Kilstein grew up in Pennington, New Jersey, and is the oldest of five children. He lives in Los Angeles.
Kilstein's writing has appeared on left-leaning sites including Wonkette, which featured a recurring column in summer 2012 titled Sundays with Jamie Kilstein and the Lord. The column covered topics like pundits' penchant for overusing 9/11 analogies and "anchor babies". In September 2013, Kilstein came out publicly as suffering from both alcoholism and an eating disorder in a front-page article for Jezebel, "I'm an Alcoholic Dude With an Eating Disorder. Hi."
He and Kilkenny (his Citizen Radio co-host and wife at the time) wrote the book Newsfail, which was released on October 14, 2014. The book covers topics including Palestine, trans rights, feminism, atheists, and factory farming.

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