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.

The team looks outside the box to try to prevent the closure of a library.

Simon's ex-wife has the final word when a corporation wants to buy out the firm.