Liz discovers she has a handsome, single neighbor she would like to meet; Jack is determined to win over Elisa's grandmother; the new interns ask Tracy out for a night of partying.
Jack, nervous about attending a corporate retreat, persuades Liz to accompany him for support; when Jenna decides to use method acting to prepare for a role she finds herself at Frank's mercy.
Not realizing it's going to be a holiday, Liz insists that she and Drew have their first official date on Valentine's Day; Kenneth tries to win the affections of a new staffer.
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