If I had 30 million, I would put half into a Vanguard index fund as soon as the market pulled back a little ways. I would then put 5 million into Fidelity Contrafund. Another 5 million I would maybe spend on something like some class A shares of Berkshire Hathaway. I would put put the remaining 5 million into a higher-interest bearing money market fund, and I would live off that while paying off my debts like my mortgage and credit cards.