I Don't Have the Heart

Pam starts dating an older, wealthy man who eventually asks her to marry him. Initially, the gang was concerned about he and Pam, because of the age difference. But as time went by, they began to enjoy the perks that go along with being in the entourage of a wealthy industrialist: skybox tickets to games, New shoes for Martin, exotic trips to far away places. But once Pam breaks her engagement, Martin's hope of winning fame and fortune are dashed.

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S02E24 - Crunchy Drawers