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True tries to mend Max's broken heart by fixing him up with her school's librarian Doris (Melanie Paxson) after he learns his ex-fiancée is marrying someone else.Meanwhile, Amanda and Oscar bond over their secret love of a ridiculous sci-fi.True invites her friends Lulu (Ashley Argota) and Ryan (Matt Shively) to help her out on her first day.True enjoys the job at first but later sees that most people from the company don't like her ideas and personality.After True fires Lulu, True begins to feel ashamed for firing her best friend.After receiving unexpected advice from Amanda (Danielle Bisutti), True apologizes to Lulu and re-hires her.
Meanwhile, Ryan tries to get a girl working at Happy Berry Yum Yum (unknown if operated through Mad Style or independently) by convincing Lulu to pretend to be his girlfriend. After hearing this, True and Lulu go undercover as boys, to find the type clothes skater boys wear, they also find out Ryan can't skate.
True decides it's best to tell Amanda, which only makes Amanda mad at her.
Meanwhile, Max enlists Lulu to help his accountant with an audit, and Lulu thinks he may be Santa Claus after observing his striking resemblance to Kris Kringle, not to mention his jolly chuckle, “Jingle Bells” ringtone and North Pole vernacular.
Note: In this episode Ryan says he doesn't know how to skateboard but in the previous episodes he is seen skateboarding into True's office and the lobby.
Note: In Europe and Africa, this episode is called "Ryan on Skates", and it also premiered in the two countries on 30 November 2009, as part of 'True Monday's.The list of episodes for the Nickelodeon sitcom True Jackson, VP.