Cheban was born in Moldova, Soviet Union in 1974,[2] the only child of a real-estate agent mother, Galina, and a diamond-dealer father, Mikhail[4] who died in 2011.

[4] At one point, music manager Benny Medina called Siegal to work on Sean Combs' 29th birthday party.

[14] In January 2014, Cheban launched a product called Glam Screen, which is both a protective cover for a smart phone, as well as a mirror.

[16] In February 2015, Cheban opened the fast food restaurant Burger Bandit in Lynbrook, New York, on Long Island.

[18] In late 2012, Cheban began dating stylist Anat Popovsky after meeting her while filming Kourtney and Kim Take Miami.

[19][20] Cheban signed on as a single man on the second episode of the seventh season of Millionaire Matchmaker, which aired on December 12, 2013 on Bravo.