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Tommy Shumway's work experience includes serving as the Vice President of the Benefits Division at CityWorth since March 2022. Prior to this role, they were a Real Estate Agent at CityWorth since June 2017. In 2016, they worked as a Mortgage Loan Processor at CityWorth Mortgage, where they specialized in analyzing borrowers' income, credit, and assets and maintained communication with borrowers while receiving documentation. Tommy was also trained to use Calyx Application during their time in this role.

Tommy Shumway attended James Madison University, where they studied Business Management. Prior to that, they also attended Flint Hill School.