The final two episodes definitely felt more in touch with their roots than the first two.

Agreed! He was comforting and supportive but in a very "Jess" way. He won't hold anyone's hand or be sappy but he's been at the bottom and pulled himself up with some help and knows how to guide others. I too like that he was able to help Rory find herself once again. They have a deep connection and it was shown even in their few scenes together. After she believed him when barely anyone else did, it was nice that he could do the same for her. It made me happy to see that he still loves reading so much too! :D