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Chief Pilot Jobs in Indiana (NOW HIRING)

Privateflite Aviation LLC

Chief Pilot

Sellersburg, IN

$150K - $175K/yr

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 ...

Aircraft Specialists INC

Chief Pilot

Sellersburg, IN · On-site

$150K - $175K/yr

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 ...

Steel Dynamics, Inc.

Pilot

Fort Wayne, IN · On-site

The Second-in-Command reports functionally to the Pilot-in-Command during the assigned flight and administratively to the Chief Pilot on other matters. * Assists the PIC in the safe and efficient ...

Steel Dynamics, Inc.

Pilot

Fort Wayne, IN

The Second-in-Command reports functionally to the Pilot-in-Command during the assigned flight and administratively to the Chief Pilot on other matters. * Assists the PIC in the safe and efficient ...

Steel Dynamics, Inc.

Pilot

Fort Wayne, IN · On-site

The Second-in-Command reports functionally to the Pilot-in-Command during the assigned flight and administratively to the Chief Pilot on other matters. * Assists the PIC in the safe and efficient ...

Eagle Aircraft

Chief Flight Instructor

Indianapolis, IN · On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices ... Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current ...

Eagle Aircraft

Chief Flight Instructor

South Bend, IN · On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices ... Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current ...

Eagle Aircraft

Chief Flight Instructor

Indianapolis, IN · On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices ... Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current ...

Eagle Aircraft

Chief Flight Instructor

Valparaiso, IN · On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices ... Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current ...

Eagle Aircraft

Chief Flight Instructor

South Bend, IN · On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices ... Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current ...

Eagle Aircraft

Chief Flight Instructor

Valparaiso, IN · On-site

$83K - $104K/yr

Chief Flight Instructor : Leads the charge in ensuring our programs reflect global best practices ... Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate. * Hold a current ...

Quest Global

Chief Engineer

Indianapolis, IN · On-site

$120K - $150K/yr

The Chief Engineer will lead technical aspects of opportunities, proposals, and projects. Ensure ... pilot projects, and partnering with Sales and Managers on campaign initiatives. What You Will Do:

Quest Global

Chief Engineer

Indianapolis, IN · On-site

$120K - $150K/yr

The Chief Engineer will lead technical aspects of opportunities, proposals, and projects. Ensure ... pilot projects, and partnering with Sales and Managers on campaign initiatives. What You Will Do:

Quest Global

Chief Engineer

Indianapolis, IN

$120K - $150K/yr

The Chief Engineer will lead technical aspects of opportunities, proposals, and projects. Ensure ... pilot projects, and partnering with Sales and Managers on campaign initiatives. What You Will Do:

Pilot Company

Travel Center General Manager

Brazil, IN · On-site

$54K - $80K/yr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

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Showing results 1-20

All JobsChief Pilot JobsChief Pilot Jobs in Indiana

Chief Pilot information

See Indiana salary details

$31.4K

$155.3K

$223.1K

How much do chief pilot jobs pay per year?

As of Aug 8, 2026, the average yearly pay for chief pilot in Indiana is $155,288.00, according to ZipRecruiter salary data. Most workers in this role earn between $116,100.00 and $197,000.00 per year, depending on experience, location, and employer.

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.

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 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.

More about Chief Pilot jobs
What are the most commonly searched types of Chief Pilot jobs in Indiana? The most popular types of Chief Pilot jobs in Indiana are:
What are popular job titles related to Chief Pilot jobs in Indiana? For Chief Pilot jobs in Indiana, the most frequently searched job titles are:
What job categories do people searching Chief Pilot jobs in Indiana look for? The top searched job categories for Chief Pilot jobs in Indiana are:
What cities in Indiana are hiring for Chief Pilot jobs? Cities in Indiana with the most Chief Pilot job openings:
What are popular job titles related to Chief Pilot jobs in IN? For Chief Pilot jobs in IN, the most frequently searched job titles are:
Chief Pilot jobs near you
Infographic showing various Chief Pilot job openings in Indiana as of August 2026, with employment types broken down into 2% Internship, 1% As Needed, 88% Full Time, 8% Part Time, and 1% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $155,288 per year, or $74.7 per hour.

Chief Pilot

Privateflite Aviation LLC

Sellersburg, IN

$150K - $175K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 5 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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