Bryan holds a FAA Airline Transport Pilot Certificate and is type rated in A-320, B-727, B737, CE-500, EMB-120 and SA-227. He also holds FAA Flight Instructor Certificates for Single Land, Multi Engine Land, and Instrument Instruction.

While at Kalitta Charters II, Bryan served as a FAA Certified Check Airman for B-727 in both flight simulator and aircraft. He also served as Chief Pilot. 16,500 hours of flight experience has been gained in Air Carrier, Corporate and Charter flight operations in aircraft including Beechcraft King Air 200 and 350, Hawker and Citation Jets.