A rumor puts Jack's future at stake; Liz tracks down a man she met in the dentist's waiting room; Jenna helps Tracy pursue a Tony award.
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.
Liz keeps running into Wesley (Michael Sheen), causing her to question their decision; Jack tries to secure his position in the new company.
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