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Winston Nelson has a diverse work experience, starting from their role as Inbound/Outbound Manager at Inktel in 1999. Winston then worked as a Customer Service Manager at T-Mobile before joining Sell At Home, LLC as a Campaign Manager. After that, they managed the call center at the National Notary Association. In 2012, Winston became a Real Estate Professional at Greater Los Angeles Real Estate, followed by a Realtor role at John Aaroe Group. Winston further served as a Realtor Associate at Compass and Pacific Union. Recently, they were appointed as the Estates Director at Beverly & Company and currently holds the position of Managing Partner and Director of Business Development at Sync Brokerage, a Los Angeles-based real estate agency.

Winston Nelson began their education at Broward College in 1998. Winston'stime at Broward College did not result in the completion of a degree and their field of study is unknown. From 2000 to 2004, Winston attended Florida International University - College of Business where they earned a Bachelor of Business Administration (BBA) in Business Administration and Management, General.