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Contract Pilot Jobs in Alaska (NOW HIRING)

Guardian Flight

Fixed Wing Pilot

Dillingham, AK · On-site

$125K - $137K/yr

No training contract. * Company paid ATP-CTP (if not already completed). * Company paid crew housing. * Commuting Expenses Paid and 50.00 per diem We're hiring a Fixed Wing Pilot to provide medical ...

Guardian Flight

Fixed Wing Pilot

Juneau, AK · On-site

$133K - $151K/yr

No Training Contract. * Company Paid ATP-CTP (If not already completed). * Company Paid Crew Housing. * $12,000 Float Stipend. We're hiring a Fixed Wing Pilot to provide medical air transportation ...

Guardian Flight

Fixed Wing Pilot

Juneau, AK

$133K - $151K/yr

No Training Contract. * Company Paid ATP-CTP (If not already completed). * Company Paid Crew Housing. * $12,000 Float Stipend. We're hiring a Fixed Wing Pilot to provide medical air transportation ...

Guardian Flight

Fixed Wing Pilot

Dillingham, AK · On-site

$125K - $137K/yr

No training contract. * Company paid ATP-CTP (if not already completed). * Company paid crew housing. * Commuting Expenses Paid and 50.00 per diem We're hiring a Fixed Wing Pilot to provide medical ...

Global Medical Response

Fixed Wing Pilot

Juneau, AK

$133K - $151K/yr

No Training Contract. * Company Paid ATP-CTP (If not already completed). * Company Paid Crew Housing. * $12,000 Float Stipend. We're hiring a Fixed Wing Pilot to provide medical air transportation ...

Global Medical Response

Fixed Wing Pilot

Dillingham, AK · On-site

$125K - $137K/yr

No training contract. * Company paid ATP-CTP (if not already completed). * Company paid crew housing. * Commuting Expenses Paid and 50.00 per diem We're hiring a Fixed Wing Pilot to provide medical ...

Global Medical Response

Fixed Wing Pilot

Dillingham, AK · On-site

$125K - $137K/yr

No training contract. * Company paid ATP-CTP (if not already completed). * Company paid crew housing. * Commuting Expenses Paid and 50.00 per diem We're hiring a Fixed Wing Pilot to provide medical ...

Global Medical Response

Fixed Wing Pilot

Juneau, AK · On-site

$133K - $151K/yr

No Training Contract. * Company Paid ATP-CTP (If not already completed). * Company Paid Crew Housing. * $12,000 Float Stipend. We're hiring a Fixed Wing Pilot to provide medical air transportation ...

NANA Management Services

Must be able to communicate clearly with Aircraft, Pilots, ground support with phone briefings on ... Contract requires employees to speak, understand, read and write English. * Must meet and adhere to ...

Peraton

Weather Camera Systems Engineer

Anchorage, AK

$131K - $138K/yr

As a Weather Camera Systems Engineer, your work ensures that pilots, controllers, and aviation ... and contract considerations. Depending on the position, employees may be eligible for overtime ...

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All JobsContract Pilot JobsContract Pilot Jobs in Alaska

Contract Pilot information

See Alaska salary details

$53.3K

$141K

$216.5K

How much do contract pilot jobs pay per year?

As of Aug 10, 2026, the average yearly pay for contract pilot in Alaska is $140,989.00, according to ZipRecruiter salary data. Most workers in this role earn between $107,700.00 and $166,900.00 per year, depending on experience, location, and employer.

What does a contract pilot do?

A contract pilot is an aviation professional who operates helicopters, charter planes, or another aircraft on a per-job basis. As a contract pilot, you work directly with corporate or individual clients to fly an aircraft between locations and transport passengers or cargo. Your contract may be for a single trip or multiple trips. However, you operate as an independent contractor, so you are responsible for maintaining your credentials and insurance. Working as a contract pilot provides you with greater flexibility than being a pilot for an airline or the military.

What are some common challenges faced by contract pilots when adapting to different aircraft and client expectations?

Contract pilots often fly a variety of aircraft types for different clients, which can require quick adaptation to new cockpit layouts, avionics systems, and company-specific procedures. Additionally, each client may have unique operational standards and expectations regarding communication, scheduling, and reporting. Staying organized, maintaining up-to-date certifications, and being proactive in learning new processes are key strategies for overcoming these challenges. Strong interpersonal skills also help contract pilots integrate smoothly with new crews and flight departments.

What are the key skills and qualifications needed to thrive as a contract pilot, and why are they important?

To thrive as a Contract Pilot, you need extensive flight experience, an active commercial or airline transport pilot license (CPL/ATPL), and current medical certification. Familiarity with specific aircraft types, proficiency in using advanced avionics systems, and completion of required type ratings are typically necessary. Strong decision-making, adaptability, and effective communication skills help you manage diverse flying environments and coordinate with clients and crews. These competencies ensure safety, regulatory compliance, and reliable service in varied and dynamic aviation assignments.

What is a contract pilot?

Contract pilots are professional pilots who are hired on a temporary or per-assignment basis, rather than as full-time employees of an airline or company. They typically operate private jets, corporate aircraft, or charter flights for individuals or organizations that need flight services for a limited period. Contract pilots are responsible for pre-flight planning, operating the aircraft safely, ensuring compliance with aviation regulations, and sometimes handling administrative tasks related to each flight. This flexible arrangement allows both pilots and employers to meet their scheduling and operational needs without long-term commitments.

What is the difference between Contract Pilot vs Commercial Pilot?

AspectContract PilotCommercial Pilot
CertificationsCommercial Pilot Certificate, possibly additional type ratingsCommercial Pilot Certificate, multi-engine ratings often required
Work EnvironmentHired on a temporary basis for specific contracts, often freelanceEmployed by airlines, charter companies, or corporate operators
Employer & Industry UsageContract basis across various operators, including private and cargoFull-time or part-time employment within commercial aviation

Contract pilots typically hold a commercial pilot certificate and work on a temporary or project basis, often flying for multiple operators. Commercial pilots are usually employed full-time by airlines or companies, with a focus on scheduled or charter flights. The main difference lies in employment type and job stability, with contract pilots offering flexibility and diverse opportunities, while commercial pilots often have more consistent employment within the commercial aviation industry.

More about Contract Pilot jobs
What are the most commonly searched types of Pilot jobs in Alaska? The most popular types of Pilot jobs in Alaska are:
What job categories do people searching Contract Pilot jobs in Alaska look for? The top searched job categories for Contract Pilot jobs in Alaska are:
What cities in Alaska are hiring for Contract Pilot jobs? Cities in Alaska with the most Contract Pilot job openings:
Contract Pilot jobs near you
Infographic showing various Contract Pilot job openings in Alaska as of August 2026, with employment types broken down into 1% As Needed, 87% Full Time, 9% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $140,989 per year, or $67.8 per hour.

CONTRACT INSTRUCTOR PILOT

DELAWARE RESOURCE GROUP OF OKLAHOMA

Fairbanks, AK • On-site

Full-time

Posted 26 days ago

Job description

Contract Instructor Pilots will:
  • Conduct quality academic instruction that covers applicable formal course syllabi and instruction guide requirements
  • Conduct quality aircrew training device instruction, accomplish applicable syllabus and mission guide requirements, and adhere to published wing standards
  • Maintain weapons system expertise
  • Prepare classrooms or briefing rooms for instruction before the scheduled lesson or aircrew training device mission
  • Clean-up classrooms or briefing rooms, returning them to the pre-class or pre-mission condition
  • Evaluate and record student academic training, aircrew training device performance, and verbally debrief all errors committed
  • Conduct remedial student academic or aircrew training device instruction when required.
  • Coordinate recommended corrective action and remedial training with the Lead Instructor and active-duty supervisors
  • Conduct student academic evaluations IAW applicable syllabi and correct to 100% by reviewing incorrect responses with students
  • Monitor courseware currency in applicable academic and trainer areas of responsibility and submit recommended revisions to the Lead Instructor
  • Support lesson plan and mission guide revision efforts
  • Support aircrew training device scenario design and programming efforts when directed by the Lead Instructor
  • Review test analysis and critique summaries to identify instruction and testing that requires revision and make recommended revisions
  • Coordinate lesson revision inputs with the Lead Instructor, other CIPs, and Courseware subcontractors, if required
  • Review monthly/quarterly flying literature, safety reports and Service publications for updated information to be incorporated into training materials
  • Participate in Safety Investigation Board (SIB), Accident Investigation Board (AIB), and Flying Evaluation Board (FEB) proceedings as directed by the Training Operations Manager
  • Perform related additional duties as assigned by the Site Director or applicable manager
  • Meet suspense dates for applicable new lessons and lesson revisions
  • Be available for student assistance, questions, and "sandbag" missions when not scheduled for formal academic instruction, aircrew training device instruction, or courseware development and revisions.
  • Provide Special Weapons and Tactics Training (SWATT) when scheduled (if required)
  • Conduct Instrument Refresher Course instruction (if qualified and required)

Requirements
SECURITY CLEARANCE REQUIREMENTS
This position is located at a facility that will require special access clearance
  • Must have an active secret clearance with a completed investigation within the last 6 years.
  • Must be able to attain and maintain F-35 Special Access Program (SAP) access
  • Candidates must have a final/transferable DoD Secret security clearance
  • Must be a US citizen

EDUCATION AND EXPERIENCE
  • Bachelor's degree from an accredited college in a related discipline; or
  • Equivalent experience/combined education, with 14 years or more of professional experience or 12 years of professional experience with a related Master's degree

BASIC QUALIFICATIONS
  • Must have a minimum of 1,500 hours experience in fourth and/or fifth generation fighter aircraft as a pilot (F-22, F-18, F-16, F-15, A-10)
  • Must have experience as a Military Instructor Pilot (IP) and multi-ship flight lead in tactical fighter aircraft
  • Must be willing to support flexible work hours to align with customer operational schedule.
  • Position may require candidate to participate in deployed operations to support customer requirements
  • Strong, proven verbal communications skills
  • Proven successful experience with instructional products and services, evaluating pilot training and leading pilot students
  • Basic MS Office suite skills

DESIRED SKILLS
  • Experience with F-35 program highly desired
  • Past experience with F-35 pilot training curriculum
  • F-35 system knowledge
  • F-35 Full Mission Simulator experience
  • Familiarity with the F-35 ALIS program
  • Prior experience in delivering Military Pilot Academic and Simulator Training in fourth and/or fifth generation tactical fighter aircraft
  • Experience with advanced sensor systems such as NVS, LANTIRN, Helmet Mounted Cuing, and the latest weapons inventory.
  • Graduate of formal military Academic Instructor Course (AIC).
  • Formal Training Unit (FTU) or Fleet Replacement Squadron (FRS) Instructor Pilot experience
  • Fighter Weapons Instructor Course (FWIC)
  • Top Gun: Weapons Tactics Instructor (WTI) graduate.
  • Standardization/Evaluation Flight Examiner (SEFE); NATOPS Evaluator experience
  • Experience with training management systems (TMS), learning management systems (LMS), and electronic grade books.

Language Skills
Must be able to read, write, speak, and understand the English language. Must have the ability to read, analyze, and interpret the complex word and technical documents/diagrams. Must be able to effectively communicate orally and in writing and work effectively as part of a team.
Reasoning Ability and Mathematical Skills
Must be able to analyze problems, collect data, establish facts, and draw valid conclusions. An ability to interpret complex customer requirements and attitudes from verbal, non-verbal, and written communication is desirable. Must be able to calculate figures and numbers, and percentages and be able to draw and interpret graphs. Ability to read and understand electrical schematics and drawings.
Work Environment and Physical Demands
The work environment and physical characteristics described here are representative of those an employee encounters while performing the essential functions of this position. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
  • Must be able to lift and/or move at least 50 pounds.
  • Must be able to walk and/or climb stairs and ladders.
  • Must be able to accommodate confined spaces.
  • Must be able to stoop, bend, and crawl on top or under equipment.
  • Must be able to detect odors, noises, bangs, etc., or other sounds to detect discrepancies of malfunctioning equipment.
  • Must be able to distinguish colors.
  • Shop floor environment.
  • Will be working in areas with risk of injury from electrical applications, moving mechanical parts, hydraulic, or pneumatic systems under pressure and electrical motion systems.
  • May be exposed to conditions of extreme heat, airborne particles, and loud noises.

This contractor and subcontractor shall abide by the requirements of 41 CFR 60-1.4(a), 60-300.5(a) and 60-741.5(a). These regulations prohibit discrimination against qualified individuals based on their status as protected veterans or individuals with disabilities and prohibit discrimination against all individuals based on their race, color, religion, sex, sexual orientation, gender identity, or national origin. Moreover, these regulations require that covered prime contractors and subcontractors take affirmative action to employ and advance in employment individuals without regard to race, color, religion, sex, national origin, sexual orientation, gender identity, protected veteran status or disability.

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