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Ryan Fleming has a diverse work experience spanning over a decade. Ryan began their career as an Account Executive at Payday Payroll Service Inc in 2008. During their time there, they consistently exceeded sales quotas and brought in new clients. Ryan was later promoted to Regional Major Market Account Executive. In 2012, Ryan joined UnitedHealthcare as a Renewal Account Executive before moving on to VSP Vision Care in 2013, where they worked as an Account Executive until 2022. In 2022, they transitioned to ConsumerDirect, Inc., starting as a Senior Sales Executive and then moving on to become a Sales Manager in Employee Benefits. Currently, Ryan holds the position of Vice President of Business Development at the same company.

Ryan Fleming attended California State University, Long Beach from 2000 to 2005, where they earned a Bachelor of Arts (BA) degree in English. Ryan also pursued a Bachelor of Arts degree in Liberal Studies with a focus on English and Creative Writing during the same period.