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Chief Flight Officer Jobs (NOW HIRING)

Core Capabilities

Flight Surgeon

Detroit, MI

M. Report any occurrence of communicable diseases to the Coast Guard Supervising Medical Officer ... Chief of Health Services or the Clinic Administrator. R. Evaluate and determine each patient ...

Cimarron

Flight Controller/Instructor

Austin, TX · On-site

$90K - $250K/yr

Posting/External Job Title Flight Controller/Instructor Location Austin, TX 78701 US (Primary) San ... From company communication through Company-wide information meetings led by our President and CEO, ...

National Airlines

First Officer

Orlando, FL · On-site

Flight Operations Reports To: Chief Pilot FLSA Status: Exempt Summary: National First Officers, also known as second-in-command (SIC), report to the Chief Pilot and are functionally responsible to ...

National Air Cargo, Inc

First Officer

Orlando, FL · On-site

Flight Operations Reports To: Chief Pilot FLSA Status: Exempt Summary: National First Officers, also known as second-in-command (SIC), report to the Chief Pilot and are functionally responsible to ...

Pilgrim

Chief of Staff

Redwood City, CA · On-site

As Chief of Staff at Pilgrim, you will work directly with the CEO to manage communication ... Support external coordination such as flight booking, meeting preparation, vendor interactions, and ...

Joyful Health, Inc

Chief of Staff

New York, NY · On-site

$175K - $210K/yr

You'll act as a force multiplier for the CEO and for the company - helping set direction, drive ... Maintain full context on what's in flight across the business - key initiatives, hires, deals ...

Chenega Corporation

Chief Data Officer

Dayton, OH · On-site

This role supports the Chief Data Officer and AI leadership in designing and implementing digital ... Experience with high-speed flight vehicle technologies, hypersonics, or advanced aerospace systems ...

C2 Alaska, LLC

Chief Data Officer

Dayton, OH · On-site

This role supports the Chief Data Officer and AI leadership in designing and implementing digital ... Experience with high-speed flight vehicle technologies, hypersonics, or advanced aerospace systems ...

C2 Alaska, LLC

Chief Data Officer

Dayton, OH

This role supports the Chief Data Officer and AI leadership in designing and implementing digital ... Experience with high-speed flight vehicle technologies, hypersonics, or advanced aerospace systems ...

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All JobsChief Flight Officer Jobs

Chief Flight Officer information

What is the highest paid position at an airport?

The highest paid position at an airport is typically the airport CEO or executive director, who oversees overall operations and strategic planning. In terms of individual roles, senior airline executives and certain specialized roles such as airport security directors or chief pilots may also earn high salaries, often supplemented by bonuses and benefits. Compensation varies based on airport size, location, and organizational structure.

What is a chief pilot's salary?

A chief pilot's salary typically ranges from $80,000 to $150,000 annually, depending on the employer, experience, and location. They often hold advanced certifications such as an Airline Transport Pilot license and oversee flight operations and safety protocols.

What are the main challenges faced by a Chief Flight Officer when overseeing a diverse flight operations team?

A Chief Flight Officer often manages crews with varying backgrounds and experience levels, which can present challenges in maintaining consistent operational standards and communication. Balancing regulatory compliance, safety protocols, and efficiency across multiple fleets or routes requires strong leadership and adaptability. Additionally, the role involves fostering a collaborative environment among pilots, maintenance staff, and other departments to ensure smooth operations and quick resolution of any issues that arise.

What is a Chief Flight Officer?

A Chief Flight Officer (CFO) is a senior executive responsible for overseeing all flight operations within an airline or aviation company. This role typically involves managing flight crews, ensuring compliance with aviation regulations, developing operational policies, and maintaining safety standards. The CFO works closely with other executives to optimize flight schedules, improve efficiency, and enhance the overall safety and performance of the flight department. They also play a key role in crisis management and represent the company's flight operations in dealings with regulatory bodies.

What is the highest paid pilot job?

The highest paid pilot jobs are typically those of airline captains for major international airlines, with salaries often exceeding $200,000 annually. These roles require extensive experience, advanced certifications, and often involve long hours and international travel.

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

To thrive as a Chief Flight Officer, you need extensive aviation experience, strong leadership abilities, and advanced pilot certifications such as an Airline Transport Pilot License (ATPL). Familiarity with advanced flight management systems, regulatory compliance protocols, and safety management systems (SMS) is essential. Exceptional decision-making, communication, and crisis management skills set top performers apart in this role. These qualifications ensure operational safety, regulatory adherence, and effective team leadership in high-stakes aviation environments.

What is the difference between Chief Flight Officer vs Pilot?

AspectChief Flight OfficerPilot
CredentialsCommercial Pilot License, Airline Transport Pilot Certificate, leadership trainingPrivate or Commercial Pilot License, specific aircraft certifications
Work EnvironmentExecutive aircraft, corporate jets, airline operationsAircraft operation, flight decks, various aircraft types
Industry UsageCorporate aviation, private jet fleets, airline managementCommercial airlines, private charters, cargo flights

The Chief Flight Officer typically holds advanced certifications and oversees flight operations at an executive level, focusing on management and safety. Pilots are responsible for flying aircraft and ensuring safety during flights. While both roles require pilot licenses, the Chief Flight Officer combines flying expertise with leadership and strategic oversight, often in corporate or private aviation settings.

Is 40 too old to become a helicopter pilot?

Chief Flight Officers and helicopter pilots can pursue certification and training at age 40, as there is no strict age limit for becoming a pilot. However, candidates must meet medical and experience requirements, and ongoing physical fitness is important for safety and certification renewal.
What cities are hiring for Chief Flight Officer jobs? Cities with the most Chief Flight Officer job openings:
What states have the most Chief Flight Officer jobs? States with the most job openings for Chief Flight Officer jobs include:
What job categories do people searching Chief Flight Officer jobs look for? The top searched job categories for Chief Flight Officer jobs are:
Chief Flight Officer jobs near you
Infographic showing various Chief Flight Officer job openings in the United States as of June 2026, with employment types broken down into 95% Full Time, and 5% Part Time. Highlights an 100% In-person job distribution.

Chief Pilot/Challenger 604 Pilot in Command (PIC)

Waltzing Matilda Aviation

Bedford, MA

$280K/yr

Full-time

Medical, Dental, Vision, Retirement

Posted 12 days ago

Job description

Waltzing Matilda Aviation LLC

wmaviation.com | Hanscom AFB (Bedford, MA)

Chief Pilot / Challenger 604 PIC

Full-Time FAR Part 135 / Part 119 Compensation: Up to $280,000


Position Summary

Waltzing Matilda Aviation (WMA) is seeking an experienced aviation professional to serve as Chief Pilot and Challenger 604 PIC. This combined role carries the regulatory responsibilities of a Part 119 Director of Operations / Chief Pilot alongside the line flying duties of a full-time Captain on the Challenger 604. The ideal candidate brings strong operational leadership, sound regulatory judgment, and an uncompromising commitment to safety. Compensation is up to $260,000 depending on experience.


Organizational Structure

Reports To: Director of Operations / CEO

Direct Reports: WMA Flight Crew

Base: Hanscom AFB (Bedford, MA)


Key Responsibilities

Part 119 Chief Pilot Duties

  • Serve as the FAA-designated Chief Pilot under WMA's Part 135 Operating Certificate, ensuring full regulatory compliance across all flight operations.
  • Develop, maintain, and enforce WMA's General Operations Manual (GOM), training programs, and standard operating procedures (SOPs).
  • Oversee pilot qualification, recurrent training, proficiency checks, and currency requirements in coordination with the Director of Operations.
  • Act as liaison with the FAA Principal Operations Inspector (POI) and manage certificate-related correspondence and audits in coordination with the Director of Operations.
  • Assist the Director of Safety in safety management system (SMS) initiatives; investigate incidents and implement corrective actions.
  • Review and approve flight schedules, crew pairings, duty/rest compliance, and waiver requests.
  • Assist the Director of Operations with pilot hiring, onboarding, performance evaluations, and disciplinary processes.
  • Monitor regulatory changes (FARs, ACs, NOTAMs) and ensure timely policy updates.
  • Coordinate with Maintenance, Dispatch, and Charter Sales to ensure airworthy, legal, and customer-ready operations.
  • Perform Check Airman duties for company 135.293 and 135.299 checks as required for the Challenger 604 pilots.

Challenger 604 PIC Duties

  • Serve as Pilot-in-Command on the Challenger 604 for Part 91 Owner flights and charter flights operating under FAR Part 135.
  • Conduct thorough preflight planning including weather, NOTAMs, fuel, alternates, customs/international requirements, and passenger briefings.
  • Ensure all flights comply with WMA SOPs, the Approved Airplane Flight Manual, and applicable FARs.
  • Maintain and complete all required flight logs, trip sheets, and regulatory documentation accurately and on time.
  • Provide exceptional, professional service to WMA's charter guests while upholding safety as the highest priority.
  • Mentor and develop First Officers and junior crew members.
  • Perform other duties as assigned in support of safe and efficient aircraft operations.


General Requirements

  • FAA Airline Transport Pilot (ATP) Certificate - Multi-Engine Land
  • Bombardier CL-604 Type Rating
  • Current FAA First Class Medical Certificate
  • FCC Radiotelephone Operator's Permit
  • All Part 119.71(c) requirements to be eligible for Chief Pilot assignment
  • At least 23 years of age
  • High school diploma or GED (college degree preferred)
  • Must pass a 10-year background check and FAA Drug and Alcohol Program testing
  • Legal authorization to work in and travel in/out of the United States without restriction
  • Ability to lift items weighing up to 50 pounds


Flight Time Requirements

  • Minimum 3000 hours total documented flight time
  • Minimum 500 hours turbine time
  • Minimum 250 hours PIC time in type

When evaluating applicants, consideration will be given to quality, quantity, recency, and verifiability of training; aircraft complexity; types of flight operations; and turbine PIC hours.


Preferred Qualifications

  • Prior experience as a Part 119 Chief Pilot or Assistant Chief Pilot
  • International flight experience
  • College degree in Aviation, Aeronautical Science, or a related field
  • Strong working knowledge of FAR Parts 91, 119, and 135
  • Experience with SMS development and implementation


Compensation & Benefits

Salary: Up to $280,000 depending on experience

  • 401(k) with company match
  • Full benefits eligible role (medical, dental, vision, disability)
  • Loss of License coverage - fully covered by employer
  • Minimum monthly guaranteed days off
  • Company AMEX for all business expenses
  • Exceptional quality of life with a professional, safety-focused team


About Waltzing Matilda Aviation

Waltzing Matilda Aviation LLC (WMA) is an FAA-licensed Part 135 private jet charter operator based in the Boston area. WMA began Part 91 operations in June 2008 and has accumulated thousands of hours of safe, reliable flying. We own and operate our own aircraft as well as managed aircraft, and we believe in utilizing the latest technology to support the safest operations possible.

Our pilots practice "Safety Always" in every aspect of their work. We inspire air travel by keeping our promises to guests and team members, and we build loyalty through our core values of Safety, Convenient Service, and Reliability. Come take off with us.


Equal Opportunity Employer

WMA is committed to providing equal employment opportunities to all qualified individuals without regard to race, color, religion, sex, national origin, age, disability, sexual orientation, gender identity, genetic information, or any other protected characteristic as outlined by applicable laws. All employment decisions are based on merit, qualifications, and job-related factors. Reasonable accommodations are available for individuals with disabilities - please contact our Human Resources department.



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