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Deanna B. has a diverse work experience spanning from 1995 to 2020. Deanna started their career at PricewaterhouseCoopers as a Manager, where they planned and managed audit engagements for corporate and governmental clients. Deanna also had supervisory responsibilities, including training and mentoring staff. In 2000, they joined Attorneys Title Insurance Fund as a Controller before moving to Attorneys' Title Fund Services, LLC in 2009. At the latter company, they held various roles such as Director of Finance, Chief Financial Officer, and EVP, Chief Financial Officer & Chief Information Officer. Their responsibilities included overseeing financial operations, managing information systems, and serving on the Board of Directors. In 2020, they took on a volunteer role as the Treasurer on the Board of Directors at South Orlando Soccer Club, Inc.

Deanna B. completed their Master's degree in Accounting from the University of Florida, where they studied from 1989 to 1994.