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Samantha Trueblood has a wealth of work experience, beginning with a Sports Department Intern position at WISH-TV in 2009. Samantha then moved on to a Customer Support Specialist role at TelSpan in 2010. In 2015, they became a Referral Coordinator at HealthPro, LLC. Samantha then took on two roles at OurHealth in 2016, as a Clinic Host and Referral Coordinator. In 2019, they began working at Springbuk as an Account Manager, where they were responsible for maintaining healthy partnerships with top tier clients, collaborating cross-departmentally to consistently raise the bar on the Springbuk customer experience, and assisting in the development of engaging training content for distribution to customers and partners. In 2021, they moved to Castlight Health as a Client Success Manager. Finally, they are currently working at Stride as a Client Success.

Samantha Trueblood attended Lyons Township High School from 2002 to 2006. Samantha then went on to receive their Bachelor's Degree in Kinesiology from Indiana University Bloomington from 2006 to 2010. In November 2019, they obtained a Certified Corporate Wellness Specialist certification from Global Healthcare Resources (GHR).