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Tim Bailey has a diverse work experience, starting in 1984 as an Associate Broker at Coldwell Banker Commercial. Tim worked there until 1990. In 1993, they joined Windermere RE/Bainbridge Isl. as a Managing Broker and stayed there until 2013. In 2012, they co-founded Blue Frog Solar, LLC and APS America, where they serve as Co-Founder and President. At APS America, they specialize in manufacturing micro-inverters for solar modules. Tim Bailey's work experience includes roles in real estate, brokerage, and renewable energy.

Tim Bailey earned a Bachelor's degree in Business/Managerial Economics from Claremont McKenna College from 1972 to 1976. Later on, they pursued further education and completed an MBA in Information Systems at the University of California, Berkeley, Haas School of Business from 1979 to 1981.