At this point in my life, I look at it like this:
Powerball is just over a billion as of today, $1.2B to be exact. Cash out on it is $551.7M. Let's say I win it Wednesday. I'mma take the cash out option and after taxes (Fed and Michigan) I'm sittin on $323.7M.
With that much money, this is how I'mma handle my family:
Obviously, moms gets more than everyone. $5M-$10M, I'm not 100% sure where it's gonna fall.
My step parents, past and present, each see $1M.
My kids will get $2M-$5M each. Not sure about this one either.
Grandbabies (there's two so far) getting $2M in a trust fund.
I'm handing each of my siblings $2M.
My nieces and nephews get $1M
My aunts gettin $1M
My cousins, and its a whole lot of them muhfuckas, they get either $500k or $750K, I'm undecided.
My cousins' kids... I'mma drop about $100k on 'em... maybe a lil more. Mostly in trust funds 'cause the majority of them are still under 18.
That's as far as I'mma go. And this is purely for the family I know. I got cousins all over the fuckin place that I've never met. We family, but I don't know none of them so they don't get the same treatment as the family I grew up with.
I don't wanna hear SHIT after this. I don't wanna hear about nothing "fool proof", no investments, no nothing. When we at the cookout, let's just kick it and eat. I don't wanna hear no money talk. If you're stupid and blow it, that's 100% on you, don't come bringing ya ass on over thisaway singing sad songs and shit.
With the size of my family, I should still be left sittin' on over $200M, waaaaaay more than enough to retire on and live out my days chillin', doing whatever the fuck I wanna do.
That's just what I would do with $323M. Jay, with his billion or so, could easily hand everyone a check like this and be like "do what you gonna do with this, but don't ask for anything else when it's gone". Then point them to a financial planner as a suggestion on how to manage whatever he gave them.