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The office casino night toby11/20/2023 ![]() Michael sums up his feelings for Toby in the episode "Casino Night," asking, "Why are you the way that you are? Honestly every time I try to do something fun or exciting, you make it not that way. ![]() Toby was intensely despised by branch manager Michael Scott, largely because Michael had no authority over him as Toby reported to corporate headquarters, and because Toby frequently tried to dissuade Michael from many of his ill-conceived and impulsive ideas. He also has a long-standing crush on Pam Halpert, which he almost reveals at the end of Season 4 when he resigns from his position to move to Costa Rica. He likes his colleagues, although he is sometimes exasperated by the excessively chatty Kelly Kapoor. Mild-mannered to the point of being physically incapable to voice his opinions or assert himself, Toby can be somewhat mournful about his life choices (he fell into the field of Human Resources after leaving his training at seminary in order to pursue the woman he'd later marry and painfully divorce). Toby Flenderson is the human resources representative for the Scranton branch of paper distributor Dunder Mifflin/Sabre.
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