Set up trusts for those I care about. Donate 10mil to charity (like St Jude’s). Take 5 million and just spend as I see fit (which probably means I’ll end up with 4.5 million sitting there for a while. The rest I’d invest and live off the interest and dividends.

I’ve thought a lot about this :)

For me I’ve always loved flying, and have wanted to get my pilots license since I was a little kid. So the first thing I’d buy would be a little Cessna, and then I’d take my time and do a “road trip” to see the whole country by air.

We have a whole plan for this, not because we actually believe it’s going to happen, but because it’s fun to think about.

Plan involves

1. Gifting close family members wnough money to pay for their mortgages and other debts
2. setting up an investment envelope from which we can gift shares, which will pay yearly dividends and gifting those to family members. Idea is to ensure everyone will have some money to spend, but prevent squandering of the money.
3. I would probably start my own company, have a few ideas. Wife would probably move to working part time (it’s fun to work, but it’d be nice to work a little less)
4. There is an ancestral home of my family which we have not had the money to maintain, I would hire people to fix it (and probably spend time fixing it myself)

Mmm… eternal poutine fund…

Beyond food for myself, I’d love to pay for programs and services I’ve graciously been given access to like WinRar, Wikipedia, The Internet Archive… People have shared with me and made my life better, I’d love to return the favour en-mass.

I’d invest everything else into supporting educational endeavours.

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Get a second car for my family and buy a house… God damn this feels bleak.

I live in a co-op, we currently have two houses but we unfortunately rent both from landlords. We’re hoping to eventually buy properties, either our current ones or something else, but it’s very hard with the current market and of course the fact that most of us aren’t very high-earners to begin with.

With $100M, screw buying, I am getting a custom designed and built co-op! Features like industrial kitchen, many varied common spaces, and just being able to own our property and be saved from the landlord rent greed. I have to imagine I’d have plenty of money left after, but this is the top of my list for sure

$100 USD worth of lottery tickets. It’s like using your final wish to ask a genie for infinite wishes, right?

s/

I’d start with a car, probably something cheap like a 2022 honda civic or ford focus or something. Then i’d pay an accountant of some kind to tell me where to invest it so I could never work again. My guess would be it’d be mostly in like, a 401k or an ETF or something. I’d go out of my way not to take money out of the big sum, the interest should be enough to live off of alone.