
Episode 1
Pilot
Simon tries to convince Kelly Clarkson to record a jingle for a client.
Episode credits
Directed by Jason WinerGuest stars Kelly Clarkson, Gail O'Grady

TV series
Simon Roberts is eccentric, passionate, unpredictable and brilliant. He's also the first "Roberts" in the Lewis, Roberts + Roberts advertising agency. The second is his pragmatic daughter Sydney. As Sydney struggles to rein in her dad, the agency fights to stay at the top of the ad game, charming everyone from McDonald's bigwigs to Victoria's Secret models in the process!
Streaming, rental and purchase options
Checked Oct 31, 2026
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Simon Roberts is eccentric, passionate, unpredictable and brilliant. He's also the first "Roberts" in the Lewis, Roberts + Roberts advertising agency. The second is his pragmatic daughter Sydney. As Sydney struggles to rein in her dad, the agency fights to stay at the top of the ad game, charming everyone from McDonald's bigwigs to Victoria's Secret models in the process!
Choose an episode, then use the watch options above for the show.

Episode 1
Simon tries to convince Kelly Clarkson to record a jingle for a client.
Directed by Jason WinerGuest stars Kelly Clarkson, Gail O'Grady

Episode 2
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.
Guest stars Mark L. Taylor, Brent Jennings, Nicole Randall Johnson, Ashley Dyke, Chasty Ballesteros, Philip V. Bruenn, Gabriela Fresquez, Ari Stidham

Episode 3
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.
Guest stars J.D. Walsh, John Marshall Jones, Rod McLachlan, Todd Robert Anderson, Jen Lilley, Tom Ayers, Dana L. Wilson, Teala Dunn

Episode 4
Instead of trying to come up with ideas for a breakfast burrito ad campaign, the gang procrastinates.
Guest stars Michelle LaRue, J. Kristopher

Episode 5
Sydney, Zach and Simon compete for the attention of a worldly client.
Guest stars Saffron Burrows, Fred Melamed, Hugo Armstrong

Episode 6
Sydney learns that her high school crush is nominated for a prestigious award -- in direct competition with her father.
Directed by Fred SavageGuest stars Michael Landes, Alan Rachins, Abraham Lim, Mary Wickliffe, Brandon Gibson

Episode 7
A man (Josh Groban) who used to work with Sydney writes a song about her; Simon struggles with a pitch.
Guest stars Josh Groban, Ron Bottitta, Jonno Roberts, Michelle Arenal, Shane Brady, Tom Fonss

Episode 8
When a conflict arises, Simon and Sydney's partner (Brad Garrett) forces Simon to give up his very first client.
Written by Laura KrafftGuest stars Brad Garrett, Barry Shabaka Henley, Ed Asner, Daisy Aitkens, Carol Kiernan, Christine Garver, Eric Normington, Asante Jones

Episode 9
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.
Directed by Alex HardcastleWritten by Amy HubbsGuest stars Brad Garrett, Brooke Lyons, Andre Ing, E.J. Callahan, Laura Hunter Drago

Episode 10
Gordon and Simon's values clash as they try to land a lucrative client; Lauren gets stuck in a $1 million bra.
Directed by Fred SavageWritten by Dean LoreyGuest stars Adriana Lima, Brad Garrett, Lavell Crawford, Lex Medlin, Lance Barber, P.J. Ochlan, Sharaun Brown, Raquel Zimmermann

Episode 11
When the bratty daughter (Ashley Tisdale) of an important client becomes the latest intern at Roberts and Roberts, Syndey's insecurities resurface.
Directed by Fred GossWritten by Joe Wiseman, Joe PortGuest stars Ashley French, Jim Holmes, Brian Stepanek, John O'Brien, Brenda Koo, Teddy Lane Jr., Ari Stidham

Episode 12
After an account mix-up, Sydney becomes addicted to a video game.
Guest stars Lenny Jacobson, Steven Boyer, Thomas Fowler, Zylan Brooks, Rachel Rodier

Episode 13
When the rest of the office comes down with the flu, Simon lets Lauren work with a big client facing a PR disaster.
Directed by Bill D'EliaWritten by Robert SudduthGuest stars Larry Sullivan, Judith Moreland, Brennan Elliott, Kristine Johnson, Morgan Bastin, Lily Bigham, Helen Hong, KiKi Levine

Episode 14
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.
Directed by Steven K. TsuchidaWritten by Ryan RaddatzGuest stars Stephanie Faracy, Sandeep Parikh, John Eric Bentley, Jazzmun, Daniel Bess, John Duerler, Eric Zuckerman

Episode 15
Simon is asked to eulogize a jingle writer who was not a well-liked man.
Directed by Bill D'EliaWritten by David E. KelleyGuest stars J.D. Walsh, Marcus Henderson, Fred Melamed, Missi Pyle, Kurt Fuller, Kelly Perine, Kenneth Brown, NeiCe Knight

Episode 16
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.
Written by Tracy Poust, Jon KinnallyGuest stars Cheryl Hines, Steve Talley, Jackie Seiden, Joe West, Norma Michaels, Skyler James Sandak, Tia Robinson, Alexis Brandt

Episode 17
A longing for grandchildren compels Simon to interfere with Sydney's new relationship; Andrew and Zach try working with different partners.
Directed by Alex HardcastleWritten by Bill KuntslerGuest stars Joshua Gomez, Steve Talley, Christopher Carley, Pramod Kumar

Episode 18
Andrew's spirited and rowdy sisters come to the office to celebrate St. Patrick's Day -- Simon's least favorite holiday.
Written by Linda Mendoza, Laura KrafftGuest stars Kareem Abdul-Jabbar, Jamie Denbo, Jessica Chaffin, Carmella Riley, Scott Klace, Stephanie Cannon, Lauren Pritchard, Anna Vocino

Episode 19
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.
Directed by David KatzenbergWritten by Amy HubbsGuest stars Josh Groban, Tiya Sircar, Jane Edith Wilson, Lisa K. Wyatt, Brad Paisley, Baldeep Singh

Episode 20
Gordon and his partner break up, causing Simon to become disillusioned with love.
Directed by Bill D'EliaWritten by Mason SteinbergGuest stars Sarah Baker, Brad Garrett, David Copperfield, Jonathan Del Arco, Jennifer Marsala, Ben Begley, Pam Dawber, Jeff Holman

Episode 21
The team looks outside the box to try to prevent the closure of a library.
Guest stars Brad Garrett, Daniel Bess, Tiya Sircar, Melody Thomas Scott, Gayle King, Ukee Washington, Ivy George, Corey Mendell Parker

Episode 22
Simon's ex-wife has the final word when a corporation wants to buy out the firm.
Guest stars Brad Garrett, Tiya Sircar, Gillian Alexy, Marilu Henner, Dan Amos
Episode information updated Nov 14, 2026
Robin WilliamsSimon Roberts
Sarah Michelle GellarSydney Roberts
James WolkZach Cropper
Hamish LinklaterAndrew
Amanda SettonLauren Slotsky
Josh GrobanDanny Chase
Joshua GomezGeorge
Sarah BakerJean