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Contract Helicopter Flight Instructor Jobs in Portland, OR

... assigned flight operations. This role requires a strong working knowledge of applicable FAA ... Minimum Requirements - FAA Commercial Rotorcraft License - Instrument Rating (Helicopter ...

MD500 Utility Pilot

Hillsboro, OR ยท On-site

$90 - $140/hr

... RequiredATPMinimum Flight Hours Required300IndustryAll Other Helicopter JobsEmployment ... The PositionHillsboro Aviation is seeking experienced candidates for Utility/Powerline contracts.

CH47-Pilot In Command

Portland, OR ยท On-site

$120 - $170/hr

... contract execution, and represent Coulson Aviation with professionalism in all interactions. Key ... Conduct thorough aircraft inspections and ensure readiness for flight. * Verify all maintenance ...

... assigned flight operations. This role requires a strong working knowledge of applicable FAA ... Minimum Requirements - FAA Commercial Rotorcraft License - Instrument Rating (Helicopter ...

B205A1++ Fire/Utility Pilot

Hillsboro, OR ยท On-site

$21.75 - $29.75/hr

... helicopter and airplane services comprised of five divisions: contract & charter, aircraft sales ... We passionately purvey the notion of flight, a dream demanding creativity, persistence, resilience ...

Airbus H145 Mechanic - Fleet

Hillsboro, OR ยท On-site

$26.50 - $33.75/hr

... helicopter and airplane services comprised of five divisions: contract & charter, aircraft sales ... We passionately purvey the notion of flight, a dream demanding creativity, persistence, resilience ...

... helicopter and airplane services comprised of five divisions: contract & charter, aircraft sales ... We passionately purvey the notion of flight, a dream demanding creativity, persistence, resilience ...

Fleet Aircraft Mechanic

Hillsboro, OR ยท On-site

$26.50 - $33.75/hr

... helicopter and airplane services comprised of five divisions: contract & charter, aircraft sales ... We passionately purvey the notion of flight, a dream demanding creativity, persistence, resilience ...

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Contract Helicopter Flight Instructor information

See Portland, OR salary details

$26.5K

$100.3K

$154.3K

How much do contract helicopter flight instructor jobs pay per year?

As of Aug 10, 2026, the average yearly pay for contract helicopter flight instructor in Portland, OR is $100,345.00, according to ZipRecruiter salary data. Most workers in this role earn between $73,200.00 and $118,800.00 per year, depending on experience, location, and employer.

What is the difference between Contract Helicopter Flight Instructor vs Part-Time Helicopter Flight Instructor?

AspectContract Helicopter Flight InstructorPart-Time Helicopter Flight Instructor
CertificationsRequired flight instructor certificates, specific to helicopterSame as contract instructor, may include additional ratings
Work EnvironmentTypically on a contractual basis, often with multiple employersPart-time employment, often with a single employer or flight school
Employment TypeContractual, project-based or seasonalPart-time employment, hours vary
Industry UsageCommon in flight training companies, charter servicesUsed by flight schools, training organizations

Both roles require helicopter flight instructor certifications and involve training students in helicopter operations. The main difference lies in employment type: contract instructors work on a temporary, project basis, while part-time instructors have a more regular, but reduced, work schedule. Understanding these distinctions helps candidates choose the role that best fits their career goals and availability.

What are some typical challenges faced by contract helicopter flight instructors, and how can they be effectively managed?

Contract helicopter flight instructors often encounter challenges such as adapting to varying student skill levels, managing fluctuating schedules, and maintaining up-to-date knowledge of changing aviation regulations. Flexibility and strong communication skills are essential for tailoring instruction to individual student needs. Staying proactive with ongoing professional development and maintaining clear communication with the flight school or client can help instructors manage workload variability and ensure high-quality training outcomes.

What are the key skills and qualifications needed to thrive as a contract helicopter flight instructor?

To thrive as a Contract Helicopter Flight Instructor, you need advanced piloting skills, comprehensive aviation knowledge, and certifications such as a Commercial Pilot License with a Certified Flight Instructor (CFI) rating. Familiarity with flight simulators, GPS navigation systems, and modern avionics is typically required, along with adherence to FAA regulations. Exceptional communication, patience, and situational awareness help instructors effectively teach diverse students and maintain safety. These skills and qualities are vital to ensure rigorous training standards, student success, and safe flight operations.

What is a contract helicopter flight instructor?

Contract helicopter flight instructors are licensed pilots who provide helicopter flight training services on a contractual basis, rather than as full-time employees. They may work independently or through flight schools, training organizations, or government agencies. Their responsibilities include teaching students how to operate helicopters safely, preparing them for pilot certification exams, and ensuring compliance with aviation regulations. Contract instructors often have flexible schedules and may work with multiple clients or organizations. This role requires strong communication skills, extensive flight experience, and relevant instructor certifications.
What are the most commonly searched types of Helicopter Flight Instructor jobs in Portland, OR? The most popular types of Helicopter Flight Instructor jobs in Portland, OR are:
What are popular job titles related to Contract Helicopter Flight Instructor jobs in Portland, OR? For Contract Helicopter Flight Instructor jobs in Portland, OR, the most frequently searched job titles are:
Infographic showing various Contract Helicopter Flight Instructor job openings in Portland, OR as of July 2026, with employment types broken down into 61% Full Time, 21% Part Time, 1% Temporary, and 17% Contract. Highlights an 82% Physical, 2% Hybrid, and 16% Remote job distribution, with an average salary of $100,345 per year, or $48.2 per hour.

Helicopter Flight Instructor

Hillsboro Aero Academy

Troutdale, OR โ€ข On-site

Part-time

Re-posted 9 days ago


Job description

*** PLEASE BE ADVISED THAT IF YOU SUBMITTED YOUR APPLICATION SUCCESSFULLY ON OUR CAREER WEBSITE, YOU WILL RECEIVE A CONFIRMATION E-MAIL IN A MATTER OF MINUTES. IF YOU DO NOT RECEIVE ONE, PLEASE SEND YOUR RESUME AND COVER LETTER TO HR@flyhaa.com***

General Position Summary:

Provide flight, simulator and ground instruction with Hillsboro Aero Academy. This position includes involvement in the HAA Safety Management System including risk analysis and mitigation. Flight instructors are expected to maintain adequate records, meeting course standards, fulfilling training requirements and objectives and ensuring satisfactory student progress.

Essential/Major Responsibilities:

• Perform flight instructor duties authorized by the Federal Aviation Regulation and in accordance with the approved training course outlines

• Ensure compliance with and promotion of the HAA Safety Management System and company SOPs

• Maintain satisfactory student progress through the course(s), ensure course standards and training requirements are met and communicate delays to supervisor

• Accurately maintain all appropriate records associated with student training

• Attend weekly meetings

• Determine aircraft airworthiness

• Attend administrative, standardization, in-service training and instructor development meetings, as assigned

• Maintain and apply effective teaching and evaluation techniques

• Reconcile billable hours reports to complete bi-weekly payroll

• Communicate with potential students about flight training

• Other duties as assigned ie assistance fueling aircraft, driving company vehicles, etc.

Specific Job Skills:

• Aircraft piloting skills, including familiarity with and ability to perform required flight maneuvers and procedures using FAA Practical Test Standards

• Knowledge of and ability to apply effective instructional techniques in the classroom and in flight

• Knowledge of appropriate Federal Aviation Regulations

• Ability to work well with others, in a fast-paced environment and provide superior customer service

• Demonstrate and exercise sound judgment

• Strong communication and teaching skills

Supervisory Responsibility:

Supervise students and student progress.

Interpersonal Contact:

Flight instructors must demonstrate exceptional customer service to current and potential students. Instructors will work closely with other flight instructors, maintenance technicians, safety personnel, dispatch personnel, line service, etc.

Education and/or Experience:

• FAA Certified Flight Instructor rating, Flight Instructor-Instrument required

• Must hold or be able to obtain a second class medical certificate

• Successful completion of FAA Part 141 Proficiency Check

• Completion of Special Federal Aviation Regulation 73 (b)(5) training with endorsement

• Have completed the Robinson Helicopter Safety Course or demonstrate ability to have course completed prior to employment

• Aircraft piloting skills, including familiarity with and ability to perform required flight maneuvers and procedures using FAA Practical Test Standards

• Knowledge of and ability to apply effective instructional techniques in the classroom and in flight

• Knowledge of appropriate Federal Aviation Regulations

• Ability to work well with others, in a fast-paced environment and provide superior customer service

• Demonstrate and exercise sound judgment


This position will remain open until filled. Please do not contact Hillsboro Aero Academy regarding the status of your application.

Hillsboro Aero Academy is an Equal Opportunity Employer

*** PLEASE BE ADVISED THAT IF YOU SUBMITTED YOUR APPLICATION SUCCESSFULLY ON OUR CAREER WEBSITE, YOU WILL RECEIVE A CONFIRMATION E-MAIL IN A MATTER OF MINUTES. IF YOU DO NOT RECEIVE ONE, PLEASE SEND YOUR RESUME AND COVER LETTER TO HR@flyhaa.com***