And if you're a Warden? You know what channels to go through in order to obtain those things.

If you're an Inmate? You need to EARN those things. You don't get to give instructions on what to do in your absence, that's essentially saying it's all right for them to continue living the life that got them here in the first place. Being dead means you're dead and until you earn your wings you don't get to negate the whole thing.