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Jeff Medeiros has a diverse work experience spanning over several decades. Jeff started their career as a student at the University of California, Berkeley, Haas School of Business from 1984 to 1987. Jeff then joined IBM Corporation in 1987, where they worked as an Enterprise Systems Specialist, focusing on areas such as storage, servers, networking, and data center strategic planning. After leaving IBM, they worked at ARS Solutions as the Director of Sales and Business Development, where they successfully generated over $6M in sales. Following this, Jeff Medeiros founded their own company called rs-unix, where they served as President/CEO for 13 years. In 2010, they co-founded KEASTONE, a cloud-based Software-as-a-Service provider, where they acted as a Co-Founder/Partner. Jeff also worked in various academic positions, including being an Adjunct Professor at NYU Stern School of Business, and holding roles as the Director of the Information Systems Management Program and Lecturer in eCommerce and MIS at the University of New York in Prague, as well as being an Adjunct Lecturer in Business Administration at Anglo-American University.

Jeff Medeiros has a diverse education history. Jeff earned a Master of Business Administration (M.B.A.) degree in Management Information Systems, General from the Institut Universitaire Kurt Bösch from 2010 to 2012. Prior to that, they completed a Bachelor of Science (BSc) degree in Marketing and Finance from the University of California, Berkeley, Haas School of Business from 1984 to 1987. Additionally, Jeff obtained an MBA degree in Information Systems from the University of New York in Prague from 2010 to 2012. In terms of high school education, they attended Klein Forest High School from 1979 to 1982, but did not receive a degree or specify a field of study. Furthermore, they obtained a certification called "International Management Teachers Academy (IMTA) Certification of CEEMAN" from CEEMAN - management development association in July 2012.