Jack becomes even more entangled in his love triangle between Avery Jessup and Nancy Donovan, and he turns for advice to Liz, who is focusing on her own romantic problems. When Liz can't find a date to Floyd's wedding, she revisits her old boyfriends in hope that a spark will reignite. Meanwhile, Tracy continues his journey to earn his egot.
Quest roles:
Kevin Brown(Dot Com Slattery), Dean Winters(Dennis Duffy), Jason Sudeikis(Floyd DeBarber), Julianne Moore(Nancy Donovan), Jon Hamm(Various Characters), Elizabeth Banks(Avery Jessup), Michael Sheen(Wesley Snipes), Seth Kirschner(Shawn), Kristin McGee(Kaitlin), John Anderson(Astronaut Mike Dexter), Alexis van Kersen Li(2nd AC)