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Aisenberg was raised in Englewood Cliffs, New Jersey and picked up acting at a Jewish Community Center in Tenafly, New Jersey at a very young age. While attending college at the New York University's Tisch School of the Arts, he co-founded a production company known as Deverge.
Aisenberg made his on-screen debut in the 2007 horror film Unholy. He later made his television debut in 2008 with a minor role in the Nickelodeon series The Naked Brothers Band before landing multiple roles in a number of films, as well as television series such as Mozart in the Jungle and Inside Amy Schumer. In June 2015, Aisenberg began his recurring role as correctional officer Baxter "Gerber" Bayley on the Netflix comedy-drama series Orange Is the New Black.
He is the brother of actress Gabriela Aisenburg.