Robert Middleton III

FOREST, VA 24551

Certificates

privatecommercialinstrumentcfi

Aircraft Categories

airplane single engine landairplane multi engine landairplane single engine sea
About Robert Middleton III

Robert Middleton III is a highly regarded FAA Designated Pilot Examiner (DPE) based in Forest, Virginia, primarily serving the Richmond FSDO and the Lynchburg Regional Airport (KLYH) area. His aviation career spans over three decades, beginning with his first solo flight at age 16. In 1992, he joined Piedmont Airlines (formerly Henson Airlines), where he rose to the rank of Captain in 1997. Throughout his tenure, he served as an Operating Experience (OE) Captain and a full-time training instructor, specializing in the deHavilland Dash-8 and Embraer 145. His extensive background in professional flight decks and airline training environments has made him a cornerstone of the regional pilot community.

As an Airline Transport Pilot (ATP) with thousands of logged hours, Robert holds comprehensive certifications including CFI, CFII, and MEI. Beyond commercial aviation, he has significant expertise in general aviation and seaplane operations, having previously served as the Chief Flight Instructor at Smith Mountain Lake Aviation. His evaluation services cover Private, Commercial, and Instrument ratings for both single and multiengine land aircraft. Known for his "safety-first" mindset and a spotless operational record, Captain Middleton emphasizes a fair but thorough examination process designed to produce proficient, risk-aware pilots in accordance with FAA standards.

Contact Information
FAA data last updated: 2/23/2026
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Available Gouges

Gouge Completeness Ratings

Basic (<400)
⭐⭐Good (400-799)
⭐⭐⭐Detailed (800-1499)
⭐⭐⭐⭐Extensive (1500+)
private checkride iconPrivate Pilot
1 gouge
1/2/2026
failairplane single engine landCE-152
⭐⭐~483 words