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Ryan Windham has worked in various roles throughout their career. Ryan started their career as a Media Planner at Gardner Wallcovering in 1999. Ryan then moved on to Gateway Medical Center, where they served as a Media Specialist/Webmaster, responsible for online marketing initiatives and website content management. In 2016, they joined Tennova Healthcare - Clarksville as the Director of Marketing, overseeing various marketing activities such as digital and social media, content management, and market research. In 2020, they joined Fortera Credit Union as the Marketing Director and was later promoted to the position of VP, Marketing in November 2021. Additionally, since 2008, Ryan Windham has also been a Co-Owner of Open Door Design and Technology, a freelance design and technology company offering web design, graphics design, and online marketing services.

Ryan Windham obtained a Bachelor's Degree in Liberal Arts from the University of Louisiana Monroe between 1994 and 1998. In addition to their formal education, they have obtained several certifications. These include the "Google Analytics for Beginners" certification from Google Analytics Academy, which they received in April 2020. Ryan also has the "Reputation (Core) Certification" from Reputation.com, obtained in August 2019. Ryan has acquired certifications in "Social Media Strategy," "Content Marketing," and "Email Marketing" from HubSpot Academy, earning them in May, April, and March 2020 respectively.