Job Overview
Employment Type
Full-time
Compensation
Type:
Salary
Rate:
Range $64,000.00 - $158,000.00
Work Schedule
Flexible
On-call
Benefits
Health Insurance
Dental Insurance
Paid Time Off
Retirement Plan
travel privileges
Professional development support
Employee assistance program
Job Description
Tradewind Aviation is a premier Part 135 commuter and on-demand private charter operator known for exceptional service and safety. Founded in 2001 by passionate aviation enthusiasts, Tradewind has established itself as a trusted provider of private and scheduled air travel across North America and the Caribbean. The company operates out of strategic bases including Waterbury/Oxford, CT (OXC), Westchester, NY (HPN), Stuart, FL (SUA), and San Juan, PR (SJU). Tradewind Aviation prides itself on offering the highest quality aircraft, experienced crews, and unparalleled customer service, which makes it a leader in its industry segment. The company’s dedication to safety, operational excellence,... Show More
Job Requirements
- 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
- 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
Job 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
Job Duties
- 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
- 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 trips executed in the assigned region
- 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
- 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
- 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
- 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
- Carry out additional assignments as assigned by the Chief Pilot
Job Qualifications
Experience
Expert Level (7+ years)
Job Location
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