Those are exactly my concerns as well. Going redundant, i.e. adding more dead-man-switch-services, payed for a year in advance might make it better, but still, not ideal. But where is the difference to a service like Casa Hodl and Unchained Capitals multi-sig-service? It's still a 3rd party...
Does anybody know of more dead-man-switch services?
I mentioned creating bitcoin script as alternative of dead-man-switch services (which rely on 3rd party), it could be great alternative.
The only risks are you're creating buggy script so you, Bob or/and Alice can't spend coin & both Bob/Alice must know how to spend the coin.
I'll search & show few example and references later