Hale was first hired as Houston Association of Realtors (HAR) legal counsel in 1973 and became association president in 1988. HAR has grown to over 45,000 members across Texas, making it the nation’s second largest local Realtor association. He has grown its real estate portal HAR.com, which displays listings throughout Texas, into one of the nation’s most trafficked portals. In 2024, HAR partnered with RentSpree to provide rental tools to portal subscribers. He has announced his plans to retire in 2026.