Dan Caplinger
speaker
1,715 appearances
16 recordings
4 series
first heard Oct 2023
last heard 18 Sep
Dan Caplinger’s voice in public audio — every appearance, attributed to the second.
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recordings per month · last 12 monthsRecordings per month over the last 12 months — 15 in all, peaking in Nov 2025 with 3.
Appearances
Well, bro, I'll tell you, the way I'm approaching the situation is the way that I approach most of my work, which is by overanalyzing and overthinking and going back and forth to try to figure out how to weigh all the factors.
Because there's so many factors.
There's emotional factors.
There's financial factors.
There is personal life and personal lifestyle factors, all kinds of stuff.
And there's so much uncertainty that it is the thing that I've learned here is that whenever I make a final decision, when that day comes, I'm not going to be a hundred percent certain that it's going to work out.
It's going to be a jump into the void and you just kind of have to have the faith that it's going to work out.
And that's kind of what I'm trying to build myself up to at this point.
Oh, I've got spreadsheets out the wazoo, bro, which should surprise you, not at all.
And I've been tracking them throughout my career.
And so I can go back and look at what I've done in the past, how it's gotten me to where I am today, what it is likely to bring me to in the future.
And I feel confident about the projections that I've made, that they're as good as I can make them, but there are still all these...
unknown unknowns out there that you have to somehow account for.
And the way that I've done that is to try to give myself as many additional escape valves, as many, I call them slush funds, almost of kind of extra pockets of money that are dedicated for certain things that like, if I need more money in one area, it'll be there.
It won't necessarily affect the
my regular budget and I try to use spreadsheets to figure out where I'm gonna be with my investments and what effect changes in how I invest might have on what my future looks like.
I do use some online calculators.
The social security websites calculator for social security has been extremely helpful.
In addition, there are some calculators on the Motley Fool website that I've used really just to kind of double check my numbers on my spreadsheets and also to try to get some additional insight on
Kind of what the established financial community would tell me is the right answer.
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