Bailey became president and CEO of RE/MAX in 2022. As leader, Bailey heads a company with more than 61,000 agents and $340 billion in annual sales. In his first year at the helm, he revamped the firm’s technology offerings to brokerages and agents and has announced team-focused growth strategy for 2023. Bailey worked through the ranks in RE/MAX between 2001 and 2012 before working at Market Leader and Zillow as an executive and Century 21 as CEO.