Although not trying to solicit any sort of business (just trying to gauge how people are thinking) do you think if someone were to offer you a service to "help you to do cold storage" with M of N addresses (i.e. that needed say 2 of 3 sigs) would that change your mind?
I think a better solution would be to simply hand over your BTC to someone extremely trusted who you believe will not be going anywhere for the term of your sentence and will only return your BTC upon receipt of a very specific password sent at very specific circumstances (that would be easy to replicate, hard to forget, and hard to guess).
I'm currently holding some btc for a sister-in-law because it's too technical for her, and she doesn't know how to manage wallets and backup. The cruxes of bitcoin for the old generation or the non technical savvy crowd.