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Contract Flight Instructor Jobs in Boston, MA (NOW HIRING)

Contract Flight Instructor information

See Boston, MA salary details

$27.2K

$102.8K

$158.1K

How much do contract flight instructor jobs pay per year?

As of Jul 20, 2026, the average yearly pay for contract flight instructor in Boston, MA is $102,789.00, according to ZipRecruiter salary data. Most workers in this role earn between $75,000.00 and $121,700.00 per year, depending on experience, location, and employer.

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

Contract Flight Instructors often encounter challenges such as fluctuating student schedules, adapting to different aircraft types, and maintaining clear communication with both students and flight school management. Flexibility and strong organizational skills are key to managing these hurdles. Instructors should proactively coordinate with students to set reliable training sessions, keep their qualifications current for various aircraft, and foster an open line of communication with all parties to ensure smooth operations and effective learning.

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

AspectContract Flight InstructorPart-Time Flight Instructor
CredentialsCommercial Pilot Certificate, Certified Flight Instructor (CFI)Commercial Pilot Certificate, Certified Flight Instructor (CFI)
Work EnvironmentSelf-employed or hired per contract, variable locationsPart-time employment at flight schools or flight training centers
Employer/Industry UsageHired directly by flight schools or as independent contractorsEmployed by flight schools on a part-time basis

Contract Flight Instructors typically work independently or on a contractual basis, often at multiple locations, while Part-Time Flight Instructors are employed by flight schools for limited hours. Both roles require similar certifications but differ mainly in employment structure and work arrangement.

What are the key skills and qualifications needed to thrive as a Contract Flight Instructor, and why are they important?

To thrive as a Contract Flight Instructor, you need a valid commercial pilot's license with instructor ratings, in-depth knowledge of aviation regulations, and significant flight experience. Familiarity with flight simulators, electronic logbooks, and training management systems is typically required, along with up-to-date certifications such as CFI or CFII. Exceptional communication, patience, and adaptability are essential soft skills for effectively teaching and mentoring diverse student pilots. These skills and qualifications ensure safe, effective flight training and help students achieve proficiency while maintaining regulatory compliance.

What are Contract Flight Instructors?

Contract Flight Instructors are certified pilots who provide flight training services on a contractual basis, rather than as full-time employees of a flight school or organization. They may work independently or for multiple employers, offering instruction in various types of aircraft or simulators. Their responsibilities typically include teaching students how to fly, preparing them for pilot certification, and ensuring adherence to aviation safety standards. Contract Flight Instructors often have flexible schedules and may also assist with recurrent training or specialized courses.
What are the most commonly searched types of Flight Instructor jobs in Boston, MA? The most popular types of Flight Instructor jobs in Boston, MA are:
AFROTC Instructor/Massachusetts Institute Of Tech

AFROTC Instructor/Massachusetts Institute Of Tech

6k Systems

Cambridge, MA • On-site

$62K - $82K/yr

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 15 days ago


Job description

6K Systems, Inc. is seeking an experienced, professional Aerospace Studies Instructor/Trainer to join our team!
Individual will support the Air Force Reserve Officer Training Corps (AFROTC) in selecting, educating, training, and commissioning college students to be officers and leaders of character in the Total Air and Space Force. Additionally, individual will assist in instilling the values of citizenship, national and community service, personal responsibility, and a sense of accomplishment in college students. Other duties include:
  • Provide instruction in accordance with AFROTC academic curricula, syllabus, and other AFROTC-directed or emerging training in various settings on and off campus
  • Provided mixed media (visual aids) and innovation to teach the learning and lesson objectives
  • Ensure students are properly tested in class and successfully apply theory in practice during training and assessment events outside of the classroom and the academic year
  • Provide expert training per objectives and other AFROTC Directives
  • Coach, teach, mentor and prepare Cadets to become Commissioned Officers in the United States Air Force
  • Perform the following instruction and training services: plan, synchronize, assist, and coordinate training, IAW the syllabus and Holm Center academic curricula, to include teaching courses, oversight of Leadership Laboratory (LLAB), observation of Cadet physical fitness program, support to recruiting programs, educational administrative support and Cadet administrative support
  • Assist and coordinate training for students and Cadets in cadet Professional Military Training (PMT) and cadet Professional Development Training (PDT).
  • Assist in Cadet Evaluation and testing at Field Training events, off-sites, and in classrooms
  • Plan, prepare, coordinate, and track student and Cadet training requirements
  • Teach and train students and Cadets on required Basic Officer Leadership tasks in the classroom, labs, and Field Training prep
  • Plan, prepare, execute and assess physical fitness training for students/cadets IAW AFI 36-2905
  • Provide written feedback and information to students/cadets on academics performance and significant events at the end of each semester or as individual Cadet needs require
  • Prepare and effectively teach Aerospace Studies Instruction, including Air Force organizational structure, mission objectives, function, procedures, agency regulations, and policy pertaining to the Department of the Air Force, officership, individual and flight operations, tactics, techniques, and procedures
  • Monitor Cadet testing and evaluation, serving as a deterrent to improper test conduct
  • Plan, prepare, coordinate and execute projects to include, but not limited to training events, and ceremonies
  • Must complete the Aerospace Instructor Course (AIC) within six months of first performing services on this contract and meet all qualification requirements
  • Complete the government provided Train-The Trainer (TTT) certification requirements to achieve the following instructor competencies:
  • Effective communication
  • Establish and maintain professional credibility
  • Plan instructional methods and materials
  • Prepare instruction
  • Stimulate and sustain learner motivation and engagement
  • Demonstrate effective presentation, facilitation, and questioning skills
  • Provide clarification and feedback to students
  • Promote retention & transfer of knowledge and skill
  • Assess learning and performance.
  • Evaluate instructional effectiveness
  • Counsel AFROTC students
  • Manage an environment that fosters learning and performance
  • Manage the instructional process through the appropriate use of technology

REQUIREMENTS
  • Must obtain and maintain a National Agency Check with Local Agency and Credit Check (NACLC)
  • Minimum of a Bachelor's Degree
  • Should have been a Commissioned Officer with a minimum grade of Captain with 6 years of experience in the U.S. Air Force Active Component or 10 years total service in the U.S. Air Force Reserve Component for former and current Reserve Commissioned Officers
  • Five years of relevant experience
  • Ability to travel to support events, training, and exercises

The position is located at the MASSACHUSETTS INSTITUTE OF TECH in Cambridge, MA. To apply, send your resume to 6ksystems.com/careers/
6K Systems, Inc. (6K) provides exceptional Management Consulting, Information Technology and Mission Services to DoD, law enforcement and civilian agencies throughout the United States. In doing so, we utilize industry best practices to develop procedures that ensure compliance, consistency, reliability, and efficiency. As these standards evolve, we improve our level of quality and service to meet new demands.
Consistent with this focus, 6K holds a wide range of accreditations and certifications, including ISO 9001:2008 (Quality Management), ISO 14001:2015 (Environmental Management), ISO 27001:2013 (Security Management), and CMMi Maturity Level 3. 6K is a Microsoft Gold Solution Provider (MSCP, MCSE1, MCDBA, MCSA, MCNPS, MCTS, SA, MCITP, MCTEM).
This focus on quality and commitment to unparalleled customer satisfaction drives 6K to continuous improvement and growth. We are determined to grow our business and customer relationships through integrity, superior performance, and an uncompromising dedication to excellence.
6K Systems offers a competitive salary and a generous benefits package. This package includes medical, dental, vision, life, short- and long-term disability insurances, and a 401(k)-retirement plan.?
6K Systems is an Equal Opportunity Employer; all qualified applicants are encouraged to apply. EEO/M/F/D/V
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