Oh, what Raven did was absolutely rude. She's kind of a rude person, really. I like her very much, though, because she's generally a very kind-spirited person, and does stupid things out of excitement, not any desire to hurt or humiliate anyone.
I can't say I've liked Tai a whole lot. But to be honest, I don't really like Dora, either. Tai is oblivious to certain things, but has shown that she can read complex situations, which just makes me annoyed. She takes things way too far (like the getting undressed/super drunk at the parties), and never seems to make any amends for her behavior. Dora hurts people because she is unwilling to take control of her problems. She's shown that she knows that she has problems trusting people, but she never did anything about it, hurting Marten and all of those connected to him. That could have made a huge impact on her business, and has certainly hurt her social circle.
I think Dora and Tai getting together would be an absolute trainwreck. Tai doesn't seem to do well without very-clearly-defined boundaries and has shown little self-restraint, would she be able/willing to turn down any advances she received? Has she ended things with the women she was involved with? If she could be trusted, would Dora be able to trust her? I think that they would end up triggering a lot of each other's problems - Tai and her constant need for attention, and Dora and her lack of trust.
Dora and Jim? I don't know enough about Jim as a character to be able to pass any judgment. I think it's an odd choice for someone to start a business agreement and immediately move on to asking for a dinner date (?). It suggests a level of unprofessionalism, and could really end badly - if Dora doesn't return his feelings, will this turn into an awkward goods-trade situation? Dora may think he had ulterior motives for wanting to start a business arrangement. It feels suspicious to me, but I am not a very trusting person, either, so I am probably way off base.