This Might Hurt is a medical comedy picked up by ABC, however the pilot episode didn't air. It was scheduled to air in 2009. The show centers on a multi-specialty private practice, in which a pediatrician, an internist and an OB-GYN all operate under the same roof. The idea steamed from the amount of time Winer spent in his own doctor's office. He claims, "One of the funniest things in the world to me is pain." The show is unscripted, with only main plot points set. The actors improvise the dialogue to get to those points. The pilot has been completed and is currently being test-marketed.

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