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Michael Oakes has a diverse work experience. Michael started their career in 2000 as an Analyst at Stratfor. In 2005, they became an Adjunct Professor of International Relations at St. Mary's University, a position they held until 2009. In 2007, they joined Oak Hills Church as the Director of Global Outreach, where they are currently employed.

Michael Oakes earned a Bachelor of Arts degree in Economics from Baylor University, where they attended from 1987 to 1991. Following this, they pursued a Master's degree in International Business at Thunderbird School of Global Management from 1994 to 1996. In 1991 to 1992, they also attended Heidelberg University, although the specific degree and field of study are not specified.