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Rick O'Rourke has a diverse work experience spanning over two decades. Rick currently serves as the Chief Executive Officer at Universily, where they simplify the college application process for students and their families. Prior to this, they worked as an Advisor at Noble Rock Advisors. Rick also held key leadership positions at Greenlight Technologies and Yubico, serving as the Chief Revenue Officer in both companies. Rick has experience as a Managing Director at Vista Consulting Group and as a Vice President at SAP, where they led strategic agreements. Additionally, they held various sales and marketing roles at Aravo Solutions, Liquid Engines, and ellianz.com. Rick's early career involved working as a Captain on Sailing Yacht Scalawag.

Rick O'Rourke completed their undergraduate education at Harvard University from 1983 to 1987, where they obtained a Bachelor of Arts degree with Honors. Rick'sfields of study included Computer Science and Economics. Following this, in 1988, they attended The University of Auckland for a brief period, although the specific degree obtained is not mentioned. In 1986, Rick also participated in Semester at Sea, a program focusing on international relations.