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George Kirkland's work experience includes a variety of roles and positions in different companies. In 2004, they worked as a District Manager at College Works Painting. In 2006, they served as a Summer Analyst in TMT Investment Banking at FBR. From 2007 to 2012, they worked at Morgan Stanley, where they started as an Analyst in Real Estate Investment Banking and later became an Associate in Fixed Income Capital Markets. From 2012 to 2020, George worked at RaiseMe (later acquired by CampusLogic) in various positions, including Founder & Senior Vice President of Business Development, Founder and Chief Revenue Officer, Founder & Vice President of Sales and Partner Success, and Board Member. In 2019, they became an Advisory Board Member at 3 Enrollment Marketing, Inc. and an Advisor at Scholarships360 in 2021. Lastly, in 2021, they co-founded and became the CEO of HomeCloud, a tech-enabled home inspection alternative that powers an intelligent home management app.

George Kirkland attended Durham Academy from 1999 to 2003 and obtained their High School Diploma. George then pursued higher education at UNC Kenan-Flagler Business School from 2003 to 2007, where they earned a Bachelor of Science in Business Administration (BSBA) with a focus on Finance and Public Policy. In 2013, George became an EDSi Fellow at the University of Pennsylvania. In addition to their formal education, they hold certifications in Series 63 and Series 7, although the specific details regarding institution and completion dates are not provided.