Determined to get her friend and love interest, Ryan, and his band, Ice Fire, noticed, Olive attempts her inaugural stunt with a live concert on the rooftop of an abandoned warehouse. The band manages to draw a crowd but when unexpected visitors show up, Olive finds herself in a dangerous situation. The full season features exciting music performances by Andrew W.K., Chiddy Bang, We Are Scientists, Math the Band, Generationals and The Gay Blades.

After Olive's first stunt goes viral, The Gay Blades show up on her doorstep to hand Olive her next gig. She convinces Clark, the lead singer, to fake his own death. But she finds her hands full in the middle of the stunt when he freaks out at the thought of his own mortality.

As Let’s Big Happy’s site traffic explodes, Olive is approached by a marketing executive with an offer that's too good to be true. Unwilling to be a sell-out, Olive turns down a fat paycheck when asked to organize a tacky flash mob for the launch of a new smartphone. With the help of Math the Band, she orchestrates 'Operation Mob Snatch' and crashes the mall spectacle with a secret concert of her own.

Determined to become the Internet's next viral hit, the Generationals enlist Olive's help to produce a music video that will generate "Bieber numbers." She consults Bob, self-proclaimed "King of the Internet," whose odd web videos get millions of hits. After an unproductive and awkward afternoon shooting in Bob’s backyard, Olive figures out how to make a viral hit by including a special guest star.

Olive escapes the confines of her pantry and visits the local, Post-Modern art museum, where she is inspired by a myriad of eccentric exhibits on display. Olive and Chiddy Bang set up an Animatronic Rap Battle and are immediately challenged by a mouthy, pre-pubescent free-stylist named L'il Grope.

Olive faces her biggest challenge yet when We Are Scientists bring her on board for a prison stunt. Olive sweet talks the Warden into letting the band play a concert for the inmates. At the same time, We Are Scientists find their own way to infiltrate the system by getting themselves arrested. Thinking the band has abandoned her, Olive tries to track them down while they spend their time on the inside as the Warden's mole.