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Regional Chief Pilot — Northeast; HPN

Job in East White Plains, White Plains, Westchester County, New York, 10601, USA
Listing for: Pilot Assessments
Full Time position
Listed on 2026-09-12
Job specializations:
  • Transportation
    Pilot
Salary/Wage Range or Industry Benchmark: 120000 - 180000 USD Yearly USD 120000.00 180000.00 YEAR
Job Description & How to Apply Below

What you'll lead

  • Provide day-to-day leadership, mentorship, and supervision for pilots across the Northeast region.
  • Ensure strict adherence to FAA Part 135 regulations, company manuals, SOPs, and safety standards.
  • Oversee pilot training, checking, and standardization; conduct line checks and support recurrent training.
  • Partner with Safety, Training, and Dispatch to drive SMS initiatives and operational excellence.
  • Support scheduling and on-call operational needs; serve as a resource for flight crew decision‑making.
  • Perform limited line flying to maintain currency, assess standards, and support the operation.
  • Collaborate with regulatory and internal stakeholders to resolve operational issues and implement best practices.
What you bring
  • CPL or ATPL certificate with appropriate ratings for company operations.
  • Current pilot qualifications and currency in accordance with FAA requirements.
  • Strong, hands‑on knowledge of FAA Part 135 regulations and operational requirements.
  • Previous experience in pilot leadership, supervision, or pilot development (strongly preferred).
  • Excellent communication, interpersonal, and problem‑solving skills with a collaborative leadership style.
  • Flexibility to support on‑call operational needs and the ability to travel occasionally.
  • Demonstrated commitment to safety, professionalism, and high operational standards.
Your impact
  • Elevate safety and compliance across a dynamic Northeast network.
  • Enhance pilot performance through coaching, standardization, and effective training/checking.
  • Strengthen operational reliability through sound judgment and proactive leadership.
  • Champion a culture of professionalism and continuous improvement.
Location & travel

Primary base: HPN (Westchester County Airport), West Harrison, NY
Travel:
Occasional travel within the Northeast region as operationally required
Flying:
Limited line flying and line checks as assigned

Ready to lead?

If you’re a safety-focused aviator and people-first leader with deep Part 135 expertise, we’d love to hear from you.

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