The Office: Superfan Episodes - Season 5

The start of the season revolves around Michael attempting to woo Holly and eventually succeeds only for David Wallace to transfer her to another branch forcing the two to end their relationship just when it got started. Meanwhile Jim and Pam become engaged and struggle through the difficulties of a long-distance relationship while Pam is studying art in New York. Eventually, new boss Charles Miner enters later in the season and causes trouble for Michael. Michael eventually cannot deal with his dictator-like changes and quits to form his own company taking Pam and Ryan with him. The company becomes successful and eventually, Dunder Mifflin is forced to buy them out. The season ends with Pam learning she is pregnant.

The Office: Superfan Episodes: Season 5 - 27 Episode s