Alexa, buy local newspaper.
Alexa, look in obit section.
Alexa, am I there?
If yes, trigger [doomsday machine]
Else, make coffee;
Repeat daily 7 am until [doomsday machine].
Just sayin', another way to get away with stuff is to become terminally ill with an expiry date. If you commit a messy crime but have only two months to live, will they even bother to try you?
Also, it seems in the interest of the company to deliver none of the messages. If a message is damaging, they might get caught up in messy legal muck. "We just did what we were told" may not cut it. Contrariwise, the person to sue them for non-delivery is a dead hand. And foot. IANALBIPADOOOTI