Theatre Trivia Tweet: Doc Simon Neil Simon had a major breakthrough later in his career with Broadway Bound. How many Tonys has writer Neil Simon won and for what plays? SelectReveal Answer> Simon has won four Tonys. The first was for The Odd Couple (1965), the second for Biloxi Blues (1985) and the third for Lost in Yonkers (1991). The other Tony was a special award for his contribution to theatre (1975). Post navigation previous postNext Post