30 Rock (2006)

S04E21 Emanuelle Goes to Dinosaur Land

Jack finds himself deeper in the love triangle involving Avery Jessup and Nancy Donovan, prompting him to seek counsel from Liz, who is preoccupied with her own dating dilemmas. Struggling to secure a date for Floyd's wedding, Liz decides to reach out to her former boyfriends, hoping to rekindle some old flames. Meanwhile, Tracy persists in his quest to achieve his EGOT, determined to complete his collection of awards.