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Aaron Freeman has been working in the technology industry since 1994. Aaron began their career at PepsiCo Food Services, Inc. as an Analyst, where they were initially tasked with supporting computers that could count tacos. Aaron was later promoted to support computers that could deliver tacos, and was challenged to enhance software in the stores to count tacos faster. Aaron then researched how to get the government to stop taxing them for counting tacos. In 1998, they became a Teaching Fellow at Wichita State University. In 2000, they founded Adroit Corporation, and was also the Director of Technical Architecture at LoudFire, LLC. In 2012, they cofounded Cricket Alley. Finally, in 2003, they became the Cofounder and CEO of SendThisFile, one of the earliest managed file transfer companies on the web. SendThisFile has 20 million uploads and 1.4 million users, forming one of the largest managed file transfer sites.

Aaron Freeman attended Wichita State University from 1994 to 2002, where they earned a B.Sc. in Computer Science, an M.Sci in Electrical Engineering, and a Ph.D. in Electrical Engineering, cand.