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Chief Flight Instructor Jobs in Oregon (NOW HIRING)

... Chief Pilot. * Recommend improvements to flight training operations. * Performs other related ... FAA Certified Flight Instructor * Minimum 1500 hours PIC and 500 hours of multi-engine flight time

Chief Flight Instructor information

See Oregon salary details

$83.5K

$135.1K

$214.1K

How much do chief flight instructor jobs pay per year?

As of Jul 27, 2026, the average yearly pay for chief flight instructor in Oregon is $135,137.00, according to ZipRecruiter salary data. Most workers in this role earn between $116,300.00 and $145,400.00 per year, depending on experience, location, and employer.

What does a Chief Flight Instructor do?

A Chief Flight Instructor (CFI) is responsible for overseeing flight training programs, ensuring compliance with aviation regulations, and maintaining safety standards. They supervise and mentor flight instructors, develop training curricula, and evaluate student progress. CFIs also coordinate with aviation authorities to ensure adherence to certification requirements. Their role is crucial in maintaining high training standards and producing skilled pilots.

What are some common challenges faced by Chief Flight Instructors, and how can they be addressed?

Chief Flight Instructors often face the challenges of maintaining consistent training standards across instructors, adapting to regulatory changes, and ensuring high safety standards for all flight operations. Balancing administrative duties with time spent in the air and supporting instructors can also be demanding. Addressing these challenges involves cultivating clear communication, implementing thorough oversight and training protocols, and staying updated on best practices and FAA regulations. Many Chief Flight Instructors find success by fostering a collaborative team environment and prioritizing ongoing professional development for themselves and their staff.

What are the key skills and qualifications needed to thrive in the Chief Flight Instructor position, and why are they important?

To thrive as a Chief Flight Instructor, you need extensive experience in flight instruction, advanced piloting skills, and typically hold a Certified Flight Instructor (CFI), CFII, and often MEI rating, along with a strong safety record. Familiarity with flight training management software, aircraft scheduling systems, and regulatory compliance tools is crucial. Outstanding leadership, communication, and mentoring abilities set top candidates apart in guiding both instructors and students. These skills ensure a safe, efficient flight training operation and promote a high standard of learning within the team.

What are the most commonly searched types of Chief Flight Instructor jobs in Oregon? The most popular types of Chief Flight Instructor jobs in Oregon are:
Infographic showing various Chief Flight Instructor job openings in Oregon as of July 2026, with employment types broken down into 1% As Needed, 94% Full Time, 4% Part Time, and 1% Contract. Highlights an 92% Physical, 3% Hybrid, and 5% Remote job distribution, with an average salary of $135,137 per year, or $65 per hour.
Check Airman / Training Pilot

Check Airman / Training Pilot

Vexcel

Medford, OR • On-site

Full-time

Posted 16 days ago


Job description

About the Organization
Vexcel Imaging US Inc. is a technology company that manufactures market-leading aerial survey cameras. In addition, the Vexcel Data Program brings world class imagery to internet-scale cloud services with our imagery acquisition program.
We are imaging the world for companies to use the highest quality data to manage their businesses more efficiently. Our backbone is the best-in-class UltraCam hardware and software, our job is to work with worldwide partners to take this aerial imagery and build a scaled-out cloud service that supports commercial and government agencies. We are building on leading imagery and cloud technologies. If you are passionate about mapping and a high growth business this role is for you.
Description
Vexcel Aerial Imagery is looking for a Check Airman/Training Pilot. This position assists in the development and verification of our commercial pilots in the safe operation of single and multi-engine aircraft. This role requires an experienced pilot with good interpersonal skills who enjoys working with and educating our commercial pilots.
The Check Airman is responsible for ensuring that company pilots can safely operate our high performance single and multi-engine aircraft in complex airspace and ever changing weather. Along with the rest of the training team the Check Airman duties are to annually verify that every Vexcel pilot is competently and safely able to operate Vexcel's fleet of aircraft. This person will be responsible for providing simulator and aircraft checkouts in our wide range of aircraft, which includes Cessna 206's and 210's, Piper Aztecs & Navajo's, Cessna 310's and other models. As Check Airman, you will be a key component in ensuring Vexcel maintains a safe and productive working environment through initial and recurrent training.
DUTIES AND RESPONSIBILITIES:
  • Achieve expert level knowledge of all aircraft and systems used by Vexcel and deliver initial and recurrent training to the pilots in each aircraft they are authorized to operate.
  • Utilize a flight simulator to evaluate and verify pilot skills and ensure pilots are fully capable of handling known emergency situations.
  • Perform 'in aircraft' skill verification and provide local & cross-country skill training for pilots in the type aircraft they are being checked in.
  • Ensure pilots are safely operating aircraft in compliance with all laws and regulations of the Federal Aviation Administration.
  • Document all training in the company databases along with maintaining and updating training materials in the company database.
  • Coordinate pilot training and instruction events as required in support of the Lead Training Pilot and Chief Pilot.
  • Recommend improvements to flight training operations.
  • Performs other related duties as assigned by management.

Position Requirements
QUALIFICATIONS:
  • FAA Commercial Single and Multi-Engine Pilot License
  • FAA Certified Flight Instructor
  • Minimum 1500 hours PIC and 500 hours of multi-engine flight time
  • Experience flying high performance piston twin engine aircraft
  • Ability to evaluate and verify pilot skills to safely operate single and multi-engine high-performance aircraft
  • Good judgement with the ability to make timely and safe decisions
  • Good interpersonal skills.
  • Good written and oral communication skills
  • Familiar with laws, regulations, and best practices applicable to aerial operations
  • Versatile, flexible, innovative, and willing to work within constantly changing priorities with enthusiasm within a team
  • Proven ability to handle multiple priorities and meet deadlines
  • Must have and maintain a valid driver's license
  • Ability to travel up to 75% of time

LOCATION:
This is a remote work position with travel to locations to perform the Check Airman duties.
Vexcel Imaging offers a competitive compensation package and a friendly, collaborative culture that values personal initiative and professional achievement.
Vexcel is committed to a diverse and inclusive workplace. Vexcel is an equal opportunity employer and does not discriminate on the basis of race, national origin, gender, gender identity, sexual orientation, protected veteran status, disability, age, or other legally protected status.
Vexcel Imaging is a leading provider of high-resolution aerial imagery and geospatial data, aerial remote sensor systems, 3D data, and fully integrated photogrammetric software. Vexcel imagery and data services are delivered via the Vexcel Data Platform (VDP) and used in a variety of industry solutions worldwide such as local and federal government programs, financial services, insurance, telecommunications, environmental, energy & utilities, mining, and many others that require the most accurate view of cities and lands in a consumable, digital format.
Location
OR GVA
Full-Time/Part-Time
Full-Time
EOE Statement
We are an equal employment opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability status, protected veteran status or any other characteristic protected by law.
This position is currently accepting applications.