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Simon tries to convince Kelly Clarkson to record a jingle for a client.
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.
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.
Instead of trying to come up with ideas for a breakfast burrito ad campaign, the gang procrastinates.
Sydney, Zach and Simon compete for the attention of a worldly client.
Sydney learns that her high school crush is nominated for a prestigious award -- in direct competition with her father.
A man (Josh Groban) who used to work with Sydney writes a song about her; Simon struggles with a pitch.
When a conflict arises, Simon and Sydney's partner (Brad Garrett) forces Simon to give up his very first client.
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.
Gordon and Simon's values clash as they try to land a lucrative client; Lauren gets stuck in a $1 million bra.
When the bratty daughter (Ashley Tisdale) of an important client becomes the latest intern at Roberts and Roberts, Syndey's insecurities resurface.
After an account mix-up, Sydney becomes addicted to a video game.
When the rest of the office comes down with the flu, Simon lets Lauren work with a big client facing a PR disaster.
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.
Simon is asked to eulogize a jingle writer who was not a well-liked man.
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.
A longing for grandchildren compels Simon to interfere with Sydney's new relationship; Andrew and Zach try working with different partners.
Andrew's spirited and rowdy sisters come to the office to celebrate St. Patrick's Day -- Simon's least favorite holiday.
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.
Gordon and his partner break up, causing Simon to become disillusioned with love.
