Ryan, who starts at Dunder Mifflin as a temp, embarks on a rocky relationship with Kelly at the end of season two. They spend most of their time fighting -- and the rest of their time making out. He clearly thinks he's too good for her and only wants her when he can't have her, which leads to multiple breakups and reconciliations. In season eight, Kelly dates a doctor named Ravi, which finally ends her relationship with Ryan for good. It's revealed later that he resigned and moved to Ohio.