On The Upwind, LLC was formed in June of 2015 by two long time friends, Christopher Rocha, a current Captain for JetBlue with over 15 years and 10,000 logged hours of flight experience and Juan Concheiro, a Commercial Pilot and entrepreneur with over 11 years of business management experience. Their vision was to create a community of like minded pilots where they can hang out and talk shop about flying.  Juan wanted to be part of a training facility where he would be around other pilots with real world experience! They are based in Tampa, Florida next to Superior Aviation Gateway at Tampa Executive Airport. Come on by, check us out, and take a discovery flight! 

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In 2019 On The Upwind LLC became On The Upwind Aviation, Inc a 501c3 non-profit organization.