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Chief Pilot

Bedford, Massachusetts, United StatesOnsitePosted Oct 2, 2026

Job description

Team Leadership & Culture: Leads the Flight Operations (pilot) team, fostering a culture of trust, engagement, and shared accountability. Leads the Flight Operations team within Corporate Aviation. Works closely with the Corporate Aviation leadership team — including attending and actively participating in Aviation Leadership Team / Safety Officer meetings — to ensure effective communication and coordination among all personnel groups in support of the department's goals and objectives.

Works with the Director of Aviation to identify and hire captains and first officers. Responsible for onboarding, indoctrination, and training of new pilots. Establishes and periodically reviews the training curriculum and performance standards (safety, technical, and service) in coordination with the Director of Aviation and Aviation leadership team, ensuring pilots have the aircraft systems, equipment, and operating limitations knowledge necessary for safe operations on each assigned type, and that standards remain current with fleet, mission, and regulatory changes.

Establishes and manages pilot standardization processes to maintain consistency of training and evaluation across the pilot group. Guides pilots on safety, technical, and service performance standards, working collaboratively to address deficiencies as they arise. Supports pilots in coordinating with Maintenance, Passenger Services, and Operations Support on daily operational matters, including aircraft discrepancies and Minimum Equipment List (MEL) issues.

Ensures pilots are knowledgeable on and prepared to address operational factors, including traffic management delays, Temporary Flight Restrictions (TFRs), and NOTAMs. Develops, implements, and monitors operating standards and procedures for pilots, ensuring compliance with regulatory and OEM guidance — including staying current on OEM procedural and equipment updates — and alignment with industry best practices.

Develops, maintains, and monitors the currency of operational documentation pertinent to flight operations, including department operating manuals and aircraft publications (printed and digital). Provides guidance on airport suitability, including seeking out information about airport accessibility when it is not readily available.

Previous experience as a people leader, preferred Demonstrated leadership ability, including coaching, development, and accountability Sound judgment and decision-making ability in a dynamic operational environment Ability to build trust and productive relationships across teams and organizational levels Demonstrated ability to collaborate, influence, and drive alignment across functional areas Commitment to fostering a culture of safety, service, continuous improvement, and shared accountability Minimum 5 years as a turbojet PIC; preference for business aviation operations conducted globally Valid FAA ATP with Airplane Multiengine Land rating Valid FAA First Class Medical Valid U.

S. passport Type rating and operational experience in Gulfstream GVI or GVII or comparable aircraft type

Description copied from Liberty Mutual's careers page. Read the full posting before you apply.

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