Checkride Insights Ep. 1 — Tom Guillebeau on Setting Expectations and Avoiding Pitfalls

In the premiere episode of Checkride Insights, Seth sits down with Tom Guillebeau, a seasoned Designated Pilot Examiner and C-130 instructor pilot with the Arkansas Air National Guard. Tom shares his journey from mowing lawns for flying lessons to becoming a military evaluator, and gives practical advice for checkride applicants—from setting expectations to avoiding the most common mistakes. Whether you're prepping for your first ride or sharpening your CFI game, this conversation is packed with insight. ✅ Common issues DPEs see on checkrides ✅ What examiners really expect from applicants ✅ The value of clear communication and scenario thinking This series is part of the VSL Aviation Podcast and supports the FAA’s national CFI–DPE Forum initiative. Chapters: 00:00 Introduction to Check Ride Insights 02:51 Common Check Ride Pitfalls 06:43 Understanding Aircraft Systems 12:17 The Importance of Decision Making 19:58 Personal Minimums and Safety 32:44 Final Thoughts and Resources 33:13 Navigating Gusty Conditions 35:16 Personal Minimums and Risk Management 38:03 Cancellation Policies and Student Preparedness 40:38 Examiner Flexibility and Weather Challenges 43:18 Maneuvers and Flight Skills 44:17 Pilotage and Dead Reckoning 46:54 Stalls and Slow Flight Techniques 53:06 Emergency Procedures and Checklists 56:18 Ballistic Parachute Systems and Safety 01:00:07 Final Thoughts and Preparation Tips