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Jamiyl Flemming started their work experience in 2005 as a Financial Analyst at Jefferies & Company. In 2010, they joined Wells Fargo Securities as a Vice President, a role they held until 2019. In that year, they became a Senior Vice President at Siebert Cisneros Shank Co., L.L.C.

Jamiyl Flemming attended Wesleyan University from 2001 to 2005, earning a Bachelor of Arts degree in Economics.