I know a lot of people find discussing or calculating inheritances to be rude or inappropriate, but one side of my family has always discussed such things openly. "When I die you get this, so and so gets that. There's this much to go to this." Of course there are wills and POAs in place, but it was never a secret or anything. Then on the other side of the family it was, Don't ask don't talk about money or finances etc.
Maybe the OP is calculating an inheritance, but if Grandpa @ 100 is still mentally sound I would be asking the questions about, is the right paperwork in place to handle his medical and financial wishes should something happen to his ability to make those decisions. In the process of making sure that hospice nurse Sandy who flirts with Grandpa doesn't abscond with millions of dollars, the OP should get actual answers to the question. (as far as my example goes with Sandy, my wife watches too much True Crime TV).