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Reggie Jennings has a diverse work experience, starting as a General Contractor at RDJ Construction from 1988 to 1999. From there, they joined Direct Financial Solutions as a Credit Risk Analyst in March 2015, and later became the Credit Risk Manager at the same company in November 2015. Reggie then transitioned to Community Choice Financial, Inc. in September 2021 as a Credit Risk Consultant, where they used credit bureau services and developed models to underwrite loans and assess financial losses. Currently, Reggie works at Clicklease as a Data Scientist, specializing in mining, modeling, and analyzing large datasets to optimize fraud risk analysis, compliance, and financial services overall.

Reggie Jennings has a Master's level degree in Research and Experimental Psychology, which was obtained from Utah State University from 2002 to 2006. In addition to their academic qualifications, Reggie has also obtained certifications in FIS Enterprise Governance Risk and Compliance: Compliance Training - CFPB from FIS in September 2015, and SAS Base Programming from SAS in May 2009.