Newly divorced Mr. Crawford gets Mr. Bracken as his wing-man. Herman demands to write and Mr. Crawford offers him an assignment to go undercover as a woman. Something is bothering Heddy and she opens up to Herman in drag.
Mr. Bracken's niece Rene starts in the mail room but she's not doing a good job. She would rather be a dancer. Bracken wants Herman to talk to her. Louise becomes Heddy's buddy.
The sex is great with the new girlfriend but he doesn't want more than that. She, on the other hand, wants him to meet her father. He doesn't know that her father is Mr. Crawford.
It's the Research Association dinner. Mr. Bracken is doing the speech and everybody has to attend. Herman falls for new assistant editor Heather but she has a hairy situation. Louise is alone and Herman sets her up with Jay.
Herman discovers that hometown loser Craig Lumpin became a millionaire due to motivational speaker Dick Van Adams. Herman decides to give the seminar a try which changes his professional life.
There's an office pool of when Jay and Louise will have sex. Herman's sis Suzy Brooks wants to be a writer. Louise grows jealous over Jay and Suzy's past affair. Herman is going after a writing job but Suzy also wants in.
Herman goes away on a tropical vacation. He meets supermodel Aurora doing a shoot. Jay and Louise show up unexpectedly. Their fighting keeps interrupting Herman.
Mr. Bracken wants Herman to do research for his childhood crush Maureen McCormick. Bracken's sister was a teacher on the Brady Bunch. The gang all shows up.
It's Herman's 3 year anniversary in the Research department. Movie star Thomas Alan Edwards wants to observe him for a role. Edwards starts copying and annoying him. Edwards gives him his hotel room which is filled with his sycophants.
Heddy's college friend Heather Brookshire visits. Herman has a date with Tawni. When Heddy finds out that Heather married poor for love, Heddy competes with her by pretending to be with our pathetic loser Herman.
Herman is rejected for another writing job. He goes to the roof and finds Bob looking to jump. Heddy and Jay get stuck in the elevator. The gang is trapped as the building catches fire.