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Benjamin Monk Jr. has a diverse work experience spanning various industries and roles. Benjamin most recently worked at Roll20 as a Controller starting in October 2022. Prior to that, they served as the Chief Financial Officer at OneBookShelf starting in January 2019. Benjamin also had a role as a Controller at FIX Health from January 2019 to May 2022. Before that, they held positions at PruittHealth, first as the Manager of HRIS from March 2014 to December 2018, and then as an I.T. Systems Analyst from September 2012 to February 2014. Earlier in their career, Benjamin worked at CCP North America, Inc. as a Financial Controller from November 2006 to December 2011, and at White Wolf Publishing, Inc. as a Financial Controller from September 1992 to October 2006.

Benjamin Monk Jr. pursued their higher education at The University of Georgia from 1988 to 1992. During this time, they earned a Bachelor of Business Administration (BBA) degree with a focus on Risk Management and Accounting.