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Ryan Hewitt has a diverse work experience spanning different industries and roles. In 2012, they started working at Angie's List as a Manager in Service Provider Relationships, a position they held until 2017. From 2017 to 2019, Hewitt worked as a Senior Account Manager at JAB Media Group. Following that, they joined Elwood Staffing Services, Inc. as a Professional Recruiter from 2019 to 2020. In 2021, they joined One View, Inc. as a Client Success Manager before moving on to DealMachine for Real Estate in 2022. At DealMachine, Hewitt held the role of Customer Success Manager from 2022 to 2023, after which they were promoted to Head of Customer Success, their current position.

Ryan Hewitt attended Ball State University from 2006 to 2010, where they pursued a degree in General Studies.