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Timothy Chabail has a diverse work experience spanning over 20 years. In 2019, they became Co-Founder and Managing Member of Vartender: Whiskey Concierge. Prior to this, they were Co-Founder and Managing Member of IT Veterans from 2010 to 2019. From 2010 to 2010, they were a Senior Business & Financial Analyst at the Federal Bureau of Investigation (FBI). From 2007 to 2010, they were an IT Project Manager at the Defense Intelligence Agency. From 1997 to 2007, they were Flight Commander at the 1st Combat Camera Squadron.

Timothy Chabail attended Kent State University, USAF Squadron Officer School, BCOT, and Kent State University again, where they obtained a degree in Aerospace Studies.