Rick Gregory
, Owner

Rick is a long-time aviation enthusiast, flight instructor and antique airplane admirer.  With multiple pilot ratings, including Airline Transport Pilot, he is an experienced flight instructor with many hours in tailwheel aircrafts.  He also instructs in Robinson helicopters.

He founded Sirius Flying LLC with a fleet including a Robinson R22 Beta II helicopter, a Husky airplane and the Boeing Stearman biplane. 

His mission is to provide an excellent aviation experience to discerning people. Email me



John Pyle, Chief Pilot

John began his flying career in 1967 flying helicopters as an officer in the US Army.  After training at Ft. Wolters, Texas and Ft. Rucker, Alabama, he commanded gunship units with the First Calvary Division in combat in Viet Nam 1967-1968.  From 1968 to 1970, he was stationed at Ft. Bragg, North Carolina, where he commanded Headquarters Company, Simmons Army Airfield Command.

John joined the Chicago Fire Department from 1970-1972 then flew and instructed helicopters in New Zealand in agricultural work, venison recovery and commercial lifting. In 1991, he began instructing in California in helicopters and airplanes. 

Since 1994, John has been an FAA Designated Pilot Examiner which allows him to give flight tests and issue pilot licenses. He has logged over 14,000 hours of flying.  

There is no greater pleasure for John Pyle than to be in the sky sharing the joy and love of safe flying. Email me



Barbara Courtney, Advisor

Barbara is a private pilot and Intellectual Property Attorney.  She assists in the operation of Sirius Flying LLC. Email me

    Home

    Training

    About Us

    Contact Us

    The Aircraft

    Stearman History

    Discovery Flights