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Todd Stearn has a diverse work experience in executive roles. Todd started their career as a Marketing Research and Digital Media Intern at a stealth startup in 2009. Stearn then worked as a Digital Media and Media Planning Intern at MSA Advertising and Public Relations in 2008. In 2010, they became a Senior Network Manager at Epic Advertising. In 2012, Stearn co-founded Aragon Advertising and served as its CEO. Todd also became the Chief Executive Officer at The Aragon Company in the same year. In 2017, Stearn founded The Money Manual and served as its Founder and CEO. In 2018, they became the Chief Executive Officer of Aragon Premium, a mobile app marketing division of The Aragon Company. In 2019, Stearn became the CEO of Vibrant Performance. Most recently, they have taken on the role of Chief Executive Officer at Cover Care Insurance Services starting in 2022.

Todd Stearn attended Jericho High School from 2002 to 2006. After completing high school, they attended Boston University College of Communication from 2006 to 2010. During their time at the university, Todd pursued their Bachelor's Degree with a major in Advertising and a concentration in Psychology.