Root Talks: How to Get Past the Fear of Retiring Even When You Have Enough

Early Retirement - Financial Freedom (Investing, Tax Planning, Retirement Strategy, Personal Finance)

Content provided by Ari Taublieb, CFP®, MBA, Ari Taublieb, and MBA. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Ari Taublieb, CFP®, MBA, Ari Taublieb, and MBA or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

7M ago 21:10

MP3•Episode home

You've run the numbers. You have enough saved. Your spreadsheet says you can retire comfortably. So why can't you pull the trigger and leave your high-stress, high-paying job behind?
This struggle represents one of retirement planning's most challenging psychological hurdles. After spending decades accumulating wealth and building a career identity, many successful professionals find themselves paralyzed when the time comes to actually step away—even when financially prepared to do so.
Our conversation explores this common predicament through the lens of a Root Collective member who knows they're financially ready but can't seem to make the leap. We dive into how our brains process major life transitions, why we tend to see future versions of ourselves as different people, and how this affects our decision-making. Just as starting preschool, college, or a new job feels intimidating, retirement represents a significant unknown that naturally triggers hesitation.
The discussion moves beyond simple financial calculations to examine what we're really sacrificing by postponing retirement. While the opportunity cost of leaving unvested compensation on the table is obvious, the opportunity cost of continuing in a high-stress position—measured in health, time, relationships, and experiences—remains harder to quantify but potentially more valuable. We share perspectives from community members who've successfully made this transition, including practical advice on how to structure your finances and mindset for a fulfilling post-career life.
Connect with our Root Collective community to learn from others navigating similar transitions and discover resources to help make your own retirement decision with confidence. What would your 85-year-old self advise you to do today?

Create Your Custom Early Retirement Strategy Here
Get access to the same software I use for my clients and join the Early Retirement Academy here

Ari Taublieb, CFP ®, MBA is the Chief Growth Officer of Root Financial Partners and a Fiduciary Financial Planner specializing in helping clients retire early with confidence.

Chapters

1. The Financial vs. Emotional Readiness Dilemma (00:00:00)

2. Making the Leap from High Stress Jobs (00:02:47)

3. Remembering Life's Scary Transitions (00:06:15)

4. Community Insights on Early Retirement (00:11:07)

5. The Hidden Opportunity Costs of Working (00:14:23)

6. Resources to Help Make the Decision (00:18:30)

292 episodes

#Trading #Entrepreneur #Business #Investing #Retirement Planning #pAri Taublieb #Careers #MBA - Early Retirement Specialist (Financial Freedom #Retirement #Early Retirement #Personal Finances #Stock Investing #Real Estate Investing #Save On Taxes