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Chief Pilot Jobs in Florida (NOW HIRING)

Byerly Aviation

Assistant Chief Pilot

Naples, FL · On-site

$175K - $225K/yr

Assistant Chief Pilot Based in Naples, FL We are searching for a highly skilled Assistant Chief Pilot to oversee Part 91 and Part 135 flight operations in Naples, FL. The ideal candidate will possess ...

OSI Recruit

Chief Pilot

Jupiter, FL · On-site

\n \n \n \n \n X1Air Go Supersonic is hiring for the following positions listed. As per client request, all interested personnel, please apply here. We will review all applicants and submit full s as ...

Clay Lacy Aviation

$330K - $350K/yr

In conjunction with the ACP/Chief Pilots, participate in the interview process and selection of all flight department personnel. Communicate with ACM for input and/or approval for all operational ...

Premier Air Inc.

(PIC) Pilot in Command

Stuart, FL

The captain position will report to the Chief Pilot and the Director of Operations. DUTIES AND RESPONSIBILITIES Demonstrate ability to function as Pilot in Command Ensure that all flight operation ...

Premier Air Inc

(PIC) Pilot in Command

Stuart, FL · On-site

The captain position will report to the Chief Pilot and the Director of Operations. DUTIES AND RESPONSIBILITIES * Demonstrate ability to function as Pilot in Command * Ensure that all flight ...

Premier Private Jets

(PIC) Pilot in Command

Stuart, FL · On-site

The captain position will report to the Chief Pilot and the Director of Operations. DUTIES AND RESPONSIBILITIES • Demonstrate ability to function as Pilot in Command • Ensure that all flight ...

21 AIR LLC

Captain

Miami, FL · On-site

Captains report to the Chief Pilot or his designee, as appropriate, on operational matters concerning specific flights to which they have been assigned. Requirements: Responsibilities * Ensures that ...

21 AIR LLC

First Officer

Miami, FL · On-site

The First Officer administratively reports to the Chief Pilot and functionally reports to the Captain of each flight. Requirements: . Responsibilities * Ensures that he/she operates in accordance ...

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Chief Pilot information

See Florida salary details

$24.7K

$122K

$175.2K

How much do chief pilot jobs pay per year?

As of Aug 25, 2026, the average yearly pay for chief pilot in Florida is $121,953.00, according to ZipRecruiter salary data. Most workers in this role earn between $91,200.00 and $154,700.00 per year, depending on experience, location, and employer.

What is a chief pilot?

A chief pilot manages the daily operations of an aviation department for an airline. As a chief pilot, your job is to oversee all pilots, ground personnel, and flight attendants. Your duties involve scheduling flights, coordinating aircraft maintenance, and ensuring the department meets all local and federal regulations. Some chief pilots monitor all day-to-day logistics for their department. This career requires a bachelor’s degree in aviation or a similar discipline. Additional qualifications include between 2,000 and 5,000 hours of flight time, current FAA certification, and excellent management skills.

What are some common challenges faced by chief pilots in managing flight operations teams?

Chief Pilots often navigate the challenge of balancing administrative responsibilities with supporting flight crews and ensuring regulatory compliance. They must address scheduling complexities, manage crew resource needs, and adapt to changing aviation regulations. Additionally, fostering open communication and a strong safety culture among pilots is crucial, as is providing mentorship and training to support professional development within the team.

What are the key skills and qualifications needed to thrive as a chief pilot, and why are they important?

To thrive as a Chief Pilot, you need an Airline Transport Pilot (ATP) certificate, extensive flight experience, in-depth knowledge of aviation regulations, and strong leadership abilities. Familiarity with flight management systems, safety management systems (SMS), and crew scheduling software is typically required. Exceptional decision-making, communication, and organizational skills are essential to lead flight crews and ensure regulatory compliance. These skills and qualifications are critical for maintaining operational safety, regulatory adherence, and effective team leadership within an aviation organization.

How much does a chief pilot get paid?

A chief pilot's salary typically ranges from $80,000 to $150,000 annually, depending on the airline, experience, and location. They are responsible for overseeing flight operations, ensuring safety standards, and managing pilot staff, often requiring advanced certifications and extensive flight hours.

What does a chief pilot do?

A chief pilot oversees flight operations, ensuring safety, compliance, and efficiency within an airline or aviation organization. They manage flight crews, develop policies, and coordinate training, often holding certifications such as an Airline Transport Pilot license. The role requires strong leadership, communication skills, and knowledge of aviation regulations.
More about Chief Pilot jobs

What are the most commonly searched types of Chief Pilot jobs in Florida?

The most popular types of Chief Pilot jobs in Florida are:

What are popular job titles related to Chief Pilot jobs in Florida?

For Chief Pilot jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Chief Pilot jobs in Florida look for?

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What cities in Florida are hiring for Chief Pilot jobs?

Cities in Florida with the most Chief Pilot job openings:

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Chief Pilot jobs near you
Infographic showing various Chief Pilot job openings in Florida as of August 2026, with employment types broken down into 1% Internship, 1% As Needed, 88% Full Time, 9% Part Time, and 1% Contract. Highlights an 89% Physical, 3% Hybrid, and 8% Remote job distribution, with an average salary of $121,953 per year, or $58.6 per hour.

Assistant Chief Pilot

Naples, FL • On-site

Byerly Aviation
Aviation • 51 - 200 employees
Learn more about Byerly Aviationexternal

$175K - $225K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 12 days ago

Job description

Assistant Chief Pilot

Based in Naples, FL


We are searching for a highly skilled Assistant Chief Pilot to oversee Part 91 and Part 135 flight operations in Naples, FL. The ideal candidate will possess substantial flight operations experience, a strong understanding of Part 91 & Part 135 regulations, and a commitment to upholding the highest standards of safety and efficiency. Preference will be given to candidates with extensive experience in Phenom 100 & Phenom 300 models.

Responsibilities

Provide leadership and strategic direction for all flight operations

Ensure compliance with Part 91 & 135 regulations, company policies, and safety standards

Under Chief Pilot direction, lead and manage a small team of pilots, fostering a culture of excellence, integrity & customer service

Perform flight duties on qualified aircraft

Develop and implement operational procedures & strategies to optimize efficiency, safety, and department growth

Coordinate with maintenance department and communicate in a timely manner to the scheduling department for mechanical repairs, planned inspections, and maintenance

Assist and coordinate pilot training and development with Chief Pilot

Act as liaison with insurance company & maintain comprehensive familiarity with fleet policies

Assist and coordinate with Chief Pilot that NJC pilots are in compliance with Federal Aviation Regulations

Provide support during the recruiting and interviewing of new pilots

Ensure aircraft documents, checklists, publications, and databases are current and up to date

Maintain accurate reporting & record keeping practices

Supervise flight planning, aircraft performance, and resource allocation for optimal operations

Requirements

Possess a valid Airline Transport Pilot (ATP) certificate

Has a minimum of 2500 hours total time

Type ratings in Phenom 100 & Phenom 300 (preferred)

Resides in, or willing to relocate to, within a 1-hour driving distance of Naples, FL

Substantial experience as corporate pilot

In-depth knowledge of Part 91 and Part 135 regulations and their application

Minimum 3 years' experience as a 135 Captain, or previous lead role

Strong leadership and communication skills

Exceptional decision-making and problem-solving abilities

Ability to adapt and thrive in a dynamic and customer-centric environment


Experience

  • Part 91: 2 years (Preferred)
  • Part 135: 2 years (Preferred)

License/Certification

  • Phenom Type Rating (Preferred)

Wage & Benefits

The compensation package includes a competitive salary, 401k, paid time off, and comprehensive benefits covering health, dental, vision, and life insurance.

Job Type: Full-time

Pay Range: $175,000.00 - $225,000.00 per year

Benefits:

  • 401(k)
  • Dental insurance
  • Flexible schedule
  • Health insurance
  • Life insurance
  • Paid time off
  • Relocation assistance
  • Vision insurance

Work Location: Naples Jet Center, Naples, FL


Physical Demands -Essential Job Functions

Stand, sit, walk, hands-to-finger handle or feel, reach with hands and arms, talk, hear, climb, balance, stoop, kneel, crouch, crawl, smell. Occasional lifting or moving up to 100 pounds. Close vision, color vision, peripheral vision, depth perception, ability to adjust focus.

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