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John Trumble's work experience includes various roles in different companies. John started their career in General Mills in 1985, working in sales until 1987. John then joined Daymon Worldwide as an Account Executive from 1988 to 1995. Subsequently, they worked at MicroAge, Inc. as the Director of Professional Services from 1995 to 2000. John then moved to Nortel as the Director of Business Development from 2000 to 2002. From 2002 to 2005, they worked as a Principal at Emediex. In 2005, they joined All Covered as the Vice President Strategic Partnerships until 2006. Currently, they are working at Valore Partners, where they have held various roles such as Senior Manager, Director of Client Services, and Vice President of Client Services from 2006 to present.

John Trumble attended Lewis & Clark College from 1981 to 1985, where they obtained a Bachelor of Arts degree in Business Administration. John did not specify a field of study during their time at the college. In addition to their degree, John Trumble obtained a certification in Insight Selling from Microsoft in March 2018.