Pilot 20 min Simon tries to convince Kelly Clarkson to record a jingle for a client.
The Spectacular 20 min When Simon encourages Sydney to take the lead on an ad campaign for Windy City Coffee, disaster ensues. Meanwhile, Zach is jealous when Simon tasks Andrew with taking care of a family of ducklings.
Bad Dad 20 min When a client pitch shines a negative light on Simon and Sydney’s father-daughter relationship, Simon is determined to make up for all of Sydney’s bad childhood memories by re-teaching her how to drive. Meanwhile, Andrew’s confidence suffers when Lauren tells him that he is Zach’s suckerfish.
Breakfast Burrito Club 20 min Instead of trying to come up with ideas for a breakfast burrito ad campaign, the gang procrastinates.
She's So European 20 min Sydney, Zach and Simon compete for the attention of a worldly client.
Hugging the Now 20 min Sydney learns that her high school crush is nominated for a prestigious award -- in direct competition with her father.
Sydney, Australia 20 min A man (Josh Groban) who used to work with Sydney writes a song about her; Simon struggles with a pitch.
The Stan Wood Account 20 min When a conflict arises, Simon and Sydney's partner (Brad Garrett) forces Simon to give up his very first client.
Sixteen-Inch Softball 20 min The annual accounts vs. creative 16-inch softball game puts someone's job on the line; the truth about Simon's last win may be revealed.
Models Love Magic 20 min Gordon and Simon's values clash as they try to land a lucrative client; Lauren gets stuck in a $1 million bra.
The Intern 20 min When the bratty daughter (Ashley Tisdale) of an important client becomes the latest intern at Roberts and Roberts, Syndey's insecurities resurface.
The Face of a Winner 20 min After an account mix-up, Sydney becomes addicted to a video game.
Outbreak 20 min When the rest of the office comes down with the flu, Simon lets Lauren work with a big client facing a PR disaster.
Simon Roberts Was Here 20 min Andrew and Zach try to help Simon get his groove back following a creativity contest defeat; Sydney fears her new attachment to a cat will interfere with human relationships.
Dead and Improved 20 min Simon is asked to eulogize a jingle writer who was not a well-liked man.
Zach Mitzvah 20 min Simon offers to organize a bar mitzvah for a client's son, but things go south when Zach has a run-in with an ex.
Heavy Meddling 20 min A longing for grandchildren compels Simon to interfere with Sydney's new relationship; Andrew and Zach try working with different partners.
March Madness 20 min Andrew's spirited and rowdy sisters come to the office to celebrate St. Patrick's Day -- Simon's least favorite holiday.
Danny Chase Hates Brad Paisley 20 min While trying to channel Simon, Zach makes big promises during a pitch and must get Brad Paisley to sing a jingle written by Danny Chase.
Love Sucks 20 min Gordon and his partner break up, causing Simon to become disillusioned with love.