Round 6: Tossup 4

A character played by this writer says “we will invest only in white-owned businesses” in the first of eight short films about the fictional firm Grayson Moorhead. This writer played a homeless man whose monologue is drowned out by sappy music, before being interrupted by the line “here’s your two dollars,” in the film Dirty Work. An innocuous real estate broker played by this writer is told “don’t be thick in front of me, Al” by Daniel Plainview in There Will Be Blood. This coiner of the fake Bushism “strategery” (“struh-TEE-juh-ree”) is best-known as an actor for (-5[1])playing a man who says “I award you no (*) points, and may God have mercy on your soul” to Billy Madison. In 2023, this writer went viral for feigning ignorance of Jeffrey Epstein’s suicide on Conan O’Brien Needs a Friend. For 10 points, what longest-tenured SNL writer ever often worked with Norm Macdonald? ■END■

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