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

Ready For Retirement

Many professionals find that retiring isn’t just about having enough money—it’s about feeling ready to leave behind the structure, identity, and comfort of a career.

In this Root Financial podcast episode, James and Ari explore the emotional hurdles of retiring from a high-paying, high-stress job, even when financially prepared. They highlight the value of aligning retirement with your future self’s goals and priorities, not just your current fears.

Submit your request to join James:
On the Ready For Retirement podcast: Apply Here
On a Retirement Makeover episode: Apply Here

Timestamps:
0:00 - A comment from the Collective
3:03 - A first-day-of-school analogy
4:25 - What would my future self do?
6:47 - Helpful feedback
8:32 - Make sure you're ready financially
10:20 - A life you don't retire from
13:18 - The opportunity cost
16:39 - More words of wisdom
18:44 - Making the decision is the scary part

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Chapters

1. Root Talks: How to Get Past the Fear of Retiring Even When You Have Enough (00:00:00)

2. Introducing the Retirement Dilemma (00:00:02)

3. The Emotional Side of Retirement Readiness (00:01:40)

4. Facing Fear and New Beginnings (00:04:05)

5. What Your Future Self Would Want (00:06:42)

6. Community Insight and Wisdom (00:09:24)

7. Finding Balance and Meaningful Activity (00:14:00)

8. Free Resources and Final Thoughts (00:17:15)