Lpt: make friends with people at risk of Ctrl+Alt+Deleting themselves and offer to pay for their life insurance for a few years.

Either having a friend will save them or having someone who will actively profit from their death will make them live just to spite you, or you get $250k profit and the knowledge you made someone's last days a little bit better.

Absolute worst case you're out $2k but you get a good story to tell for it.