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Dedra Bledsoe has an extensive work experience in the creative industry. Dedra began their career as a Cashier at Forever 21 in 2012, and also worked as an Intern at Aloompa in the same year. In 2012, they were hired as a Senior Graphic Designer and Art Director at Titan Web Marketing Solutions, where they were responsible for leading the graphic design team, educating the direction of respective projects, and collaborating with content writers, developers, and project managers. In 2016, they began working as a Freelance Graphic Designer at Knock Knock Social. Most recently, they have been working as a Web Designer at ProfitStars since 2017.

Dedra Bledsoe holds a Bachelor of Fine Arts (B.F.A.) in Graphic Design from The Art Institutes, which they obtained between 2009 and 2012. In 2017, they also obtained a certification in Inbound Marketing from HubSpot.