Chief Pilot – Part 91/135 Ops & Flight Team Leader

All Aviation Jobs; Naples (FL); On-site; USD 175,000 - 225,000; Full time

Benefits offered by this job

401(k)

401(k) matching

Dental insurance

Flexible schedule

Health insurance

Health savings account

Life insurance

Paid time off

Relocation assistance

Vision insurance

Job summary

Naples Jet Center is seeking a highly experienced Chief Pilot to oversee boutique Part 91 flight operations and assist in developing Part 135 charter operations in Naples, FL. The ideal candidate will have extensive flight operations background, deep knowledge of Part 91/135, and a strong safety focus.

The role requires leading a small pilot team, performing flight duties, and coordinating maintenance, training, and compliance activities.

Qualifications

• Must hold a valid Airline Transport Pilot (ATP) certificate.
• Substantial experience as a corporate pilot.
• In-depth knowledge of Part 91 and Part 135 regulations.
• Minimum 3 years experience as a 135 Captain, or previous Chief Pilot role.
• Strong leadership and communication skills.
• Exceptional decision-making and problem-solving abilities.
• Ability to adapt and thrive in a dynamic, customer-centric environment.
• Minimum 3000 hours total time.
• Type ratings in Phenom 100 and Phenom 300 preferred.
• Bachelor's degree in Aviation or related field preferred.
• Resides or willing to relocate within 1 hour driving distance of Naples, FL

Responsibilities

• Provide leadership and strategic direction for flight operations.
• Ensure compliance with Part 91 and Part 135 regulations, company policies, and safety standards.
• Lead and manage a small team of pilots, fostering a culture of excellence, integrity, and customer service.
• Perform flight duties on qualified aircraft.
• Develop and implement operational procedures to optimize efficiency, safety, and department growth.
• Coordinate with maintenance and scheduling for repairs, inspections, and maintenance.
• Organize and oversee pilot training and development, including initial and recurrent trainings.
• Act as liaison with insurance company and maintain fleet policy familiarity.
• Verify pilots are in compliance with Federal Aviation Regulations.
• Support HR in interviewing, recruiting, hiring, and onboarding of new pilots.
• Ensure aircraft documents, checklists, publications, and databases are current.
• Maintain reporting and record-keeping practices.
• Supervise flight planning, aircraft performance, and resource allocation.

Skills

Leadership

Communication

Decision making

Problem solving

Aviation regulations

Total flight time 3000 hours

Phenom type rating

Bachelor's degree

Education

Bachelor's degree in Aviation or related field

Tools

Phenom 100

Phenom 300

Job description

Naples Jet Center is seeking a highly experienced Chief Pilot to oversee boutique Part 91 flight operations and assist in developing Part 135 charter operations in Naples, FL. The ideal candidate will have extensive flight operations background, deep knowledge of Part 91/135, and a strong safety focus.

The role requires leading a small pilot team, performing flight duties, and coordinating maintenance, training, and compliance activities.