I'm putting an asterisk next to Karen and Miles. For me, they need to be together for another year and a half to call that a success, she moving MAAAAD slow with him, plus he don't put his foot down fast enough.
Second, I think people read Brett all wrong (including others on the show with them). His biggest mistake is overusing sarcasm. He has to dial it back, but I think he had good intentions. Olivia kept missing his cues. She can't let go and has trust issues. She's too rigid of a personality, and with someone like Brett, it makes him look like an a hole, when all he wants to do is work with her. They STILL didn't address the money conversation, that ruined it. They simply have 2 philosophies on money, and she made him feel judged about him not making as much money as her. That's why he said he didn't "feel safe". He felt judged, and she didn't want to feel judged for spending her money they way she wanted, despite her debt. So that's where they got stuck and never fixed it. Sad really.