To Infinity… and Beyond! What Toy Story Teaches Us About Retirement

To Infinity… and Beyond! What Toy Story Teaches Us About Retirement

July 1, 2026 · 1h 11m

About this episode

The episode explores retirement lessons from Toy Story while addressing listener questions and sharing experiences related to the World Cup and New York City.

The original Toy Story came out 30 years ago, which means some of you took your kids to see it in theaters. Now you can bring your grandkids to see the latest one. Before you do, we thought it would be fun to revisit some of the iconic moments from the franchise and see what they say about your retirement. Matt and Sam break down memorable Toy Story quotes like "To Infinity and Beyond," "You've Got a Friend in Me," and "This Isn't Flying... It's Falling with Style" to uncover practical retirement planning lessons about long-term thinking, guaranteed income, purpose, and avoiding common financial pitfalls. They also answer a listener question about retiring before age 59½, discuss the excitement of experiencing the World Cup in Kansas City, and wrap up the show with another Retirement Ride Along featuring some of their favorite hidden gems in New York City. Here's some of what we discuss in this episode: Get-to-know-you questions: Favorite animals, irrational fears, movie characters (4:39) Quotes of the week from Benjamin Franklin and Katharine Hepburn (15:14) Main topic: What Toy Story teaches us about retirement (16:39) Mailbag: Can I retire before age 59½ without penalties…

People in this episode

Hosts: Matt, Sam

Mentioned in this episode

Books & works: Toy Story

Places: Kansas City, New York City

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