With the industry's highest independent safety rating (Argus Platinum Rating) and one of the world's elite Air Carriers holding both IS-BAO and Argus Platinum Ratings, Roger Woolsey's reputation for quality, particularly as CEO of Million Air, is validated. Only 5 percent of the world's Air Carriers hold this distinction.

In 1986, at the age of 19, Roger Woolsey began his first FAA Certified 125 Air Carrier, Prestige Touring. At that time, Woolsey was the youngest commercial pilot in the US, and still holds the title as the youngest Air Carrier Operator in United States history. Prestige Touring catered to rock & roll bands, including Billy Joel, Sting, Grateful Dead, Stevie Nicks, U2, Peter Frampton and others, who required flight transportation while on music tours.

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