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Ready For Retirement

5 Things Retirees Regret - And What You Still Have Time to Get Right

Ready For Retirement

James Conole, CFP®

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

5706 Ratings

🗓️ 24 June 2025

⏱️ 13 minutes

🧾️ Download transcript

Summary

After working with hundreds of people navigating retirement, we’ve seen a clear pattern: the biggest regrets aren’t about money. They’re about meaning. Too often, people retire from something—but never toward something. They solve the financial side without planning for the life side. And that leads to some common regrets: No clear purpose after work: Retirement without direction quickly turns from freedom to restlessness.Neglecting health too long: Wellness is what fuels the retirement you’v...

Transcript

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0:00.0

I've had the privilege of working with hundreds of people as they've prepared for and entered

0:04.0

their retirement years over the past dozen plus years or so. I've seen the good that comes

0:08.2

with this, and I've seen the regrets that people have when they don't do things right or

0:12.2

when they don't prioritize the right things ahead of time. And what's most interesting to me

0:15.7

is these regrets typically aren't financial related. They have everything to do with time,

0:20.8

relationship, relationship,

0:21.3

purpose, and those are the things I want to talk about today. There are five of these

0:25.0

regrets I see most commonly and it's these I want to share with you today because

0:28.5

if you are watching, it means there's still time. There's still time to understand what

0:32.7

these regrets are so that you can take steps to avoid them as you plan for your future.

0:37.1

The first regret that I see is people plan for their retirement, but they don't actually plan for life after work.

0:43.3

In other words, they knew when to retire, but they did not know what to retire too.

0:47.3

The reason this is so common is we have this misconception that retirement is all about getting the numbers right.

0:52.3

It's a math problem to be solved.

0:55.3

Do I have enough?

0:56.7

How do I allocate my portfolio?

0:58.4

How much can I take out each month?

0:59.8

And yes, those are very important.

1:01.7

But that's only half the equation.

1:04.9

The other half of the equation is what are these numbers actually doing for you?

1:06.9

What are the withdrawals doing for you?

1:09.3

What does the life well lived look like for you?

...

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