I don't think this is a creepy subject at all, it's just a necessary one. Similar to a previous poster we keep a file with all our financial and insurance info in our safe and let everyone in the family know where it is.
Beyond that, this past year, we sent a letter to our close family members to let them know how to handle things when (not should, remember we all go) die. We told them to have our remains cremated where ever we are in the world, not to have a memorial service and basically do whatever is easiest and best for them. We'll be dead, we won't care. We wanted to make sure they had no guilt about any of this process. Have fun with the insurance money!