Northeast Regional Chief Pilot

Essential Functions: Pilot leadership & oversight Provide direct supervision, guidance, and support to flight crewmembers assigned to the region. Address operational, performance, and safety concerns in a timely and professional manner. Ensure pilots adhere to established company procedures, regulatory requirements, and safety standards. Serve as an accessible leadership presence for pilots, promoting a positive and transparent culture. Operational Support & Compliance Support the Chief Pilot in maintaining compliance with FAA regulations, company manuals, and all operational standards. Assist in maintaining operational control and facilitating communication between flight crews, Dispatch, and leadership. Monitor crew qualifications, scheduling requirements, and readiness for assigned missions for trip executed in the assigned region. Ensure adherence to the General Operations Manual and other company guidance. Training & Checking Conduct pilot evaluation, ground and flight training, base-level standardization, and recurrent/proficiency activities as assigned. Support the Director of Operations and Director of Training in evaluating and enhancing training programs. Maintain knowledge of current aviation regulations, company policy changes, and industry best practices, ensuring timely dissemination of relevant updates to flight crews. Administration & Base Management Serve as the primary liaison for region-specific pilot issues, operational needs, and personnel support. Assist with performance evaluations, coaching, documentation, and follow-up actions. Participate in pilot recruiting, interviewing, and onboarding activities for the assigned region. Coordinate initiatives, pilot meetings, and local operational improvements. Cross-Functional Collaboration Collaborate closely with the Chief Pilot, SVP of Operations, Director of Operations, Director of Training, and Safety Department to align region activities with company goals. Support safety investigations, corrective action plans, and proactive safety initiatives. Flying & Operational Duties Perform limited line flying as required, including missions supporting training, checking, and operational continuity. Maintain personal qualifications and currency in accordance with company policies and FAA requirements.

Other Duties: Carry out additional assignments as assigned by the Chief Pilot

Qualifications: Commercial or ATP certificate with appropriate ratings for company operations. Strong 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. Ability to work flexibly, support on-call operational needs, and travel occasionally. Demonstrated commitment to safety, professionalism, and high operational standards. Tradewind Aviation offers a competitive pay and benefits program for full-time team members: Comprehensive health and voluntary insurance plans Retirement plan with company match Paid time off Standby travel on select Tradewind Aviation scheduled flights Discounted standby travel benefits on numerous major and regional US and international airlines A rewarding career path with opportunities for growth and advancement throughout the organization

Salary Range: $155k-$200k a year