Re: When I win the lottery....
Thanks for the reminder - I want to get a ticket or two today!
If I won, the first things I would do are to contact a lawyer/financial planner and do a lot of the stuff you guys already mentioned. I would continue to work for a month or so till it is all set. Once I go to claim the prize, I walk out in a blaze of glory, giving everyone a $100 bill. Because I'm a giver.
Then, I would sell my condo and buy a place in the city somewhere really nice. Buy a big house down the Cape for me and my family to use. Buy houses for my brothers. Set my nieces up with trusts/college funds. See if either of my brothers want money to start a new business venture, etc.
I would donate a large amount to my alma mater. The Communications program, the University, the athletic department and then obviously the hockey program. I would go to my church and tell them I am paying off the mortgage and set up an annual operating budget of sorts for them. HOWEVER - in exchange for me doing this, I am telling them I want to oversee the parking lot. I will re-pave it, have new parking space lines painted and then I am going to hire a tow company to sit there every Sunday to tow anyone of those idiots who drive in and park where they're not supposed because they think they can. I want the power to do this on a weekly basis until they learn. People who get towed will have to not pay the tow company but make it as a donation to the church and then I will pay the tow company to let their car out.
I will have my hairdresser come to my house every morning to do my hair. Well, maybe not every day, but many. I've already told her this - ha!
Of course, will help out other family members, that's pretty standard. Too much other stuff to think about. I'm sure I'll figure out other things to do. Give me some time!!