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What is Craig Sager?
Craig Sager, a popular sports broadcaster for TNT often wears awful suits. Thus, anyone wearing an awful suit, at a dinner event, wedding, funeral etc. is a Craig Sager.
Matt: What the fuck are you wearing?
Davis: What?
Matt: You look like Craig Sager.
(A poorly dressed man walks into a room)
"Look at that Craig Sager"