 While browsing an office @-@ chair catalog , Michael Scott ( Steve Carell ) , who has broken up with Jan Levenson , becomes enamored of one of the female chair models . As a result , he decides to resume dating with the help of the office employees , even going so far as threatening to fire them if they do not help . No one in the office wants to set up any of their friends with Michael , but when Michael learns that the chair model had died in a car crash some time ago , Pam Beesly ( Jenna Fischer ) takes pity and sets him up on a blind date with her landlady ( Brooke Dillman ) . The date does not go well , beginning with Michael pretending he is not who she was supposed to be meeting . After Michael admits his own blind date was a failure , Dwight Schrute ( Rainn Wilson ) convinces him that he needs closure on this person he loved who is gone . The two end up in a cemetery at the grave of the chair model , where Michael " grieves " . They are both singing " American Pie " by Don McLean and dancing on her grave . 
