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Conroy began his career on MTV2's Celebrity Deathmatch. His first major role was Kenny the Shark for Discovery Kids. He later voiced Mr. Duck on Disney Channel's Mr. Pig & Mr. Duck and made special appearances on Saturday Night Live in 2005. Conroy also voices Steve the Shark in Fiber One's granola bar commercials.
In 2023, it was announced that he would voice Bud Humphrey in Primos.