Tradewind Aviation, LLC
About the Candidate / role
Tradewind Aviation is seeking dedicated and experienced Base Chief Pilots to support our Northeast (HPN), Southeast (SUA) and Caribbean (SJU) operations. This role is designed for a proactive aviation leader who thrives in a dynamic environment and is committed to safety, operational excellence, and pilot support.
Essential functions
Pilot leadership & oversight
Provide direct supervision, guidance, and support to flight crew members 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 regional 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 assigned by the Chief Pilot
Required 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.
Physical Requirements
Strength to lift 15lbs, and the ability to work in confined spaces.
Ability to sit at a desk and use a computer for extended periods.
Ability to hear and speak clearly on the phone and in meetings (in person or virtual)
Ability to use hands and fingers to operate a computer keyboard, mouse, and standard office equipment.
Benefits
Competitive salary
Medical, Dental, Vision, FSA/DCA and 401(k) plan.
Paid vacation and sick days
Paid Parental Leave
Fun, dynamic team with opportunities for rapid advancement
Travel benefits on various US and International airlines
#J-18808-Ljbffr
Essential functions
Pilot leadership & oversight
Provide direct supervision, guidance, and support to flight crew members 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 regional 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 assigned by the Chief Pilot
Required 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.
Physical Requirements
Strength to lift 15lbs, and the ability to work in confined spaces.
Ability to sit at a desk and use a computer for extended periods.
Ability to hear and speak clearly on the phone and in meetings (in person or virtual)
Ability to use hands and fingers to operate a computer keyboard, mouse, and standard office equipment.
Benefits
Competitive salary
Medical, Dental, Vision, FSA/DCA and 401(k) plan.
Paid vacation and sick days
Paid Parental Leave
Fun, dynamic team with opportunities for rapid advancement
Travel benefits on various US and International airlines
#J-18808-Ljbffr