Other than his collector car collection as a bit of a spendthrift hobby he is probably high net worth.
Maybe he doesn't have the energy for it, however, you are sick of Hollywierd's mental totalitarianism? Good, ban together with all the other conservative in LA LA land and come up with a major studio in a State like Michigan, ( or OH, PA, WI ) that would welcome you and your cash with open arms. More importantly, you can do good works without all that tension that borders on a hostile work environment.
It is time Tim, ( If you are lurking...).
I remember a long ago piece where he went on Letterman, presumably to talk of recent work..maybe a movie he was working on at the time. Once in the chair, letterman grilled him aND poked fun at him for spending time in prison. I flat out hated letterman for certain after that. I love the idea of Allen and conservative Hollywood forming their own studio..that would be cool to see.