I am watching the first 6 episodes over again because I usually miss things with the first watch. And just as I thought, I missed something. I noticed such a small detail about Trevor and Jimmy after Chelsea revealed her divorce:

Trevor asked about the circumstances. He was invested. He asked follow-up questions and was listening. He also was a little irritated that Jimmy made her feel bad about it. He was protective and he cared about all parts of her: her past, her present and what she wanted next out of life.

While Jimmy said, "I don't care". I think he meant IDC in that it didn't change his opinion of her, but he never asked any questions about one of the biggest details of her life. Why? Because it had nothing to do with him. His affection for Chelsea is simply rooted in how she makes him feel. That's it. And because her divorce already happened, it wouldn't impact him. I never saw Jimmy ask Chelsea a ton of questions but I assume editing is to blame there.

Whereas, he did ask Jessica about the kid. I could tell Jimmy liked Jessica. A lot. He only asked her questions because her having a child directly affects their relationship. But, he did ask what she liked to do and a little about her. His energy shifted after realizing Jessica's life revolved around her child. I'm sure a lot of his affection was rooted in that he picked up on her being super hot. But after she challenged him and required him to communicate he started to see issues.

Ultimately this does not matter as all of the decisions are made for now but wow was I glad I rewatched and caught that.

Side note: It breaks my heart that Trevor was wearing his bracelet and Chelsea was not.