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Ken Sheppard DPE Checkride Gouges

Designated Pilot Examiner • (Kenneth Douglas Shepherd)

Preparing for an FAA checkride with Designated Pilot Examiner (DPE) Ken Sheppard? GougeHub has 33 first-hand Ken Sheppard checkride gouge reports from pilots who tested. Review oral exam questions, flight test patterns, and examiner insights for CFI, CFII, CPL, IFR, and PPL checkrides.

CFI CFII CPL IFR PPL
↓ View 33 available gouge reports
Andrew Gray, CFI-II 1,500+ hrs · Former US Navy & Boeing · Data methodology

Ken Sheppard puts applicants at ease early with dad jokes and friendly small talk, then gets to work. He starts the oral by checking documents, endorsements, the IACRA application, and maintenance logs. Know your tachometer time and time since major overhaul, because he watches engine hours closely and won't fly a plane over 3000 hours. Tab out your FAR/AIM and POH, since nearly every question comes as a scenario.

For private applicants, expect pilot and aircraft airworthiness scenarios covering required documents, medicals, alcohol, currency for day and night, and proficiency versus currency. He digs into the four-stroke engine cycle, the fuel system, the carburetor and carb ice, and the electrical system including the low voltage light flow. He loves the sectional and asks many questions on airspace, cloud clearances, symbology, and protected wildlife areas. Know fuel requirements, weight and balance, crosswind limits, and takeoff and landing distance calculations from given weather.

Instrument and CFII applicants get heavy systems teaching. He wants you to teach exactly what is in your panel, whether that is dual G5s or the traditional six pack. Be ready on the PFD, AHRS, ADC, pitot static errors, GPS segments, RAIM, FDE, and WAAS. He covers electrical power sources, alternator failure, G5 backup battery life, and currency using the six HITS with real dates.

The flight commonly runs a cross country from KSEE toward the coast, then a diversion. Maneuvers include steep turns, slow flight, power on and off stalls, unusual attitudes, and lost procedures. Expect an engine fire, emergency descent, and engine out, plus soft field, short field, and forward slip no flap landings. He wants your eyes outside and gives you chances to fix mistakes.

These notes come from 32 reports on file.

Examiner Patterns

Based on 19 reports

  • Weight & Balance: 6 of 9 applicants report the examiner required a full W&B calculation
  • Oral style: 10 of 19 applicants report the examiner used scenario-based questioning throughout
  • Oral duration: Most common — over 2 hours (2 of 2 reports)
  • Flight duration: Most common — 1.5 to 2 hours (1 of 2 reports)
  • Navigation tools: 5 of 8 applicants report the examiner required paper charts
  • Logbook review: 4 of 10 applicants report the examiner reviewed endorsements specifically
  • Density altitude: 15 of 17 applicants report the examiner did not cover density altitude
  • Go/no-go discussion: 12 of 18 applicants report the examiner discussed go/no-go as part of a scenario
  • Equipment failure simulated: 5 of 19 applicants report the examiner simulated an electrical failure
  • Preflight briefing: 10 of 16 applicants report the examiner gave a brief overview before flight
  • When ACS standard not met: 4 of 9 applicants report the examiner noted the deviation and continued

Based on self-reported pilot submissions. Data methodology

Ken Sheppard runs scenario-based orals and likes to make small talk first to settle your nerves. He once counted how many times a CFI applicant said "runway incursion" during a lesson, and he spun a quarter on the table to teach gyroscopic rigidity. He helped one private applicant pull the plane into the sun to melt ice before the flight.

Read the 33 reports from Ken Sheppard →
📘 Studying for your Private Pilot oral?

Analyzed across 113 site-wide Private Pilot checkrides in the GougeHub database, the same questions keep coming up. Here’s one of the 37 in the guide:

Asked in ~70% of reported checkrides

“What privileges and limitations do you have as a newly certificated private pilot?”

📋 Examiner Insight: A near-guaranteed question — examiners want to know you understand the limits of your certificate and won’t go offering rides for hire. Know it cold.

All 37 questions, ranked by frequency, with Examiner Insights and Common Pitfalls from 113 real checkrides — written and reviewed by Andrew Gray, CFI-II.

Get the Private Pilot Oral Exam Guide — $14 →

7-day money-back guarantee · Instant PDF download

Ratings & Checkride Types

  • CFI (Certified Flight Instructor)
  • CFII (Instrument Flight Instructor)
  • CPL (Commercial Pilot)
  • IFR (Instrument Rating)
  • PPL (Private Pilot)

FAA Designee Information

FAA Oversight Office: San Diego FSDO

Status: Active Designee

FAA Examiner Authorization:
  • Private Pilot Examiner: Airplane Single Engine Land
  • Commercial & Instrument Rating Examiner: Airplane Single Engine Land
  • Flight Instructor Examiner: Airplane Single Engine
  • Flight Instructor Examiner — Instrument: Airplane Single Engine
  • Flight Proficiency Examiner
  • Military Competency Examiner
  • Ground Instructor Examiner
  • Flight Instructor Rating Examiner

Source: FAA Designee Management System · Verify on FAA.gov →

Other DPEs in San Diego, CA

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Transparency Disclaimer: This page summarizes patterns reported by applicants. It is not an endorsement, prediction, or guarantee of checkride outcome. Every checkride varies based on the applicant and circumstances.

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