Zelda sets up Stu with Jennifer, a stenographer from her office who she feels would be perfect for him. To Andrew's surprise, everything is going seamlessly with Stu and Jennifer, with the exception of Stephie, who feels like the fifth wheel. Andrew seeks help from Lora to match Stephie with someone at Wallflower so she doesn't feel left out.

Cast: Sarah Baker, Hong Chau, Lenora Crichlow, Hal Devi, Ben Feldman, Echo Kellum, Christina Kirk, Cristin Milioti, Phoebe Neidhardt, Amy Okuda, Katey Sagal, Darren Dupree Washington, Henry Zebrowski