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Conduct ground, simulator, and flight training and evaluations for pilots under FAA Parts 135 and 133, assessing proficiency and regulatory and company compliance. Provide mentoring and remedial instruction, maintain accurate training records, coordinate with training leadership, and serve as a relief pilot when needed.
Location: Remote - see below under "work modality" | Department: Flight Operations |
Work Schedule/Category: Full-time, Exempt | Shift: 14/14 rotation |
Reporting to: Director of Training | Last Updated: 10/14/2026 |
COMPANY & POSITION SUMMARY |
Company Summary: HeliService USA is a veteran-owned and operated aviation company established in 2022, built on a foundation of discipline, expertise, and mission-driven performance. With more than half of its team comprised of military veterans, the company brings a high level of professionalism and operational excellence to every mission. Headquartered in North Kingstown (Quonset), Rhode Island, HeliService USA operates across multiple locations including Martha’s Vineyard, Massachusetts; Texas; Virginia; and Ohio, supported by a growing workforce of over 100 professionals. The company provides a comprehensive range of specialized helicopter services using the Leonardo AW169, including offshore wind support as the first and only dedicated U.S. operator in this sector, helicopter emergency medical services (HEMS), air ambulance operations (HAA), and harbor pilot transfers involving precision hoisting to maritime vessels. Position Summary: The Check Airman is responsible for conducting FAA-required training, evaluations, and proficiency checks for pilots operating under 14 CFR Parts 135 and 133. This role ensures pilot compliance with regulatory, company, and operational standards through standardized instruction, evaluation, and mentoring. The Check Airman works under the direction of the Director of Training and in coordination with the Chief Pilot, Director of Operations, and Safety Manager to support pilot qualification, standardization, and ongoing proficiency across assigned aircraft and mission profiles. |
EDUCATION, EXPERIENCE, SKILLS, LICENSES/CERTIFICATIONS, SYSTEMS |
Required:
- Minimum 3 years’ experience as a PIC under 14 CFR Part 135 - FAA- approved Check Airmen designation or ability to qualify - 1-3 years’ experience in Helicopter Air Ambulance - 1-3 years’ experience with vertical reference/long-line/external load/hoisting/SAR
Preferred:
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TRAINING/SPECIFIC ACTIVITIES REQUIRED |
• Conduct training and evaluations under 14 CFR §§135.293, 135.297, and 135.299. • Conduct simulator and in-aircraft evaluations. • Ensure procedural and operational standardization. • Complete accurate training documentation. • Complete annual training as required by company policy and law on an annual basis in a timely manner. • Read all newsletters and bulletins to remain current on policies, procedures, and developments as well as to meet all company compliance standards. • Employment at HeliService USA is contingent on successful completion of training and release to the line by the Director of Training and Chief Pilot at the completion of the required line training period. • Pre-employment drug testing must be completed with verified negative results in full compliance with applicable DOT and FAA regulations prior to an individual performing any safety-sensitive functions. |
RESPONSBILITIES/DUTIES |
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MEASUREMENTS OF SUCCESS |
• Meets all safety standards to achieve zero aircraft mishaps or incidents. • 100% FAA compliance. • High pilot proficiency and standardization. • Successful FAA audits with no findings. • Zero training-related safety deficiencies. |
WORK ENVIRONMENT & DEMANDS Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions. |
Work Modality: Position is home based, but with extensive travel to any company base location, or location with Simulators or training centers HeliService USA utilizes for training. |
Possible Work Hazards:
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Physical Demands: Extensive Sitting, standing, walking, lifting, carrying, reaching, pushing, and pulling, keyboarding, speaking. Additional physical demands may be required as these are a general description. |
OTHER CONSIDERATIONS/DISCLAIMERS |
Job Description Disclaimer: This job description is a general description of essential job functions. It is not intended as an employment contract, nor is it intended to describe all duties someone in this position may perform. All employees are expected to perform tasks as assigned by supervisory personnel, regardless of job title or routine job duties. |
Equal Employment Opportunity Statement: HeliService USA LLC is an Equal Opportunity Employer. |
Work Authorization/Sponsorship: Applicants must be legally authorized to work for any employer in the U.S. Currently, we are unable to sponsor or take over sponsorship of an employment Visa. |
Benefits: This position is eligible for comprehensive benefits, including group medical, dental, and vision insurance, as well as voluntary coverage options such as life, short-term disability, accident, and cancer insurance. Employees are also eligible to enroll in the company’s 401(k) plan following the standard waiting period (effective the first of the month after hire). Paid time off (PTO) for 14/14 schedule employees is 10 days annually, accrued throughout the year, and prorated during the first calendar year based on date of hire. Salary Range: $110,000-$145,000 depending on experience. Additionally, once the individual is qualified as a Check Airman, he/she will receive an annual stipend of $7,500.00, paid in equal installments over 26 pay periods. |
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