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Ryan Callahan has a diverse work experience spanning various industries. Ryan has held leadership positions in organizations such as Blue Star Families and RallyPoint, where they focused on digital innovation, marketing, and growth. Ryan has also been actively involved in non-profit organizations, serving as a chairman and member of the board of directors for Kids in Tech and a member of the board of advisors for Big Brothers Big Sisters of Eastern Massachusetts. Additionally, Ryan has worked in digital account management at Ve Interactive, served as a digital marketing specialist at Sperry, and started their career as a production assistant at ESPN. Throughout their career, Ryan has demonstrated a passion for empowering military and veteran families, fostering technological education for children, and supporting various causes.

Ryan Callahan earned a Master of Science degree in Advertising from Boston University in 2013. Prior to that, they completed their Bachelor of Arts degree in New Media from Fairfield University in 2009. In addition to their formal education, Ryan has also obtained certifications such as being listed on the Honored Listee by Marquis Who's Who in 2023 and completing a certification in Business Communications from Harvard Extension School in 2021.