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Rob Desantis has held various roles in the tech industry since 2006. Rob began as an investor for Sugar Publishing in 2006, followed by investments in Bloom Energy, eASIC, SenseLabs, and Tabula in 2009. In 2015, they became an investor and advisor for Bloom Energy, Agiloft, and others. In 2018, they became an Investor/CEO Advisor at Agiloft, where they helped architect all aspects of the business. In 2020, they co-founded Dibbs, and in 2021, they became both a Co-Founder of Arkestro and an Investor/Strategic Advisor for USEND.

Rob Desantis attended the University of RI from 1981 to 1985, where they earned a Bachelor of Science in Mechanical Engineering.