1.) Keep my job, wife quit hers - I like it, benefits, keeps me busy
2.) Max all obvious tax shelters each year (HSA, IRA, Roth IRA, etc) (~50K with wife)
3.) Shop about 8.5-9 mill to find the best hedge fund for my tastes.
4.) Payoff student loans and other immediate family debts, mortgages, etc. (~150-650K)
5.) Make a lifetime pledge (~1mil) to Ahearn Fund that guarantees me box/floor seats to anything ($50-75K per year tax write off)
6.) Expand/renovate house - adding 2 more garage spots (~$200K)
7.) Buy ski-in/ski-out property in Breck/Avon/Vail (~$200K downpayment, 75K per year)
8.) Buy a lake house and boat ($150K, downpayment & boat, 50K per year)
9.) Buy a Porsche 930 (75-80), C3 corvette 454 (69-71), CTS-V (daily driver) and wife a Land Rover. (200K)
At a modest 5% Rate of return and incurring abotu $250K in additional annual expenses from all the baller crap I bought, I'm still sitting pretty with 20 mill in the bank when I "retire". Bump the return up to 10%, and I'm at $100 mill.