Anna Howard Shaw Day

Summary

Liz schedules a root canal to avoid feeling lonely on Valentine's Day; Jack woos an attractive and successful TV host; Jenna's stalker loses interest.

Guest stars

• Maulik Pancholy as Jonathan
• Elizabeth Banks as Avery Jessup
• Jason Sudeikis as Floyd DeBarber
• Jon Hamm as Dr. Drew Baird
• Horatio Sanz as Maynard
• Jon Bon Jovi as Jon Bon Jovi
• Grizz Chapman as Grizz Grizzwold
• Stewart Steinberg as Old Janitor
• Dean Winters as Dennis Duffy
• Kevin Brown as Dot Com Slattery