Feb. 23, 2026

The Biggest Retirement Mistakes People Make (Avoid These!) Jesse Cramer

The Biggest Retirement Mistakes People Make (Avoid These!) Jesse Cramer
Apple Podcasts podcast player badge
Spotify podcast player badge
Amazon Music podcast player badge
iHeartRadio podcast player badge
Pandora podcast player badge
Overcast podcast player badge
PocketCasts podcast player badge
RSS Feed podcast player badge
Apple Podcasts podcast player iconSpotify podcast player iconAmazon Music podcast player iconiHeartRadio podcast player iconPandora podcast player iconOvercast podcast player iconPocketCasts podcast player iconRSS Feed podcast player icon

Join the community built to help you master your money, stay accountable, and reach financial freedom.  👉 Try Master Money Academy free for 7 days today!


In this episode of The Personal Finance Podcast, Andrew sits down with Jesse to explore critical retirement planning decisions—why Social Security isn't just a math problem and the biggest mistakes people make when claiming, when delaying benefits makes sense versus when claiming earlier is smarter, how married couples should think differently than singles, why Roth conversions are both overused and underused, the danger of overly optimistic return assumptions like 12% or 10%, the number one thing retirees get wrong about their own spending, and the most important actions to take 5-10 years before retirement.


Listen to The Business Show here.


Join The Master Money Newsletter where you will become smarter with your money in 5 minutes or less per week Here!


Partner Deals

 


Connect with Jesse Cramer:


Connect With Andrew on Social Media:

Learn more about your ad choices. Visit megaphone.fm/adchoices