Show: The Office

Andy attempts to get enough strength to quit his job and pursue his dream as an actor. Dwight finally receives his black belt in karate from his new sensei. Jim returns to Scranton and spends time with Pam.

Michael takes the entire Dunder-Mifflin staff on a motivational cruise aboard a party boat on Lake Wallenpaupack, but his planned presentation is bogged down by numerous distractions, including a dance contest, limbo, snorkel shots, and the pushy Captain Jack. Also, Jim and Katy’s relationship hits the rocks as Roy and Pam finally set a wedding date, which does more than disappoint Jim, and by the end of the night, Michael’s motivational cruise doesn’t go completely to waste when he shares a heart-to-heart with one of the workers.

The Dunder-Mifflin staffers join in kindergarten-like festivities for Valentine’s Day while Michael heads to New York City for a conference with the corporate heads. After showing the documenters a tour of his favorite city, Michael accidentally lets slip to the others at the conference that he and Jan hooked up, and he finds himself in hot water when Jan and the new CFO of Dunder-Mifflin hear the story. Back in Scranton, Pam becomes irked when she discovers that Roy hasn’t gotten her anything for Valentine’s Day, Dwight struggles to find a gift for Angela, and Kelley talks off Jim’s ear about her rather desperate affections for Ryan, who is less than interested.

Michael and Holly have sex for the first time, and Michael holds a fund-raiser for the office after it is burglarized. Dwight confides in Phyllis after Andy and Angela set a wedding date, and Jim runs into Pam’s ex-fiancé Roy.

Michael gets worried after a request from Jim, and Pam’s busy with wedding planning. Darryl’s worker’s compensation claim makes Dwight suspicious.

Michael meets with an insurance salesman that visits the office and is later convinced by Dwight and Andy that he is part of the mafia. Erin accidentally ruins Pam’s painting.