Assistant Chief Pilot, Northeast Operations & Training

Tradewind Aviation LLC; East White Plains (NY); On-site; USD 110,000 - 180,000; Full time

Benefits offered by this job

Comprehensive health insurance

Retirement plan with company match

Paid time off

Standby travel on scheduled flights

Discounted standby travel on major and

airlines

Job summary

Tradewind Aviation LLC in New York is seeking an Assistant Chief Pilot to support Northeast operations (HPN). This leadership role focuses on safety, regulatory compliance, and pilot support, with limited flying duties. Work closely with Chief Pilot and senior leadership to ensure operational excellence and a strong safety culture.

The role emphasizes pilot development, regional coordination, and adherence to company manuals and FAA regulations in an in-office setting with occasional travel.

Qualifications

• Commercial or ATP certificate required and understanding of Part 135 operations.
• Strong knowledge of FAA Part 135 regulations and operational requirements.
• Experience in supervision or pilot development preferred.

Responsibilities

• Serve as regional pilot liaison, guiding operational matters.
• Support compliance with FAA regulations and safety standards.
• Conduct pilot evaluation, training, and standardization.
• Coordinate with Chief Pilot, Ops, and Training leaders.
• Perform limited line flying as needed to support training and continuity.

Skills

Leadership in aviation teams

FAA regulations knowledge

Operational coordination

Communication

Problem solving

Education

Commercial or ATP certificate

FAA Part 135 knowledge

Job description

Tradewind Aviation LLC in New York is seeking an Assistant Chief Pilot to support Northeast operations (HPN). This leadership role focuses on safety, regulatory compliance, and pilot support, with limited flying duties. Work closely with Chief Pilot and senior leadership to ensure operational excellence and a strong safety culture.

The role emphasizes pilot development, regional coordination, and adherence to company manuals and FAA regulations in an in-office setting with occasional travel.