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Dana Wilkerson began their work experience in 2004 at KPMG, where they held various roles including Associate, Senior Associate, and Audit Senior Manager. In 2014, they joined MTM, Inc. as the Director of Financial Planning and Analysis. Dana later became the Sr Director of Finance and then the VP of Finance & Data Intelligence.

From 1999 to 2004, Dana Wilkerson attended the University of Missouri-Columbia, where they obtained a Master of Accountancy degree.