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Ready For Retirement

When Saving Becomes a Habit You Can’t Turn Off | Root Talks

Ready For Retirement

James Conole, CFP®

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

5706 Ratings

🗓️ 20 November 2025

⏱️ 16 minutes

🧾️ Download transcript

Summary

Some retirees have more money than they ever imagined… and still feel guilty buying the $5 M&Ms. This episode is for the lifelong savers who nailed the retirement planning side—maxed out accounts, invested consistently, hit their “number”—but feel stuck when it’s time to actually spend. James and Ari share real client stories of multimillionaires who still walk past convenience to save a few dollars, not because they need to… but because the “always save” habit is so deeply wired in. In t...

Transcript

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0:00.0

Maybe $3 million right now, would you be upset?

0:02.5

Or not.

0:03.0

Do you think many people would be upset?

0:06.1

I hope not.

0:07.1

I would hope not as well.

0:09.5

But one thing that happened is I asked a woman, hey, tell me about your retirement.

0:14.1

She said she's really upset.

0:15.6

She had $3 million.

0:17.1

I said, well, that's interesting because there's a lot of people I know who would love to

0:20.2

have $3 million.

0:22.0

And I just want to learn more about that. She said, you just don't get it. I said, that's correct. Do you mind sharing? And she said, well, I no longer have the ability to travel to the degree I want because my health isn't in a great position. I said, okay. so why don't i'm thinking thinking in my head, why don't you fly first class then?

0:38.3

You have saved well. She goes, yeah, you're missing the point. If I had two million dollars,

0:44.1

I could have done everything I wanted in retirement. And so I'm trying to connect the dots. I'm a

0:48.9

younger advisor at this point, still going, okay, well, she has three million. I know she says two

0:53.7

million's okay. What am I

0:54.9

missing? And she said, I just worked the last five years and markets did well. So my two million

1:01.0

became three million. And I was sitting the entire time and I want to be able to hike and travel.

1:07.2

And I remember her telling me about her big goals and how now she's just not able to do

1:11.4

them and it really struck me as here's someone who saved and invested well arguably too well

1:16.6

who now cannot do all the things she wanted to do even though financially she's in a good

1:21.7

position so what we're talking about today is how do we switch that mindset from being a saver to a spender and how do we

1:29.6

think about maybe the efficient time to do so yeah there's nothing that's i shouldn't say there's

...

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