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Ready For Retirement

This Is Why Financially Ready People Struggle to Retire

Ready For Retirement

James Conole, CFP®

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

5706 Ratings

🗓️ 22 July 2025

⏱️ 12 minutes

🧾️ Download transcript

Summary

Even with a strong financial plan in place, many professionals find themselves hesitating at the retirement decision—stuck in the cycle of “just one more year.” The numbers say it’s possible, yet the fear of leaving behind a paycheck, a title, or a sense of purpose keeps them working long past the point of “enough.” This episode reframes retirement readiness through the lens of the five dimensions of wealth: financial, time, physical, social, and mental. Financial wealth is just one piece. Ti...

Transcript

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0:00.0

In today's video, I'm going to give you five reasons. It might be time for you to retire right now.

0:38.3

But before I do so, I want to first illustrate why it's so difficult for people to make this retirement decision in the first place. I wrote a lot of people, and I remember specifically a couple years back. I was meeting with an individual who would save lots of money for his retirement. By all measures, by all means, by all objective standards, this person was in a great position to retire. But the challenge was he was in a very high-paying job. He had worked years and years and years to get to this point in every single year he continued to work. He had more stock fest. He had another bonus that he would receive. He would pay more into Social Security. He would max out his 401k. And it became very difficult for this individual to retire. And what I started to realize about this situation is this individual,

0:44.7

much like many of us, was optimizing for one very specific type of wealth. What so often happens

0:50.9

is we look at financial planning, we look at retirement planning, and we think that it's a math problem. And that math problem says the more I can optimize, the more I can improve, the more I can build my portfolio, my savings, et cetera, the better off I'm going to be. Now, this individual got into a point where his financial wealth, his ability to retire, he was there. But it was very difficult to pull himself away from work knowing how much

1:12.3

he'd be leaving on the table. Every year longer he worked, his Bonny Carlo probably good of success

1:17.6

increased. His ending portfolio balance increased. His portfolio balance today increased. So why should

1:23.5

he walk away? Well, I'm going to go over the five reasons I believe this individual should walk away. And as I go through this, I'm going to walk through this through his specific

1:31.2

context, but I think these principles are relatable to all of us. And these principles have to do

1:36.4

with the fact that there's different types of wealth. We need to look at wealth not just from the

1:40.1

financial side, but from a truly holistic standpoint. And the first thing that I would look at

1:44.4

with this individual when recommending that he retire was the concept of time wealth. Yes, we can

1:50.3

look at financial wealth, and that's what we always do. That's your portfolio balance. That's

1:53.7

how much you have in cash. That's your financial position. But time wealth is something that becomes

1:58.5

increasingly more important, the older you get. We all look at Warren Buffett. We say, well, Warren Buffett's a billionaire. Look at how wealth is something that becomes increasingly more important the older you get.

2:01.6

We all look at Warren Buffett.

2:02.6

We say, well, Warren Buffett's a billionaire.

2:04.6

Look at how wealthy he is.

2:05.6

But there's this concept of a time billionaire.

2:08.6

A time billionaire is an individual who has at least a billion seconds of life remaining.

2:13.6

Now, 1 billion seconds of life roughly translates to about 32 years. So those of you

2:18.4

that are maybe 60 years old, if we have a life expectancy of, say, 92, that means you have about

2:23.5

a billion seconds left. So you take a Warren Buffett with a net worth of billions and billions and

...

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