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Aviation Chief Pilot Jobs (NOW HIRING)

Privateflite Aviation LLC

Chief Pilot

Sellersburg, IN · On-site

$150K - $175K/yr

As a vertically integrated aviation platform offering FBO services, FAA Part 145 Maintenance ... We are seeking a Chief Pilot who can lead from the front - operationally, culturally, and ...

Vectored Approach

Chief Pilot

Austin, TX · On-site

About Vectored Approach Vectored Approach is a premier aviation company delivering best-in-class ... The Chief Pilot will manage all flight operations, oversee pilot training and competency, and serve ...

Constellation Brands, Inc.

Chief Pilot

Rochester, NY · On-site

Position Summary The Chief Pilot is responsible for overseeing flight operations, ensuring the ... This role requires strong leadership, extensive aviation experience, excellent organizational ...

Aircraft Specialists INC

Chief Pilot

Sellersburg, IN · On-site

$150K - $175K/yr

As a vertically integrated aviation platform offering FBO services, FAA Part 145 Maintenance ... We are seeking a Chief Pilot who can lead from the front -- operationally, culturally, and ...

Heliservice USA

Chief Pilot

North Kingstown, RI · On-site

$145K - $200K/yr

COMPANY & POSITION SUMMARY Company Summary HeliService USA is a veteran-owned and operated aviation ... The Chief Pilot owns the flight operations standards, the pilot training, testing, and checking ...

Air Methods

Chief Pilot

Greenwood Village, CO · On-site

$150K - $190K/yr

... aviation safety initiatives and staying ahead of regulatory and operational changes. At Air Methods ... The Chief Pilot operates within one of the largest and most complex air medical programs in the ...

Constellation Brands

Chief Pilot

Rochester, NY · On-site

Position Summary The Chief Pilot is responsible for overseeing flight operations, ensuring the ... This role requires strong leadership, extensive aviation experience, excellent organizational ...

Air Methods

Chief Pilot

Greenwood Village, CO · On-site

$130K - $190K/yr

... aviation safety initiatives and staying ahead of regulatory and operational changes. At Air Methods ... The Chief Pilot operates within one of the largest and most complex air medical programs in the ...

Air Methods

$130K - $190K/yr

... aviation safety initiatives and staying ahead of regulatory and operational changes. At Air Methods ... The Chief Pilot operates within one of the largest and most complex air medical programs in the ...

Air Methods

Chief Pilot

Greenwood Village, CO · On-site

$150K - $190K/yr

... aviation safety initiatives and staying ahead of regulatory and operational changes. At Air Methods ... The Chief Pilot operates within one of the largest and most complex air medical programs in the ...

Freeman Jet Center - Abilene

Chief Pilot

Abilene, TX · On-site

Description The Chief Pilot is responsible for the professional standards of the flight crews and ... Knowledgeable of all applicable Federal Aviation Regulations. * Able to lift 50 pounds, climb ...

Air Methods

Chief Pilot

Greenwood Village, CO · On-site

$150K - $190K/yr

... aviation safety initiatives and staying ahead of regulatory and operational changes. At Air Methods ... The Chief Pilot operates within one of the largest and most complex air medical programs in the ...

Air Methods

Chief Pilot

Greenwood Village, CO · On-site

$150K - $190K/yr

... aviation safety initiatives and staying ahead of regulatory and operational changes. At Air Methods ... The Chief Pilot operates within one of the largest and most complex air medical programs in the ...

GoJet Airlines

Assistant Chief Pilot

Bridgeton, MO · On-site

Aviation safety standards and safe operating practices. * 14 CFR Chapter I (Federal Aviation ... The Assistant Chief Pilot must be rated in at least one type of aircraft operated by GoJet and, as ...

Tradewind

Northeast Regional Chief Pilot

West Harrison, NY · On-site

$155K - $200K/yr

About Tradewind Tradewind Aviation is a leading Part 135 commuter and on-demand private charter ... Base Chief Pilots will work closely with the Chief Pilot and company leadership to support day-to ...

Kalitta Air, LLC

Assistant Chief Pilot

Ypsilanti, MI · On-site

Assistant Chief Pilot Department: Flight Operations Reports To : Chief Pilot POSITION PURPOSE ... Associates or Bachelor's degree in Aviation Management or a related field preferred. * Previous ...

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Aviation Chief Pilot information

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$33K

$163.2K

$234.5K

How much do aviation chief pilot jobs pay per year?

As of Sep 13, 2026, the average yearly pay for aviation chief pilot 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 are the responsibilities of an aviation chief pilot?

An Aviation Chief Pilot is responsible for overseeing the flight operations of an airline or aviation department. This includes managing pilot staff, ensuring regulatory compliance, developing flight policies, and coordinating with maintenance and safety teams. The Chief Pilot also plays a key role in hiring, training, and evaluating pilots, while serving as the main liaison between flight crews and upper management. Their leadership ensures safe, efficient, and reliable flight operations.

What are some common challenges aviation chief pilots face in managing flight operations and crew members?

Aviation Chief Pilots often navigate challenges such as coordinating complex flight schedules, ensuring compliance with evolving aviation regulations, and maintaining high safety standards across all operations. They are responsible for mentoring and evaluating pilots, which requires strong leadership and communication skills. Additionally, Chief Pilots regularly collaborate with other departments, such as maintenance and dispatch, to address operational issues and ensure efficient, safe flights. Balancing administrative duties with supporting flight crews in a dynamic environment is a key aspect of the role.

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

To thrive as an Aviation Chief Pilot, you need extensive flight experience, an Airline Transport Pilot (ATP) certificate, strong leadership abilities, and thorough knowledge of aviation regulations. Familiarity with advanced flight management systems, scheduling software, and safety management systems (SMS) is typically required. Outstanding communication, decision-making, and organizational skills help Chief Pilots lead crews and coordinate operations effectively. These competencies ensure safe flight operations, regulatory compliance, and efficient team management within an aviation organization.
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Aviation Chief Pilot jobs near you
Infographic showing various Aviation Chief Pilot job openings in the United States as of September 2026, with employment types broken down into 3% Internship, 1% As Needed, 87% Full Time, 8% Part Time, and 1% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $163,193 per year, or $78.5 per hour.

Chief Pilot

Sellersburg, IN • On-site

Privateflite Aviation LLC
See more jobs at Privateflite Aviation LLCexternal

$150K - $175K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 12 days ago

Job description

Description

Lead a Growing Part 135 Operation

PrivateFlite Aviation is expanding - and we are building the leadership team to scale with it. As a vertically integrated aviation platform offering FBO services, FAA Part 145 Maintenance, Aircraft Management, and Part 135 Charter, we control the full client experience. Our charter operation is growing, our fleet is expanding, and our infrastructure investment is accelerating.

We are seeking a Chief Pilot who can lead from the front - operationally, culturally, and strategically. This is a key leadership role inside a scaling charter operation.


Our Mission & Culture

Mission: Provide the Ultimate Client Experience.

Integrity

We Before Me

Commitment to Excellence

Service-Centered Leadership

Level 10 Attitude

Always Be Winning


Role Overview

The Chief Pilot reports directly to the Director of Operations and is responsible for the performance, compliance, and professional development of all flight crew members. The Chief Pilot must meet the qualifications of 14 CFR 119.71(b) and be eligible to exercise Operational Control under 135.77.


Requirements

Core Leadership Responsibilities

Lead all initial, recurrent, and upgrade training programs.

Ensure compliance with FAA regulations, Ops Specs, and company SOPs.

Oversee crew scheduling and duty/rest compliance.

Exercise Operational Control under 14 CFR 135.77.

Maintain pilot qualification records and regulatory documentation.

Oversee AFM revisions and manufacturer updates.

Recruit, mentor, and standardize flight crew members.

Collaborate with Safety, Maintenance, Sales, and Flight Control departments.


Required Qualifications

ATP Certificate with appropriate aircraft ratings.

Qualified to serve as PIC in at least one company-operated aircraft.

Meets 14 CFR 119.71 Chief Pilot requirements.

Minimum 3 years PIC experience under Part 121 or 135 (per regulatory requirements).

Strong knowledge of FAA regulations, Ops Specs, and Part 135 operations.

Demonstrated leadership and decision-making capability.


Preferred Qualifications

Previous supervisory or managerial leadership in flight operations.

Prior Check Airman designation.

Experience managing pilot training and standardization programs.

Operational systems proficiency (scheduling, tracking, document management).

Demonstrated commitment to safety culture and continuous improvement.


Compensation & Benefits

Competitive executive-level salary

401(k)

Health, Dental, Vision Insurance

Life & Disability Insurance

Paid Time Off

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