If I won say $30m, I would pay off my PPOR, buy a weekender acreage in the blue mountains. I would then pay off my friends and families mortgages or if they were renting, pay for a house for them of their choosing.
I would donate a bunch to charity including animal rescue organisations, and donate some to Sim to upgrade the somersoft servers and forums
I may also buy a project car to work on
(1984 Alfa Romeo GTV6) and make reliable for some motorsport fun.
Apart from that, the rest would be invested and I would keep on working as I love what I do.