Brendan lands on Chicago's Top 50 Sexiest Bachelors list. Also on the list---surprise!---self-absorbed hipster Trouty. Meanwhile, PJ is thrown a curve when sparks fly between her and a new Cubs pitcher.

A dormant romance might spark back to life for PJ when an ex-suitor, a war correspondent, blows through the Windy City. In other developments, Mike struggles to find a job and resorts to working for Kenny; Stephanie runs afoul of a tormenting debt counselor; and Brendan neglects his girlfriend.