I’m glad Sam found Rowena!

So, just started my umpteenth re-watch, on season 8 already, and I am realising a lot of the reoccurring guest stars (or main) tend to have a much closer bond with Dean than Sam. Examples: Charlie, Crowley, Castiel, Donna, etc. then there’s Bobby and Jody who are pretty much equally close with both, but yeah- Rowena is the only major reoccurring character I can think of that is super close with Sam (other than maybe Jack). Can you guys think of anyone else?