Dennis Allan Sherwood

Milton, FL 32583

Certificates

privatecommercialinstrumentatpcfi

Aircraft Categories

airplane single engine landairplane multi engine land
About Dennis Allan Sherwood

Dennis Allan Sherwood is a highly distinguished FAA Designated Pilot Examiner (DPE) based in Milton, Florida, serving the critical aviation corridors of the Florida Panhandle and Southern Alabama. With a career rooted in high-level flight instruction and operational excellence, Sherwood holds an Airline Transport Pilot (ATP) certificate and is recognized as a Gold Seal Flight Instructor (CFI/CFII/MEI). He has accumulated thousands of flight hours in a diverse array of aircraft, establishing himself as a fixture in the regional pilot training community at hubs such as Peter Prince Field.

Sherwood specializes in a wide spectrum of practical tests, including Private, Commercial, Instrument, and Multi-Engine ratings. He is particularly regarded for his expertise as a Flight Instructor Examiner (FIE), frequently overseeing initial CFI certifications, which requires a mastery of both technical maneuvers and educational theory. Throughout his tenure, Sherwood has maintained a pristine safety record and is known for an evaluative style that prioritizes risk management and aeronautical decision-making. His professional background ensures that applicants are tested against rigorous FAA standards, fostering a safety-conscious culture for the next generation of aviators.

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Contact Information
Aircraft Management Services (AMS)
FAA data last updated: 2/23/2026
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