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

The Remote Pilot Operator (RPO) operates a combination of Cathode Ray Tube (CRT)/keyboard/Voice ... The RPO shall observe a previously certified RPO, an FAA employee, or Contractor instructor ...

Nurse Care Manager - AI Trainer

Lynn, MA ยท Remote

$50 - $60/hr

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Medical Expert (this is an independent ...

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Medical Expert (this is an independent ...

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Medical Expert (this is an independent ...

Contribute to developing cutting-edge AI systems, while enjoying the flexibility of remote work and setting your own schedule. We are looking for an existing Medical Expert (this is an independent ...

Remote Flight Instructor information

See Boston, MA salary details

$27.2K

$102.8K

$158.1K

How much do remote flight instructor jobs pay per year?

As of Jun 27, 2026, the average yearly pay for remote flight instructor in Boston, MA is $102,795.00, 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 the key skills and qualifications needed to thrive in the Remote Flight Instructor position, and why are they important?

To excel as a Remote Flight Instructor, you need in-depth knowledge of aerodynamics, flight procedures, and instructional techniques, usually supported by a Certified Flight Instructor (CFI) credential and relevant flight experience. Familiarity with online training platforms, flight simulation software, and digital communication tools is essential. Strong communication, adaptability, and motivational skills help instructors effectively engage and support students in a virtual environment. These qualifications and abilities are crucial for delivering high-quality, safe flight instruction remotely and ensuring student success.

Is there a demand for flight instructors?

There is consistent demand for flight instructors due to ongoing pilot training needs and pilot shortages in the aviation industry. Flight instructors with certified flight instructor (CFI) ratings and strong teaching skills are often sought after, especially in regions with active flight schools and pilot training programs.

How much does an independent flight instructor make?

Independent flight instructors typically earn between $30 and $70 per hour, depending on experience, location, and the number of students they teach. Their income can vary widely based on the amount of flight hours they log and the rates they set for instruction, often working as contractors rather than employees.

What does a typical workday look like for a Remote Flight Instructor, and how is instruction delivered in this role?

A typical day for a Remote Flight Instructor involves delivering ground school lessons, conducting virtual flight simulation sessions, and providing real-time feedback to students using video conferencing and online training platforms. Instructors prepare lesson plans, review student progress, and may also coordinate with other team members to ensure standardized instruction. Most interactions occur online, allowing for flexible scheduling and the ability to work with students from various locations. Effective communication and organizational skills are essential, as instructors must monitor student performance and adapt their teaching methods to individual learning styles. This role offers a unique opportunity to leverage technology for teaching and can often lead to advanced instructional or management positions within online flight training organizations.

What is the 5 hour rule for CFI?

The 5-hour rule for a Certified Flight Instructor (CFI) refers to the requirement that CFIs must log at least 5 hours of flight training with each student before endorsing them for solo flight or certain certifications. This ensures adequate instruction time and skill development before students fly solo. The rule helps maintain safety standards and is part of the FAA regulations governing flight training.

How much do flying instructors get paid?

Remote flight instructors typically earn between $20 and $50 per hour, depending on experience, certifications, and the employer. Salaries can vary based on whether they work for flight schools, online platforms, or as independent contractors, with some earning additional income through bonuses or flight hours.

What is a Remote Flight Instructor job?

A Remote Flight Instructor provides flight training and guidance to student pilots using online platforms, simulators, and remote communication tools. They offer lessons on flight theory, navigation, regulations, and simulator-based training to help students prepare for real-world flying. This role allows instructors to teach from anywhere while supporting students in their aviation education remotely.

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:
Infographic showing various Remote Flight Instructor job openings in Boston, MA as of June 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $102,795 per year, or $49.4 per hour.

Remote Pilot Operator

PenBay Media LLC

Boston, MA โ€ข On-site, Remote

Full-time

Posted 13 days ago


Job description

PenBay is looking for motivated, computer-savvy individuals to work as Remote Pilot Operators. No aviation experience is required, but helpful. Experience as a computer operator, RPO, air traffic control specialist, or (student) pilot is highly desirable. Candidates that have completed aviation studies coursework, are certified in the terminal radar lab or en route lab, or otherwise possess a working knowledge of the FAAO JO 7110.65 are preferred.
Position Summary:
The Remote Pilot Operator (RPO) operates a combination of Cathode Ray Tube (CRT)/keyboard/Voice Communication System (VCS) to simulate the actions and communication of pilots and remote ATC facilities during medium and high-fidelity training exercises. RPOs receive voice commands from students, input proper entries into the automated system to simulate pilot actions, translate displayed information into appropriate ATC terminology, and respond to the student via the VCS utilizing proper phraseology.
PLEASE NOTE: This is NOT a UAS / UAV / RPV Pilot / Operator position
This is a Full-time position
Requirements
Qualifications:
High school diploma or equivalent and at least one (1) year of experience in a comparable position.
Demonstrated minimum keyboard speed of forty (40) wpm with ninety (90) percent accuracy rate
Ability to read and interpret materials such as diagrams and manuals
Ability to speak clearly and be understood
Proficiency with MS Office Suite (Word, Excel, etc), desirable
Basic familiarization of current technologic tools (tablets, notebooks, applications, etc.) a plus
Experience working in a multidisciplinary team, preferred
Candidates will be subject to FAA security screening
Competencies and Skills:
RPO must be laboratory certified within the first 120 days calendar days of reporting for duty at the facility.
Exceptional customer service orientation
Ability to work productively with a wide range of people and co-workers
Effective oral and written communication skills
Effective team building skills
Certification Requirements:
Each new RPO shall complete knowledge and skills tests for each area/sector to be supported.
Each knowledge test will be graded and must be passed with a score of at least 70%.
Upon successful completion of the knowledge tests, the RPO will begin training for the skills tests. The RPO shall observe a previously certified RPO, an FAA employee, or Contractor instructor performing RPO duties on a minimum of five (5) simulation scenarios. The RPO will receive on the job training on at least five (5) but no more than twenty (20) simulation scenarios on each control position to be supported, after which an FAA representative will observe their performance and determine if certification will be granted.
The RPO shall achieve simulation laboratory certification within one hundred twenty (120) days of reporting for duty at the facility.