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Bobby Beasley, III has a diverse work experience. Bobby started as an Intern at Ellis-Gibson Development Group in 2008 and later worked as a Deckhand at Norfolk Dredging Company in 2009. In 2010, they joined Harvey Lindsay Commercial Real Estate as a Property Manager and held this position until 2013. During this time, they also served as an EMT-Basic & Public Relations Officer at Virginia Beach Volunteer Rescue Squad from 2011 to 2013. From 2013 to 2014, Bobby worked as an Apprentice at Virginia Pilot Association. Finally, in 2014, they became the Vice President at Harvey Lindsay Commercial Real Estate, where they are currently employed.

Bobby Beasley, III pursued their education starting from 1993 to 2006 at Norfolk Academy, where they did not obtain a degree nor pursued a field of study. Bobby then further continued their education from 2006 to 2010 at Hampden-Sydney College, where they successfully earned a Bachelor of Arts degree with a specialization in History.