I thought he always just said he put his taxes on his CC for points and then paid them off. That's really not the same as the more negative connotation of "maxxing" them out. Though I do agree with you that he's more savvy than he lets on and really, that's fine with me. I cannot stand any of these vloggers but I don't exactly think the viewer is entitled to a) knowing what they do in the bedroom [see Natalie saga] or b) loom over their shoulder while they're balancing their checkbooks.Adam is a college drop out (1 semester or less I think?) and had a career in retail where I think he never rose to management. So he was making peanuts in a dead end job. Even though he's talked about maxing out his credit cards to pay his taxes I suspect he is more financially savvy than he lets on. The pouring everything into Disney stock if true and if timed at the beginning of the pandemic might make him a tidy sum of money. DVC isn't a great investment but he can likely write most if not all of it off on his taxes as he is using it you produce his videos. I can see DVC working out for people who bought in early or just buy the points as a way to get a better on property experience.
Going back to his rambling video he mentioned going a giveaway later this year. If he comes through with this and it isn't tied to some merchandise sales (see a ton of car vloggers pulling this BS) I will be impressed. Hitchcock would be (mildly) proud.
I know you didn't mention this specifically but tying into the whole "money talk" - like people always love to point out - and for as much as I hate hate hate superchats, patreon, merch sales, etc. - people can do what they want with their $$ and who they throw aka waste their hard-earned dollars on to support. But the viewer doesn't need to know a vloggers' financial history.