About this episode
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 work Why financial freedom means nothing without health, time, or joy How to avoid estate planning mistakes that burden your spouse or family Why intentional living matters more than chasing a number Simple, high-impact ways to prepare for retirement now If you're building wealth, nearing retirement, or want to live more meaningfully today—this conversation is for you Create Your Custom Strategy ⬇️ Get Started Here. Join the new Root Collective HERE!