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Season 1

1 :01x01 - Pilot

Ben looks for a date to a family wedding; Sara starts worrying that her and Ben are getting too serious; Aaron tries to take his relationship with his girlfriend to the next level.
Guest Stars: Camille Guaty as Katie Finelli | Alexandra Holden as Dakota | Tug Coker as Rich | Michael Canaan as Dirty Mike | Cameron Goodman as Molly |
Co-Guest Stars: Robert Covarrubias as horse trainer | Eben Ham as golf pro | Rachelle Wood as Ben's date | Deborah Benson as Ben's mom | Harmon Jones (1) as Aaron (11 year old) | Nicholas Braico as Ben (11 year old) | Drew Turner as Aaron (15 year old) | Carolina Hilderbrand as Aaron's dream girl (15 year old) | Merritt Yohnka as Congressman
Director: David Dobkin

2 :01x02 - The Benefit of the Mute Button

Sara puts a stop to her and Ben's booty calls when she sets her sight on a new doctor at work. Ben's friend Colleen comes to town and he is determined to get past her seeming reluctance to get physical. Aaron rebounds from his broken heart by setting his sights on Riley.
Guest Stars: John Brotherton as Dr. Matt | Nicky Whelan as Colleen | Jenica Bergere as Mary Resnick |
Co-Guest Stars: Jim Devoti as Paul

3 :01x03 - The Benefit of the Unspoken Dynamic

Ben and Fitz try to cheer Aaron up with a guys night out when he learns of his ex's engagement only to end up competing for a girl. Sarah tries to get closer to Riley by tagging along on a night out.
Guest Stars: Valerie Azlynn as Kristen | Jeremy Kent Jackson as Trey | Todd Giebenhain as Dave |
Co-Guest Stars: Jennifer Chang as Ula | Anneliese van der Pol as Beth
Director: Fred Savage
Writer: Daley Haggar

4 :01x04 - The Benefit of Forgetting

When Ben encounters and ex-girlfriend, he discovers she is suffering from short term memory loss and takes advantage. Fitz is surprised with his lesbian mother's new lover.
Guest Stars: Collette Wolfe as Megan | Tina Lifford as Marsha | Mikey Day as Derek | Dave Foley as Keith | Travis Schuldt as Steve |
Co-Guest Stars: Phillip Cates as Young Fitz | Tonya Kay as Burlesque Dancer

5 :01x05 - The Benefit of the Right Track

Sarah tries to change her casual relationship to a serious one while Ben tries to break it off with a girl who is very clingy. Fitz and Aaron fight over money.
Guest Stars: Ryan McPartlin as Evan | Sara E.R. Fletcher as Mia (as Sara Fletcher) |
Co-Guest Stars: Frank Novak (1) as detective | Shaan Sharma as passerby | Anne Faulkner as old woman | Paul Diiaz as bartender | Bryan Krasner as depressed fan | Daryl Crittenden as mugger | Sandra Luesse as Officer Trish | Merry Simkins as Mia's mom | Craig Stepp as Mia's dad | Elliott Goldwag as Mia's grandfather
Director: Joanna Kerns

6 :01x06 - The Benefit of Keeping Your Ego in Check

Sarah asks Ben buy her in a charity bachelorette auction so that she doesn't end up with a nerdy guy who has promised to bid for her. Ben keeps messing up cool catch phrases until he ends up being charged with harassment. Fitz decides to go wild one last time before settling down with the girl of his dreams but a photo of him with another woman ends up on the Internet.
Guest Stars: Kevin Christy as Kyle | Jillian Bell as Amanda | Blake Lee as Dean | Sunkrish Bala as Wes | Jessica Blair Herman as Lauren |
Co-Guest Stars: Jonathan Nail as auctioneer | Troy Bishop as bartender | Randa Walker as hot woman |
Uncredited: Ashley Daniels as Girl Who Kisses Dean
Director: Tricia Brock

7 :01x07 - The Benefit of Mardi Gras

Sarah reluctantly heads home for her sister's baby shower and takes the gang with her on a mini-vacation to Mardi Gras. Aaron overindulges in alcohol and cuts loose with a woman he mistakes for Riley.
Guest Stars: Lee Garlington as Billie | Brent Briscoe as Vernon | Johanna Braddy as Grace | Ross Philips as John John | Amber Stevens as Caroline |
Co-Guest Stars: Tara Holt as Flashing Girl | Rodney J. Hobbs as Officer Haggar
Director: Dave Rogers
Writer: Gene Hong

8 :01x08 - The Benefit of Mentors

Aaron finds out that a girl he mentored years ago is a successful star in adult films and he feels he has failed her. An older doctor that Sarah admire falls for Riley and puts Sarah in an awkward position as a go between. Ben and Fitz try to assuage their conscience when a friend is in the hospital and end up in a competition to impress the man's girlfriend.
Guest Stars: Brian McNamara (2) as Dr. Lonsdale (Dr. Everett Lonsdale) | Kaylee Defer as Mary Webber (Liza Blue) | Arielle Vandenberg as Lana |
Co-Guest Stars: Jack David Frank as Young Aaron | Cassidy Ann Shaffer as Young Mary | Lenny Citrano as Phillip | Keith Chandler as Dentist | Shirley Jordan as Nurse | Owen Williams as Guy | Seth Duhame as Noah
Director: Rob Greenberg

9 :01x09 - The Benefit of Being Shallow

Sarah's latest guy is a blind man and she discovers she misses being complemented on her beauty. Ben's latest girl is always wearing a hat which drives him to distraction. Aaron finds a cougar while Fitz dates her daughter.
Guest Stars: Paula Marshall as Claire | Kyle Davis as Todd | Brooklyn Sudano as Kat | Ali Cobrin as Hope | Christina Pickles as Hazel |
Co-Guest Stars: Jack Guzman as Construction Worker | Tony Donno as Reporter
Director: Reginald Hudlin

10 :01x10 - The Benefit of Avoiding the Mindbanger

Both Sarah and Ben lose themselves when they reunite with old flames. Aaron shocks Riley by going out of character and using his wealth to impress women.
Guest Stars: Pete Wentz as Joe | Rebecca Mader as Ariel | Carrie Wiita as Emma |
Co-Guest Stars: Roshni Shukla as girl #1 | Jenna Finley as girl #2 | Phillip Jeanmarie as scene guy | Chelsea Gilligan as scene girl | Sarah Buehler as nerdy test taker | Pilar Holland as proctor | Katie Wallack as angry test taker | Jeff Meacham as Dennis | Sheldon Coolman as angry test taker #2 | Naomi Peters as woman
Director: John Putch

11 :01x11 - The Benefit of Putting in the Work

Ben decides to go into business for himself and asks Aaron to back him. Sarah's new guy proves to be a challenge romantically due to his medical condition. Fitz is determined to improve his standing on Chicago's most doable bachelor list and enlists Riley to help him.
Guest Stars: Patrick Heusinger as Austin |
Co-Guest Stars: Shantel Wislawski as Corinne | Deb Hiett as Female Interviewer | Abby Wathen as Clementine | Eric Davis (3) as Police Officer
Director: Eyal Gordin
Writer: Daley Haggar

12 :01x12 - The Benefit of Friends

Sarah's dedication to her new boyfriend leaves Ben alone and wanting her back, leaving him in a slump of his own regarding personal relationships. Riley meets someone special, but their future is uncertain due to his cryptic revelation.
Guest Stars: Patrick Heusinger as Austin | Scott Michael Foster as Daniel (as Scott Michael Foster) |
Co-Guest Stars: Camilla Luddington as woman | Erica Piccininni as Lucy | Lauriane Gill as Cecile (as Lauriane Gillieron) | Emily Happe as Rebecca | Jordan Dunn as Amish man | Dan Wynands as Amish saw guy #1 | Jim Sharp as Amish saw guy #2 | Oakley Lehman as Amish 2x4 guy #1 | Scott Workman as Amish 2x4 guy #2
Director: Ira Ungerleider

13 :01x13 - The Benefit of Full Disclosure

Sara and Ben agree to a double date with other people - elsewhere Fitz and Aaron formulate a plan to get rid of Riley's new boyfriend.
Guest Stars: Azita Ghanizada as Tasi |
Co-Guest Stars: Jeffery Self as Packard | Elle Young as Waitress
Classification: Scripted
Genre: | Comedy | Romance/Dating
Status: Canceled
Network: NBC ( USA)
Airs: Fridays at 08:00 pm
Runtime: 30 Minutes
Premiere: August 05, 2011
Ended: September 09, 2011
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