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Will Montgomery has over 20 years of work experience. Will started their career in 1996 as a Supervisor at Bowne. In 1999, they became a Manager at Advanced Business Group, Inc., and worked there until 2001. In 2002, they joined Command Financial Press as the VP of Technology Services, a role they currently hold.

Will Montgomery attended Carnegie Mellon University, but the dates and field of study are unknown. Will then went on to obtain an MBA in Technology Management from the University of Phoenix from 2000 to 2002. Later, they received a Diploma in Financial Management from New York University.