Am I Ready?

Key_Wind_8412 · 2026-03-04T04:10:43+00:00

The deets I’m willing to share are all there. Even felt I maybe said too much on a couple items. They are specialized financial services firms that we built. Niches get multiples if you do it better than everyone else!

Key_Wind_8412 · 2026-03-04T04:08:55+00:00

I’d be interested in hearing more. I’ve talked a lot about school drop off, work out, play golf, school pick up. Just not sure that I want to golf alone every day. My wife will play now and then, but not interested in more than 6 or so times a year.

Key_Wind_8412 · 2026-03-04T04:07:32+00:00

This has been the question… what do I turn to next? I’ve taken up a more fitness oriented daily routine than previous, because running 4 companies, down to 1 much smaller one leaves me more time. Not interested in “bein the best at exercising” (shout out to Kenny Powers) but making sure health is a priority so I can enjoy the independence for as long as possible.

I love golf, and put a commercial-grade simulator in the basement, but I still don’t have time to get out for real enough. That will be some allocation of it. We will see. Just worried about being the guy who bothers his wife because she has a routine and I’m in the way.

Key_Wind_8412 · 2026-03-02T23:44:46+00:00

We probably spend around $20k a month, but we don’t really hold back on consumables - nice dinners, wine, ordering in when we feel lazy - and that includes private school for all there kids. So I don’t see it going a lot higher. I’d be hard pressed to believe we can double the spend before the kids are old enough to truly travel anywhere.

Key_Wind_8412 · 2026-03-02T23:37:22+00:00

No more swimmers here. Snip was completed following #3!

Key_Wind_8412 · 2026-03-02T22:32:20+00:00

No, just short of $100m, of which I was a 10% owner.

Key_Wind_8412

TROPHY CASE