We’re half-brothers – same father, different mother. His mother came into a $10M fortune when his grandmother passed away a few years ago, except she doesn’t technically “own” the money, it’s owned by the grandkids, although she does control it. (I’m a bit wooly on how it all works…it’s called a Dynasty Trust, if that helps.)
I’m permanently disabled, but was able to survive on my own through gov’t handouts, until a couple years ago when the COL freeze made it impossible to afford living on my own. The terms of the Dynasty Trust prevented my Stepmonster from helping me out directly, but instead she purchased this house as an “investment property”, which is allowed. I’m responsible for paying enough rent to cover the cost of property tax & HOA fees, which basically works out to just about what I can afford. Roomie has his own room here, but was living elsewhere until the end of this summer when he moved in full-time, while he’s finishing up his college degree at the local university. Phew, amazing that I described all that in one paragraph. 
That would be nice, since currently he’s paying exactly…nothing!!! It’s his house you see…but forget about explaining the realities of property tax & whatnot, that argument always ends in tears.
Well, the issues with “doing nice things” comes mainly from my mother’s side, so that’s part of the impasse there, since his maternal upbringing was completely different. Still, I question sometimes the concept of “expecting” other people to do unexpected nice things, and then getting pissed off when they don’t do them…because if you expect people to do such things, they can’t be unexpected, right?
And besides, I’m mainly just venting here. I’ve been in worse roommate situations before, and I’ve heard of situations which were much, MUCH worse. In fact, it’s times like this where I search through old posts about Roommate From Hell stories, so I realize my situation isn’t quite so bad…heck, for all I know, he may be doing the exact same thing!