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Pilot Jobs in Naples, FL (NOW HIRING)

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 ...

River Pilot American Cruise Lines seeks experienced Nav Mate Pilots to lead our U.S. - flag fleet. American Cruise Lines cruise along inland and coastal waterways, including the East Coast, Alaska ...

River Pilot American Cruise Lines seeks experienced Nav Mate Pilots to lead our U.S. - flag fleet. American Cruise Lines cruise along inland and coastal waterways, including the East Coast, Alaska ...

Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance ...

Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance ...

Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance ...

Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance ...

Dental Hygienist

Estero, FL · On-site

$116K/yr

Navy is currently offering a new, limited-time pilot program to join as a Hospital Corpsman specializing in Dental Hygiene (HM/DH). This exclusive initiative provides a fast-track to advancement ...

Dental Hygienist

Naples, FL · On-site

$116K/yr

Navy is currently offering a new, limited-time pilot program to join as a Hospital Corpsman specializing in Dental Hygiene (HM/DH). This exclusive initiative provides a fast-track to advancement ...

Dental Hygienist

Naples, FL · On-site

$116K/yr

Navy is currently offering a new, limited-time pilot program to join as a Hospital Corpsman specializing in Dental Hygiene (HM/DH). This exclusive initiative provides a fast-track to advancement ...

Dental Hygienist

Naples, FL · On-site

$116K/yr

Navy is currently offering a new, limited-time pilot program to join as a Hospital Corpsman specializing in Dental Hygiene (HM/DH). This exclusive initiative provides a fast-track to advancement ...

American Cruise Lines Captains are master mariners with firsthand piloting experience in challenging coastal and river waterways. Captains are meticulous professionals, in service to our guests and ...

American Cruise Lines Captains are master mariners with firsthand piloting experience in challenging coastal and river waterways. Captains are meticulous professionals, in service to our guests and ...

SIC Gulfstream G650 Naples, FL

Naples, FL · On-site

$150K - $200K/yr

Our G650 flies between 300-400 hours annually and has a three-pilot crew. The Candidate must have the following qualifications: Minimum Qualifications: * ATP * First-class Medical * 3000 Total Time ...

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Pilot information

See Naples, FL salary details

$46.6K

$123.3K

$189.3K

How much do pilot jobs pay per year?

As of Aug 27, 2026, the average yearly pay for pilot in Naples, FL is $123,300.00, according to ZipRecruiter salary data. Most workers in this role earn between $94,200.00 and $146,000.00 per year, depending on experience, location, and employer.

What do pilots do?

Pilots operate aircraft, flying people and cargo all over the world. Their job duties vary, depending on their industry. They conduct pre-flight checks to ensure the plane is in good order, coordinate with air traffic control, and assess and adjust flight paths as needed. Commercial plots update passengers on commercial flights or transport products on cargo flights. Some may even perform specialized duties, such as crop dusting in the farming industry.

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

To thrive as a Pilot, you need strong aeronautical knowledge, situational awareness, and a valid commercial pilot’s license with appropriate ratings. Familiarity with flight management systems, navigation equipment, and aviation safety protocols is essential, often supported by certifications like the Airline Transport Pilot (ATP) certificate. Exceptional communication, quick decision-making, and calmness under pressure are standout soft skills in this field. These skills and qualifications are vital to ensure passenger safety, regulatory compliance, and effective handling of in-flight challenges.

What are some common challenges pilots face during irregular flight schedules, and how can they manage them?

Pilots often contend with irregular flight schedules, including overnight flights and frequent time zone changes, which can impact sleep patterns and overall well-being. Managing fatigue is crucial, so most airlines provide guidance on rest requirements and encourage pilots to prioritize sleep and healthy habits. Building resilience to schedule changes, maintaining good communication with scheduling teams, and leveraging support from colleagues can help pilots adapt more smoothly to these challenges.

What is the difference between Pilot vs Flight Attendant?

AspectPilotFlight Attendant
Required CertificationsCommercial Pilot License (CPL), Airline Transport Pilot (ATP) certificateCabin Crew Certification, First Aid & Safety Training
Work EnvironmentFlight decks, cockpit, cockpit crewPassenger cabin, galley, airport terminals
Industry UsageAirlines, cargo carriers, private aviationCommercial airlines, charter services
Job FocusOperating aircraft, navigation, safetyPassenger safety, service, comfort

While pilots are responsible for flying and navigating aircraft, flight attendants focus on passenger safety and comfort. Both roles are essential in the aviation industry but require different certifications and work environments. Pilots typically hold advanced licenses and operate from the cockpit, whereas flight attendants work in the passenger cabin ensuring a positive travel experience.

Is there a demand for pilots now?

The demand for pilots remains strong due to ongoing growth in commercial aviation, cargo transport, and private flying. Airlines and other operators are actively hiring pilots with current certifications and experience, especially as travel resumes post-pandemic and fleet expansions continue.

What types of jobs can you get as a pilot?

Pilots can work in various roles including airline transport pilots, commercial pilots, cargo pilots, charter pilots, corporate pilots, and flight instructors. These jobs involve operating different types of aircraft, often requiring specific certifications such as a commercial pilot license or airline transport pilot certificate, and may involve varying schedules and environments.

What are the most commonly searched types of Pilot jobs in Naples, FL?

The most popular types of Pilot jobs in Naples, FL are:

What are popular job titles related to Pilot jobs in Naples, FL?

For Pilot jobs in Naples, FL, the most frequently searched job titles are:

What job categories do people searching Pilot jobs in Naples, FL look for?

The top searched job categories for Pilot jobs in Naples, FL are:

What cities near Naples, FL are hiring for Pilot jobs?

Cities near Naples, FL with the most Pilot job openings:

Infographic showing various Pilot job openings in Naples, FL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% In-person job distribution, with an average salary of $123,300 per year, or $59.3 per hour.

Assistant Chief Pilot

Byerly Aviation

Naples, FL • On-site

$175K - $225K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired 2 days ago. Applications are no longer accepted.


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.