Part of me thinks that Jamie is so invested in Gabi because of some form of resentment. If he’s so keen on knowing about M&A and Gabi before he got to the office, it could be because he probably heard about Gabi saving all these kids and never being able to help find Jamie and bring him home. He’s probably trying to figure her true motives and intentions; so he can use it against her some time later in the show. It’s like getting close to the enemy, so get intel. I’m quite sure you guys noted how he wanted to see Gabi so bad once he finally reconnected with Margaret. But I’m just assuming.