Alcor/CI will dispense with the money according to your instructions if there's no chance of cryopreservation. The only difference between relying on this and re-purposing in time is that if you do die young in a cryopreservable way, you get the wrong outcome.

Also, sorting out cryonics is hard enough when you're not terminally ill.

(I can't remember if we actually know CaptainOblivious2's gender - am following your example)