Jason Stewart is an experienced technology professional with a focus on customer education. Currently serving as an Executive Advisor at Gainsight since April 2025, Jason previously co-founded and held the position of CTO at Skilljar from September 2013 to April 2025. Prior roles include Software Development Manager and various other software development positions at Amazon from June 2011 to September 2013, and Principal Architect at Irdeto from March 2005 to February 2010. Earlier in the career, Jason worked as a Software Development Engineer at LockStream Corporation from August 2000 to March 2005. Jason holds a BA in Computer Science from Carleton College, earned between January 1994 and January 1998.
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