When Maya finds her self out of a job, she has no other choice but to ask the one person she never wanted to ask: her father, Jack. Once there, she must deal with the competition from Jack's current employees: Nina, the fasion editor, who believes Maya is there for her job. Elliot, the head photographer, who hates how Maya hates his attitude towards women, and Finch, Jack's secretary, who fears Maya will replace him as Jack's "go to guy" (or gal in this case). But most of all Maya must deal with her hatred towards her father, and everything he stands for.
Maya begins her first day working at Blush Magazine, and her father is more open armed than she expected. On the first day he presents her with gifts, a new office, and other accessories. Caught up in the moment, Maya forgets about her plans to change the magazine, which is exactly what Jack wanted all along.
It's Secretary's Day! Finch must be so excited! Well, no. Finch storms out of the office after everyone wishes him a happy secretary's day because he wants to be known as more than just another secretary. At the zoo, Finch somehow ends up in the arms of a Gorilla. Meanwhile, Maya tries to talk Nina out of getting breast implants.
In order to help build the friendship that is falling apart between Maya and Nina, Jack suggests Maya throw Nina her birthday party. Maya does the best she can, but Nina eventually pushes her over the edge. Meanwhile, a bet is on between Finch and Elliot. Finch thinks Elliot only gets his girls because of his job, and to prove he doesn't Elliot must get a girl of the same "magnitude" under the name of a different job...chosen by Finch.
Maya's shock and disgust at the appearance of herself in the Office I.D. photo leads her to get Elliot to take a more "attractive" picture, which he does. However, Elliot finds her a little too attractive, and a sexual dream only adds to the problem. Meanwhile, Finch is asked to write up the new office policy, but his policies seem to benefit him more than the office.
Finch panics when he finds out Jack used a nanny cam on the babysitter - while he was paying her a private visit in the Gallo home.
Jack fires Finch after finding out the truth about his dalliance with his ex-wife. The hapless secretary gets a new job as Snoop Dogg's personal assistant, while Elliott and Nina aren't sure what to make of his replacement
An old enemy from Finch's college days gets a job in the security office, and Elliott forbids Jack from eating his cannoli.
Betsy is still keen on Finch, so with a little persuasion from Elliott they start dating. A wonderful relationship starts to blossom - until an indecent proposal is made.
Nina's friend Binnie dies and Elliott regrets offering advice to her. Finch sets out to better himself by returning to college with the help of a company scholarship.
Maya selects Amy to be her new assistant, but Jack soon shuffles her into another job altogether.