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Ashley B. Little has had a diverse work experience. Ashley began their career in 2001 as a Web Design Intern for Hare, Wynn, Newell & Newton. In 2002, they took on a freelance web design role with the University of Alabama at Birmingham. In 2003, they began working for Southern Progress Corporation as an Advertising Art Intern for Southern Living Magazine. Later that same year, they joined Alden Systems where they held the roles of Director of Marketing & Design and Creative Director & Marketing Communications Manager. In this role, they were responsible for design and branding for all software product lines, Alden's corporate website, trade websites, and printed collateral. Ashley also managed Alden's network of freelance writers and designers and coordinated and directed all marketing efforts in coordination with the sales team.

Ashley B. Little has a diverse educational background. Ashley attended the Alabama School of Math & Science from 1996 to 1997, Winston County High from 1994 to 1996, and the University of Alabama at Birmingham from 1998 to 2003. During their time at the University of Alabama at Birmingham, they obtained a Bachelor of Fine Arts in Art Studio - Graphic Design and a Bachelor of Science in Psychology. In 2013, they received a HubSpot Marketer Certification from HubSpot Academy.