He'll be fine if he gets a financial planner and keeps running a business. He should start a business or foundation. Healthcare concerns are done away with because all your company really gives you with it's health care is the fact they've purchased into a group-policy with some company... you could do the same with your extended group of friends if you can organize the thing.

350k/day = 7 years of 50k/year. If he pulls 10 days of 250k/day he's made 50 years of income, or $2.5 million. |I'm really worried for the guy.|