Jared Gertner

Marshall ends up having to do damage control after his friend, Brad (Joe Manganiello), interviews for a job at the firm; Robin negotiates Barney's return to the strip club circuit.

Caroline is excited to go out on her first date with Bobby (Christopher Gorham), but she has nervous jitters when she realizes Max will be alone and in charge of the dessert bar for the first time. Also, Sophie and Oleg decide to mix things up and go out on a date instead of staying in.

Sam and Dean investigate a series of murders at a small-town Maine B&B that was once home to Lizzie Borden. When a local man, Len (guest star JARED GERTNER), tells them he saw a little girl around the B&B around the time of the murders, the brothers realize Amara (guest star YASMEENE BALL) may be responsible.

Matt asks someone to be his "plus one" at Wilhelmina's fundraiser; Daniel hires Natalie to be his assistant, making Betty feel obsolete; Amanda keeps a secret from Betty; Daniel discovers that his mother has a history with Cal Hartley.

When Peggy is finally trusted with a mission, she calls on the Howling Commandos squad for assistance; Peggy's cover is put at risk.