If I were Filthy Rich
By Moo-Dog420+11 Friends & family
The first thing I do when I get the big one is, before I even purchase anything, completely clear any and all back taxes I have against me and set aside what I will need the following year for taxes.
Immediate next thing is to gather my aunts (2), uncles (1), grandmothers (1) and moms tax information and completely clear all back taxes and loans they have. I will be clear to them that, "This is not a hand-out, it's a hand-up." Now they don't have to stress about any money they owe and can completely focus on finding their true selves and being the best person they can be. (My family has drama issues being almost all females, more focused on everyone else's issues than their own.)
I'd buy an acre of land on my grandmas property, on the far side of her pond, and I'd have my mom design her perfect little dream house. 2 bed, 1 bath, self-sustainable energy. (I'm not getting her a car immediately; my grandma has done that a few times and it hasn't gone well. I'll likely get her something the following year or so though.)
Next I'd finish paying off my cousins house, my other cousins truck, and I'd get my youngest brother his dream truck (likely a restored OBS Chevy or something), but I'd tell him that this vehicle is ONLY to be used for work, period, not a daily driver. (He loves to do roofing with his dads little father-son company and he has a bad habit of getting cheap trucks on marketplace and utterly beating them up, jumping them across the road, off-roading/mudding, redneck shit, but still uses them as his daily driver/work truck cause that's all he's got. I feel if I get him a bad-ass truck for work that it would really help the company out and I know he'd respect the truck completely as it is his dream truck.) I'd find out what my brother on my dads sides dream vehicle is and I'd get something close but I'm not getting him a supercar or anything like that.
I have a few friends that I would like to pay any and all back taxes/debts/loans they may have so they don't have that looming over their heads any longer and they can focus more on their aspirations rather than how they are gonna get out from under their debt.
Then I'll find a run-down motel in a promising area here in Florida and renovate it to be a themed AirBnB with each room being a different theme. I'll have a few people I know help me out with the labor in exchange for them choosing a theme for a room and they can live there rent free for at least a year. (Rooms will be combined by removing the dividing wall to make it more of an apartment style AirBnB.)
Lastly, for now, I have 3 friends throughout the country that have small businesses, plus my brother's business in NY. I would find out what they would need to get their business to the next level and I'd do that thing and invest in their companies.
I have everything planned out for all the money I'm winning; this is just the first months-ish timeframe.
Recent responses
+11 @poop_drunk Another way to do it is decided how much of your winnings go to friends and family, put that money in a trust and let them spend it as they see fit. It helps prevent you being seen as an ATM and there is 3rd party control over the money so you are not the "bad guy" telling them no to thinks.