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Chief Pilot Director Flight Operation Jobs (NOW HIRING)

Saigepartners

Director of Operations

Ankeny, IA · On-site

... focused flight operations and is ready to play a central role in shaping the organization ... You'll work closely with the Chief Pilot, Director of Maintenance, Director of Safety, and ...

RAVN Group, Inc

WI · On-site

Chief Pilot. * Director of Flight Operations. * Program Manager. * Site Lead. * Business Development Director. * Operations Executive. * Vice President or other executive leadership roles. Physical ...

Saige Partners

Director of Operations

Ankeny, IA

... focused flight operations and is ready to play a central role in shaping the organization ... You'll work closely with the Chief Pilot, Director of Maintenance, Director of Safety, and ...

RAVN Aerospace

Pilot (FT)

San Antonio, TX · On-site

Chief Pilot. * Director of Flight Operations. * Program Manager. * Site Lead. * Business Development Director. * Operations Executive. * Vice President or other executive leadership roles. The people ...

RAVN Aerospace

Pilot (FT)

San Antonio, TX · On-site

Chief Pilot. * Director of Flight Operations. * Program Manager. * Site Lead. * Business Development Director. * Operations Executive. * Vice President or other executive leadership roles. The people ...

RAVN Aero

Pilot (FT)

San Antonio, TX · On-site

Chief Pilot. * Director of Flight Operations. * Program Manager. * Site Lead. * Business Development Director. * Operations Executive. * Vice President or other executive leadership roles. Physical ...

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Chief Pilot Director Flight Operation information

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How much do chief pilot director flight operation jobs pay per year?

As of Sep 12, 2026, the average yearly pay for chief pilot director flight operation in the United States is $163,193.00, according to ZipRecruiter salary data. Most workers in this role earn between $122,000.00 and $207,000.00 per year, depending on experience, location, and employer.

What is a chief pilot director of flight operation?

A Chief Pilot Director of Flight Operations is a senior aviation professional responsible for overseeing all flight operations within an airline or aviation organization. This role includes supervising pilots, ensuring regulatory compliance, managing flight schedules, and developing operational policies and procedures. They work closely with other departments to maintain safety standards and operational efficiency, while also handling pilot training and performance evaluations. The Chief Pilot Director acts as a key liaison between pilots, management, and regulatory authorities.

What are the key skills and qualifications needed to thrive as a chief pilot director of flight operation?

To thrive as a Chief Pilot Director of Flight Operations, you need extensive aviation experience, an Airline Transport Pilot (ATP) certificate, and strong knowledge of FAA regulations and operational procedures. Proficiency with flight management systems, scheduling software, and safety management systems (SMS) is essential, along with familiarity with aircraft-specific technical tools. Excellent leadership, decision-making, and communication skills distinguish top performers in this role. These skills ensure regulatory compliance, operational efficiency, and the highest safety standards in managing flight operations and pilot teams.

How does a chief pilot director of flight operation typically collaborate with other departments within an airline or aviation organization?

A Chief Pilot Director of Flight Operations works closely with several key departments, including maintenance, safety, crew scheduling, and regulatory compliance teams. Regular coordination ensures that flight crews are adequately staffed and trained, aircraft are airworthy, and all operations meet regulatory standards. This role often involves attending interdepartmental meetings, addressing operational challenges, and developing policies that promote safety and efficiency. Effective collaboration is essential to maintain seamless flight operations and respond swiftly to any issues affecting crew or aircraft.

What are popular job titles related to Chief Pilot Director Flight Operation jobs?

For Chief Pilot Director Flight Operation jobs, the most frequently searched job titles are:

Infographic showing various Chief Pilot Director Flight Operation job openings in the United States as of July 2026, with employment types broken down into 83% Full Time, 13% Part Time, 1% Temporary, 2% Contract, and 1% Nights. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $163,193 per year, or $78.5 per hour.

Aviation Operations Assistant

Phoenix, AZ • On-site

Worldwide Jet
Aviation • 51 - 200 employees
Learn more about Worldwide Jetexternal

Full-time

Re-posted 15 days ago

Key responsibilities

  • Support the Chief Pilot in overseeing flight operations, pilot management, and operational readiness.

  • Assist with pilot onboarding, training oversight, and ensuring compliance with safety standards and regulations.

  • Support FAA, TSA, and other regulatory compliance efforts, including maintaining records and assisting with audits.

Job description

Description
Aviation Operations Assistant
Location: Phoenix, AZ (DVT)
Type: Full-Time | In-Office
Join a premier Part 135 operation supporting elite aviation standards.
Worldwide Jet Charter is seeking a highly organized and operationally driven Assistant Chief Pilot to support the Chief Pilot in overseeing flight operations, pilot training, regulatory compliance, and company-wide safety and security programs.
This role is a key leadership position responsible for ensuring operational readiness, supporting pilot performance and compliance, and maintaining FAA and TSA regulatory standards across the operation.
Key Responsibilities
Flight Operations & Pilot Oversight
  • Support the Chief Pilot in day-to-day flight operations and pilot management
  • Assist with pilot onboarding, training oversight, and operational integration
  • Participate in pilot hiring processes, evaluations, and ongoing performance monitoring
  • Ensure adherence to company SOPs, safety standards, and regulatory requirements
  • Serve as a resource for pilots regarding operational and compliance matters

Training & Compliance
  • Oversee pilot and cabin attendant training programs (CAE, FACTS, recurrent scheduling)
  • Monitor pilot currency, qualifications, and training requirements
  • Maintain training records and ensure FAA compliance
  • Track check airman requirements and coordinate training needs
  • Support INDOC processes and pilot onboarding programs

Regulatory & Audit Support
  • Maintain compliance with FAA, TSA, Wyvern, and ARGUS standards
  • Access and review FAA PRD records and pilot background information
  • Support internal and external audits and ensure operational readiness
  • Assist in maintaining manuals, documentation, and regulatory records

Security & Safety Programs
  • Support TSA security programs (TFSSP, DASSP, KCM)
  • Act as TSA Liaison and assist with compliance oversight
  • Support DOT Drug & Alcohol Program (DER responsibilities as assigned)
  • Coordinate CHRC fingerprinting and security clearances
  • Ensure compliance with all applicable safety and security regulations

Operational & Administrative Leadership Support
  • Provide direct support to the Chief Pilot, Director of Operations, and executive leadership
  • Participate in operational meetings; document and communicate key takeaways
  • Support cross-functional coordination with Maintenance, Crew Logistics, and Operations
  • Assist in managing pilot records, databases, and reporting systems
  • Help maintain efficient office and operational workflows

Qualifications
Required
  • Prior aviation experience required (Part 135 strongly preferred)
  • Strong understanding of FAA regulations and operational compliance
  • Experience with pilot training, records management, or flight operations support
  • Strong leadership, communication, and problem-solving skills
  • High level of organization and attention to detail
  • Ability to manage multiple priorities in a fast-paced environment
  • Proficiency in Microsoft Office (Outlook, Excel, Word, Teams)
  • Associate's degree required; Bachelor's degree preferred (Aviation or related field)

Preferred
  • Experience with PRD, Wyvern, ARGUS, or similar compliance systems
  • Familiarity with TSA security programs and regulatory requirements
  • Experience in a supervisory or leadership support role within aviation
  • Knowledge of Jet Insight or similar systems
  • Notary Public or ability to obtain

Schedule
Monday - Friday, 7:30 AM - 4:00 PM
On-call availability for evenings and weekends as needed
Why Join Worldwide Jet Charter
  • High-growth private aviation environment
  • Direct involvement in flight operations leadership and compliance
  • Opportunity to grow into senior operational leadership roles
  • Work alongside experienced aviation professionals and executive leadership

Apply