Chief Pilot

We are seeking an experienced aviation leader to join a well-established aviation team as our current Chief Pilot retires. Based at our dedicated hangar facility at Hanscom Field in Bedford, Massachusetts, we operate three Gulfstream aircraft (two G650ERs and a G500) in support of the company’s global business activity.

Our flight department is built around three priorities: safety, grounded in a just culture; providing a superior service experience in every facet of the department; and a continuous focus on operational excellence. The Chief Pilot leads the Flight Operations team and is responsible for ensuring our pilots are prepared, qualified, and supported to conduct safe, consistent, and effective aircraft operations. Serving as both a people leader and an active line pilot, the Chief Pilot works closely with the Director of Aviation and Aviation Leadership Team to provide operational oversight and maintain the standards and culture necessary to support these priorities and the department’s mission.

• Previous experience as a people leader, preferred

• Demonstrated leadership ability, including coaching, development, and accountability

• Strong organizational, verbal, and written communication skills

• 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

• College degree, or equivalent experience