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James "Jamie" Sheppler (Keegan-Michael Key) is a long-suffering African-American man who encounters various problems:


His debut was in "Partial Payment", where he was arguing with Ka-Son.

In his second appearance in another sketch, he was arguing with a woman on the phone.

Jamie's final appearance was in "Stolen Parking Spot", in which Yvoone Criddle slammed into the back of his family's car because she thought they stole her spot at the mall.