • Whole life insurance isn’t the wealth builder it’s often sold as.
  • Credit card churning can be more trouble than it’s worth.
  • Roth conversions aren’t always a smart tax move.
  • 529 plans can limit financial flexibility.
  • Even smart-sounding strategies deserve a second look.
  • Mistakes are part of the journey - learn and keep going.


More of Our Guests:

Check out Diana’s EconoMe Conference at https://economeconference.com/

Listen to Jesse’s podcast Personal Finance for Long-Term Investors at https://bestinterest.blog/personal-finance-for-long-term-investors/

Listen to Matt’s podcast How to Money at https://www.howtomoney.com/


More of FI Minded:

Email Justin at Justin@FIMinded.com

Connect with Justin on LinkedIn: https://www.linkedin.com/in/justinleepeters/

Mark as Played

Advertise With Us

Popular Podcasts

Stuff You Should Know
Dateline NBC

Dateline NBC

Current and classic episodes, featuring compelling true-crime mysteries, powerful documentaries and in-depth investigations. Special Summer Offer: Exclusively on Apple Podcasts, try our Dateline Premium subscription completely free for one month! With Dateline Premium, you get every episode ad-free plus exclusive bonus content.

On Purpose with Jay Shetty

On Purpose with Jay Shetty

I’m Jay Shetty host of On Purpose the worlds #1 Mental Health podcast and I’m so grateful you found us. I started this podcast 5 years ago to invite you into conversations and workshops that are designed to help make you happier, healthier and more healed. I believe that when you (yes you) feel seen, heard and understood you’re able to deal with relationship struggles, work challenges and life’s ups and downs with more ease and grace. I interview experts, celebrities, thought leaders and athletes so that we can grow our mindset, build better habits and uncover a side of them we’ve never seen before. New episodes every Monday and Friday. Your support means the world to me and I don’t take it for granted — click the follow button and leave a review to help us spread the love with On Purpose. I can’t wait for you to listen to your first or 500th episode!

Music, radio and podcasts, all free. Listen online or download the iHeart App.

Connect

© 2025 iHeartMedia, Inc.