[3][4][5] After attending Saint Ann's School, Chambers was admitted to Bard College, but dropped out before completing a degree.
[4][3] Chambers owned a portion of Cox Enterprises until divesting from the company in 2023, resulting in a payout estimated by Rolling Stone of at least $250 million.
[1] In Massachusetts, he founded a group called the Berkshire Communists, which identifies itself as a "revolutionary Marxist-Leninist collective"; his title is general secretary.
[4][8] Chambers previously told Mother Jones in an interview that he believes "the most important thing for the prosperity of humanity is the destruction of the US".
[4][6] Chambers is a practicing Muslim after converting to the faith in 2023 and currently resides in Tunis, Tunisia, where he is a sponsor of Club Africain.