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Freelance Part 91 Pilot Jobs in Indiana (NOW HIRING)

Chief Flight Instructor

South Bend, IN · On-site

$83K - $104K/yr

  • Medical

... CFR Part 141. Minimum Experience * At least 2,000 hours Pilot-in-Command (PIC) . * At least 100 ... 14 CFR Parts 61, 91, and 141. At iFly USA, we are redefining aviation education. Join us in ...

Chief Flight Instructor

South Bend, IN · On-site

$83K - $104K/yr

  • Medical

... CFR Part 141. Minimum Experience * At least 2,000 hours Pilot-in-Command (PIC) . * At least 100 ... 14 CFR Parts 61, 91, and 141. At iFly USA, we are redefining aviation education. Join us in ...

Chief Flight Instructor

Valparaiso, IN · On-site

$83K - $104K/yr

  • Medical

... CFR Part 141. Minimum Experience * At least 2,000 hours Pilot-in-Command (PIC) . * At least 100 ... 14 CFR Parts 61, 91, and 141. At iFly USA, we are redefining aviation education. Join us in ...

Chief Flight Instructor

Indianapolis, IN · On-site

$83K - $104K/yr

  • Medical

... CFR Part 141. Minimum Experience * At least 2,000 hours Pilot-in-Command (PIC) . * At least 100 ... 14 CFR Parts 61, 91, and 141. At iFly USA, we are redefining aviation education. Join us in ...

Chief Flight Instructor

Indianapolis, IN · On-site

$83K - $104K/yr

  • Medical

... CFR Part 141. Minimum Experience * At least 2,000 hours Pilot-in-Command (PIC) . * At least 100 ... 14 CFR Parts 61, 91, and 141. At iFly USA, we are redefining aviation education. Join us in ...

Chief Flight Instructor

Valparaiso, IN · On-site

$83K - $104K/yr

  • Medical

... CFR Part 141. Minimum Experience * At least 2,000 hours Pilot-in-Command (PIC) . * At least 100 ... 14 CFR Parts 61, 91, and 141. At iFly USA, we are redefining aviation education. Join us in ...

Freelance Part 91 Pilot information

What is a freelance Part 91 pilot?

A Freelance Part 91 Pilot is an independent contractor who operates aircraft under Part 91 of the Federal Aviation Regulations, typically for private owners or companies that do not offer commercial services. These pilots are not employed full-time by an airline or charter operator, but instead are hired on an as-needed basis to fly corporate jets, private planes, or owner-flown aircraft. Their responsibilities include flight planning, ensuring aircraft safety, conducting preflight checks, and complying with all relevant regulations. Freelance Part 91 Pilots often work flexible schedules and may have a variety of clients. This role requires a valid pilot’s license, appropriate ratings, and a strong understanding of FAA regulations.

What are the key skills and qualifications needed to thrive as a freelance Part 91 pilot?

To thrive as a Freelance Part 91 Pilot, you need a valid commercial pilot certificate, instrument rating, and significant flight experience in the relevant aircraft type. Familiarity with flight planning software, GPS navigation systems, and FAA regulations is critical, along with currency in required medical certifications. Exceptional situational awareness, professionalism, and strong client communication skills help build trust and ensure safe, efficient operations. These abilities are vital for maintaining safety, regulatory compliance, and a positive reputation with clients and operators in a competitive freelance environment.

What are some common challenges faced by freelance Part 91 pilots, and how can they be managed?

Freelance Part 91 pilots often face challenges such as inconsistent flight schedules, fluctuating client demand, and the need to manage their own administrative tasks like billing and recordkeeping. Additionally, staying current with regulatory requirements and maintaining proficiency across different aircraft types can be demanding, since clients may own a variety of planes. Effective time management, proactive communication with clients, and ongoing training are essential for success in this role. Building a strong professional network and joining pilot associations can also help freelancers find new opportunities and stay updated on industry best practices.

What is the difference between Freelance Part 91 Pilot vs Commercial Pilot?

AspectFreelance Part 91 PilotCommercial Pilot
CertificationsPrivate Pilot License (PPL) or Commercial Pilot License (CPL)Commercial Pilot License (CPL) required
Work EnvironmentOn-demand, private flights, often flexibleScheduled, often with commercial operators or airlines
Employer & Industry UsageIndependent contractors, private owners, charter servicesAirlines, charter companies, cargo carriers

Freelance Part 91 Pilots typically operate private flights for individuals or companies under Part 91 regulations, often working independently. Commercial Pilots, on the other hand, are employed or contracted to operate flights for commercial purposes, requiring a CPL and adhering to stricter regulations. While both roles require similar certifications, their work environments and employer types differ significantly.

What are the most commonly searched types of Part 91 Pilot jobs in Indiana?

The most popular types of Part 91 Pilot jobs in Indiana are:

What are popular job titles related to Freelance Part 91 Pilot jobs in Indiana?

For Freelance Part 91 Pilot jobs in Indiana, the most frequently searched job titles are:

What job categories do people searching Freelance Part 91 Pilot jobs in Indiana look for?

The top searched job categories for Freelance Part 91 Pilot jobs in Indiana are:

What cities in Indiana are hiring for Freelance Part 91 Pilot jobs?

Cities in Indiana with the most Freelance Part 91 Pilot job openings:

Infographic showing various Freelance Part 91 Pilot job openings in Indiana as of August 2026, with employment types broken down into 2% As Needed, 86% Full Time, 10% Part Time, and 2% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution.

Chief Flight Instructor

Eagle Aircraft

South Bend, IN • On-site

$83K - $104K/yr

Full-time

Medical

Posted 25 days ago


Job description

Chief Flight Instructor: Leads the charge in ensuring our programs reflect global best practices in flight safety, compliance, and instruction. Oversees flight instruction to reinforce our reputation as a leader in aviation education.

Principal Accountabilities

  • Ensures the flight school maintains training techniques, procedures, and standards acceptable to the FAA Administrator.  Builds and maintains a culture of excellence that maintains the organization’s reputation as a top tier aviation school.
  • Conducts initial and recurring proficiency checks for all assigned flight instructors.  Ensures every student and instructor operates within established safety protocols.
  • Supervises all flight training and evaluation activities.  Coordinates instructor and student schedules to maximize educational and training outcomes.  Mentors instructors to ensure consistency, compliance and safety.
  • Serves as the primary point of contact with the local FAA Flight Standards District Office (FSDO) regarding operations, instruction, and safety matters.
  • Develops, reviews, and assists with the preparation of FAA Training Course Outlines (TCOs) and curriculum updates.  Develops and adapts training curricula to meet FAA and global standards.
  • Maintains student and instructor training records in accordance with FAA and school requirements.
  • Is available at the school or reachable by electronic means when training for an approved course is being conducted. 

Flight Time Requirements

The minimum flight experience requirements for a Chief Flight Instructor are outlined in 14 CFR § 141.35 and depend on the specific course(s) they are designated to oversee: 

Specific flight hour requirements depend on the course, such as those for recreational/private pilot certificates, instrument ratings, or other courses like commercial pilot or ATP. For detailed requirements, refer to 14 CFR 141.35 in the eCFR. Special considerations for gliders, balloons, or airships have reduced hour requirements (40%), and ground school chief instructors need one year of experience at a certificated pilot school. 

 

Qualifications

To be eligible for designation as a chief instructor for a course of training, a person must meet the requirements as outlined in § 141.35.  Here below is a brief summary.  Candidates must familiarize themselves with the FAA’s detailed requirements found at 14 CFR 141.35 in the eCFR

Minimum Chief Instructor Requirements – Instrument & Multi-Engine Training

The Chief Instructor assigned to Instrument Rating and Multi-Engine courses shall:

  • Hold a Commercial Pilot Certificate or Airline Transport Pilot (ATP) Certificate.
  • Hold a current FAA Flight Instructor Certificate (CFI).
  • Hold the appropriate category and class ratings for the aircraft used in training, including Airplane Multi-Engine Land (AMEL).
  • Hold a current Flight Instructor Instrument (CFII) certificate.
  • Meet the recent flight experience requirements of 14 CFR §61.57.
  • Successfully complete the FAA Chief Instructor knowledge and proficiency tests as required by 14 CFR Part 141.

Minimum Experience

  • At least 2,000 hours Pilot-in-Command (PIC).
  • At least 100 hours of actual or simulated instrument flight time.
  • Flight instructor experience consisting of either:
    • 3 years and 1,000 hours of flight instruction; or
    • 1,500 hours of flight instruction.
  • Instrument flight instructor experience consisting of either:
    • 2 years and 250 hours of instrument instruction; or
    • 400 hours of instrument instruction.

The Chief Instructor shall maintain all FAA certificates, ratings, qualifications, and currency necessary to conduct and supervise training in accordance with 14 CFR Parts 61, 91, and 141.

At iFly USA, we are redefining aviation education. Join us in creating the future of aviation!

Company Description

Our mission is to provide a seamless integration of safety, legality, and efficiency, bridging international aviation standards and creating unparalleled opportunities for our students.