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Dean Ross has extensive work experience, starting in 1989 as a Group Controller at Nu-West Florida. From there, they became the VP of Finance and Chief Information Officer at Certex USA from 1995 to 2001. Following that, Ross worked as the HCFM Division - Vice President of Technology at Regis Corporation from 2001 to 2014. In 2014, they joined Accentex as Managing Director and also served as the Chief Technology Officer at Massage Addict during the same year.

Dean Ross has completed the Executive Leadership Program at MIT Sloan School of Management. Additionally, they have attended Florida Atlantic University and University of Florida, although no degrees or fields of study were specified for either institution. In terms of certifications, Dean has obtained the CMA certification from the IMA | Institute of Management Accountants and the Certified Public Accountant certification from the Florida Institute of CPAs (FICPA). However, the specific months and years in which they obtained these certifications are not provided.