In your example there is very strong inclination to kill yourself the day before 75th birthday, and very strong inclination to 'spend' all the money trying to save you after that suicide attempt even if it is 100% hopeless (better to put money through the hospital than to give them away to next of kin). Note: you can't reliably recognize suicide. The worst forms of suicide (closing eyes and steering onto opposite lane on the road for example) are indistinguishable from accidents, and so you will treat accidents as suicides or suicides as accidents.

A sensible policy really needs to avoid discontinuities and special cases.