Sep 30, 2026 · 22 min · 13 segments
In this episode, Will discusses the critical steps retirees should take to monitor their financial health during the first year of retirement, drawing parallels to a pilot checking instruments during…
Will HoffmanHost
Today, we're gonna talk about that first year of retirement and what you're monitoring, what you're looking at, what you're checking, what gauges you're looking at, what speed you should be going, all of those things to make sure things are going on schedule and so that when a emergency happens, when things aren't flying smoothly...

There are going to be times from a financial standpoint when things aren't going smoothly.

After twenty-three years in this business, I've experienced all of those market fluctuations that you have.

Actually, um, last year, or th-this year, earlier this year, I had the privilege of meeting astronaut Scott Kelly.

Now, astronaut Scott Kelly, you may remember, spent about a year at the International Space Station being tested to see what space does to our bodies.

And you know what he's not doing during a shuttle launch? He said this, "I've never looked out the window," because he didn't get distracted about what was going on out the window.

I was kinda bummed for him 'cause I think [chuckles] looking out the window during a shuttle launch would be pretty freaking cool.

He stayed focused on the, the instruments and things to make sure that the shuttle launch happened, and he was looking at things when he was supposed to.

So we're gonna talk about when, on a monthly, quarterly, and annual basis, you should be looking at things so that when the market doesn't cooperate, when spending is a little bit different, when a family member comes to you and says, "Things aren't going as planned.

I could use a little help," you are prepared to act the way you wanna act and the way you wanna be retired.

I can't tell you how many times the market has done one thing and the phone has rung, and it may not feel like an overreaction at the time, but in the grand scheme of a thirty-year-long retirement, it can tend to be an overreaction, especially in those early years of retirement.

Today, we're gonna talk about that first year of retirement and what you're monitoring, what you're looking at, what you're checking, what gauges you're looking at, what speed you should be going, all of those things to make sure things are going on schedule and so that when a emergency happens, when things aren't flying smoothly...

There are going to be times from a financial standpoint when things aren't going smoothly.

After twenty-three years in this business, I've experienced all of those market fluctuations that you have.

Actually, um, last year, or th-this year, earlier this year, I had the privilege of meeting astronaut Scott Kelly.

Now, astronaut Scott Kelly, you may remember, spent about a year at the International Space Station being tested to see what space does to our bodies.

And you know what he's not doing during a shuttle launch? He said this, "I've never looked out the window," because he didn't get distracted about what was going on out the window.

I was kinda bummed for him 'cause I think [chuckles] looking out the window during a shuttle launch would be pretty freaking cool.

He stayed focused on the, the instruments and things to make sure that the shuttle launch happened, and he was looking at things when he was supposed to.

So we're gonna talk about when, on a monthly, quarterly, and annual basis, you should be looking at things so that when the market doesn't cooperate, when spending is a little bit different, when a family member comes to you and says, "Things aren't going as planned.

I could use a little help," you are prepared to act the way you wanna act and the way you wanna be retired.

I can't tell you how many times the market has done one thing and the phone has rung, and it may not feel like an overreaction at the time, but in the grand scheme of a thirty-year-long retirement, it can tend to be an overreaction, especially in those early years of retirement.
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