	Bailey was a guest judge for the preliminary and finals competition of the 65th Miss Universe competition. In 2018, Bailey signed a contract with the New York-based agency Major Models; her daughter is also signed with the company. In April 2018, Bailey underwent surgery to remove a lipoma tumor from her left shoulder blade. The procedure was successful without any reported complications. In 2019, Bailey guest starred in an episode of "Last Call", and acted in "How High 2", the sequel to the 2001 film "How High". She also started a line of bags, named CB VIOR, as well as a line of candles, leather goods, and eyewear.