The Surprising Regrets of Wealthy Retirees | Root Talks

from Ready For Retirement · host James Conole, CFP®

Retired with millions—but full of regret?In this episode of Root Talks, James and Ari share the real stories no one talks about: wealthy retirees who did everything “right” financially but still feel like they missed out. From sacrificing health and relationships for more savings, to realizing too late that they were planning for someone else’s version of success, these lessons are emotional, practical, and essential.What you’ll learn:Common regrets wealthy retirees confess after leaving workWhy financial freedom means nothing without health, time, or joyHow to avoid estate planning mistakes that burden your spouse or familyWhy intentional living matters more than chasing a numberSimple, high-impact ways to prepare for retirement nowIf you're building wealth, nearing retirement, or want to live more meaningfully today—this conversation is for youCreate Your Custom Strategy ⬇️Get Started Here.Join the new Root Collective HERE!

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Frequently Asked Questions

How long is this episode of Ready For Retirement?

This episode is 16 minutes long.

When was this Ready For Retirement episode published?

This episode was published on May 15, 2025.

What is this episode about?

Is there a transcript available for this episode?

Yes, a full transcript is available for this episode. You can read the complete transcript on the episode page.

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