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Jimmy started his directing and producing career in 2013 at Black Entertainment Network (BET) and Tyler Perry Studios. He is one of the founders and co-owners of Gold Street Productions, LLC with his older brother Joshua Jenkins. In 2016, Jimmy achieved great success with his stage play "Black Boy Blues" and in 2017 he filmed his first feature film "Sinner Wanted" alongside his brother Joshua, starring Lamman Rucker, Clifton Powell and many other notable actors, it premiered on TV One and BET Plus. In 2020 Jimmy co-directed and produced his documentary debut documentary film "Basketball County - In The Water" on Showtime, Executive Produced by NBA Superstar Kevin Durant and 35 Ventures. The film focused on the exceptional NBA talent that was born and raised in Prince George's County, MD.