A farkon aikinsa, a cikin 1987, Sandler ya buga abokin Theo Huxtable, Smitty, a cikin The Cosby Show da Stud Boy ko Trivia Delinquent a cikin wasan kwaikwayo na MTV Remote Control (1998). Bayan fim dinsa na farko Going Overboard a 1989, Sandler ya yi a cikin kungiyoyin wasan kwaikwayo, bayan da ya fara daukar mataki a kan dan uwansa lokacin da yake da shekaru 17. Dan wasan kwaikwayo Dennis Miller ne ya gano shi, wanda ya kama Sandler a Los Angeles kuma ya ba da shawarar shi ga mai samar da Saturday Night Live Lorne Michaels. An hayar Sandler a matsayin marubuci ga SNL a 1990 kuma ya zama dan wasan da aka nuna a shekara mai zuwa, yana yin suna don yin waƙoƙin waƙoƙi masu ban sha'awa a kan wasan kwaikwayon, ciki har da "The Thanksgiving Song" da "The Sand Chanukah".
Billy Madison