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Jason Reep has a diverse work experience in the financial and agricultural industries. Jason started their career as a Loan Officer at Centex in 2004 and later joined First Fidelity Mortgage as a Loan Officer in 2005. In 2006, they transitioned to MidAtlantic Farm Credit, where they held various roles, including Sales Manager and Loan Officer. As the Sales Manager, Jason trained and mentored new sales staff and developed relationships with influencers to grow business and gain market exposure. In 2018, they joined Horizon Farm Credit as the Vice President of Related Services, where they supported the company's Secondary Mortgage Market department and crop insurance services. Jason was later promoted to the role of Vice President - Home & Land Lending.

Jason Reep's education history begins in 1997 when they enrolled in Towson University. Jason pursued a Bachelor of Science degree in Psychology and Sociology, completing their studies in 2000. Nearly two decades later, in 2017, Jason sought further educational opportunities. Jason attended the ABA Stonier Graduate School of Banking and the University of Pennsylvania concurrently. However, specific details about the programs of study or degrees attained during this period are not provided. After a duration of two years, Jason concluded their education in 2019.