I don’t know why stuff like this keeps me up at night but let’s pretend you just won some obscene amount and there’s a lot of people you’d like to set up for life. Let’s say after taxes you have $300m in your account
You can give someone up to 18k a year without incurring a gift tax and while that’d definitely be a nice bump to their income, you still have way more money than you know what to do with. So what’s the smartest way to hook them up?
A couple of options I’ve considered are:
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Give them a lump sum of $X million. They eat the taxes the first year and handle the savings themselves.
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Create a company and hire them to “work” one hour a month for a big salary. If you put $25m in an account, the interest covers the salary. They get a steady bonus income with the added bonus of getting the best insurance available. Is that legal?
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Set up a “shared” checking account they can use to pay for…whatever. But would these expenses count towards the gift tax? I do not know.
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Buy houses and let them live there rent-free. I don’t really like this one because I don’t want to be a lord to my friends and family.
For the record, I did not win the lottery. I don’t even play it. I’m just working out the details in a fantasy world for some reason
That seems a bit too secretive for me…both because I would immediately start building a nice house and like you implied, playing puppetmaster like that feels shady.
If the “making them work for it” was in relation to my 1-hour a month salaried position, let me be clear that they wouldn’t actually have to do any work. It’d just be to have a number on paper.
you’re not puppeting anything. you aren’t controlling their behavior if they don’t know that there is a reward. I just want to avoid creating any entitled monsters