Inappropriate, as well as uncomfortable to watch, like some of the Gay Pope's other stuff, but it was short and the guy didn't seem too upset about it. If this rich guy is shielded by the wealth that CoS is carefully milking, maybe no one is ever confronting him in any way about Scientology. In that respect, saying something could be better than nothing, but in this case probably not.
Unfortunately, I think what the GP said would be the kind of thing which would drive him deeper in, if anything, because he'd be willing to pay anything for people to be kind to him, offer some encouragement, and treat him nicely, which is what he's probably getting already from Scientologists.
At this stage of his life, I don't think they'd be making him feel guilty for "pulling it in" or making him repeat courses, as much as they'd be offering encouragement and hope, by indirectly coaxing him to believe that while there are no super powers to take away his illness, he can help save the whole planet by donating a bundle.
It would have been different if the GP had teased him at the point years before, when he may have still wanted to continue working for CoS, but they didn't want him around because of his condition. He's long past that now.
Although it's much easier to formulate these things in hindsight, and GP shouldn't have just been stuck in his mocking mode (appropriate when someone is wearing a superman costume or on a horse, reenacting the glory that was Scientology during the time of King Arthur or whatever) if he could have said in a matter of fact or kindly manner, something like, "You know, L. Ron Hubbard was in very poor health a few weeks before he died, and David Miscavige and Dr. Denk, his personal physician, went to Reno to gamble during which time LRH had a stroke, and no one was there to help him medically. He died two weeks later at the age of 74. I hope that if you ever need help or someone to be with you in a time of difficulty, you have some family or friends who care about you, because the only thing Scientologists are really interested in is your money."
Or, even saying just, "You know, the main thing Scientology wants from you is your money."
It made me think of Part 3 of Chris's video interviewing former Sea Org member, Robin, and how when she was working as a tour guide in the Hubbard Life exhibit for a few months, only one person asked a probing or uncomfortable question about LRH, in this case, about how many wives he had. So there are many Sea Org workers who live such insulated lives they are never challenged or engaged in any kind of conversation about Hubbard's life or Scientology. This kind of behavior, along with people who politely decline to take a free personality test, just reinforces the myth to Scientologists that the public is not educated, and doesn't understand the benefits of Scientology. That's what they see as the main problem in the world. Any problems they see in Scientology or the Sea Org will correct themselves once more people are clear, and not producing so much suppression. Never mind that many of them are not clear yet.
Asking the right questions..."Are you really free, when you have to be so careful that you might encounter entheta on the Internet, like real facts about the life of your founder, L. Ron Hubbard? And where is Shelly Miscavige? She used to be at Scientology events, and it's like she disappeared?"
So what GP should try to think of is, if I were this old guy and feeling pretty crappy probably, but firm in my "certainty" that my eternity was in Scientology, how would I like to be treated? What could a critic of Scientology say to me that might make me question something or think about something in a different way? In other words, the old Golden Rule. Trying to "shatter" a person by mocking them doesn't work any better than when Scientologists do it. Most people who do that just end up feeling embarrassed they did.
The reason I mentioned mentioning LRH is that since guy is getting to be in that same age group, it would be something to think about. He might be curious about how much LRH suffered near the end of the life, with his great powerz, and why that was. I don't think it is too late for this guy to start being suspicious, especially if he's getting regged a little too hard, that what Scientology is mainly after is his money.
The more wealthy and old a Scientologist is, the more impenetrable they will be. But it's not too late to get through to the young ones, and all the people who may be reaching a particular stage, it's just very unlikely this guy is at that stage.