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

Ready For Retirement

James Conole, CFP®

Investment Planning, Bonds, Education, Stocks, Cash, Business, Dividend Investing, Retirement Planning, Retirement, Investing, Tax Planning

5 • 706 Ratings

🗓️ 3 April 2025

⏱️ 22 minutes

🔗️ Recording | iTunes | RSS

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Summary

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 Jam...

Transcript

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0:00.0	This is another episode of Ready for Retirement.
0:05.0	I'm your host, James Cannell, and I'm here to teach you how to get the most of the life
0:08.0	with your money.
0:09.0	And now, on to the episode.
0:11.0	All right, you and I know there's a big difference between being financially ready to retire
0:17.0	and actually being ready to retire, which, of course, extends beyond just financial.
0:22.4	And that's what we're going to talk about today.
0:23.6	We actually have a comment from someone in the Root Collective, which is asking that exact
0:28.5	question of, look, I've run the numbers, I'm ready to go, I have enough, but I can't
0:33.6	bring myself to not just leave my job, but leave my high stress job that also happens
0:40.4	to be very high paying. And this is a predicament we see time and time and time again of we work
0:46.1	all our lives thinking that as soon as we have enough money, we're going to call it quits,
0:50.3	we finally get there. And it becomes very difficult to actually pull the trigger and call it quits.
0:56.3	Will you read for us the question, not the question, but the comment that's in the root
0:59.5	collective?
1:00.5	I will.
1:01.1	And for those who do not know what the root collective is, it is our free community.
1:05.1	So you can go join this and see exactly what we're looking at under the tab that we call the
1:10.3	what I wish I knew earlier.
1:11.9	And this comes from D.T. Lyons, who says,
1:14.5	taking the big leap.
1:15.8	Curious to hear from others that have stepped away from high stress, high paying career and retired early,
	...

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