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Weekend Pilot Jobs in Cambridge, MA (NOW HIRING)

PenBay Media LLC

Remote Pilot Operator

Boston, MA · On-site +1

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 ...

US Navy

Naval Flight Officer and Pilot

Littleton, MA

Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance ...

US Navy

Naval Flight Officer and Pilot

Medford, MA

Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance ...

US Navy

Naval Flight Officer and Pilot

Revere, MA

Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance ...

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Weekend Pilot information

See Cambridge, MA salary details

$54.1K

$143.1K

$219.7K

How much do weekend pilot jobs pay per year?

As of May 28, 2026, the average yearly pay for weekend pilot in Cambridge, MA is $143,088.00, according to ZipRecruiter salary data. Most workers in this role earn between $109,300.00 and $169,400.00 per year, depending on experience, location, and employer.

What Does a Weekend Pilot Do?

A weekend pilot has similar job duties as pilots who work during the week. The primary difference is they work over the weekend. Your specific job duties vary, depending on the kind of plane you fly and if you are a commercial or cargo pilot. General responsibilities for commercial pilots include studying weather reports and schedules, evaluating the fuel load requirements, preparing the flight plan, ensuring safety for passengers, and checking all hardware for plane safety and navigation equipment. Cargo pilots discuss the goods being transported with the shipping company and clarify where the load needs to be delivered. They ensure the shipment has been loaded completely and is adequately secured, and delivers it on time when possible. Weekend pilots work Saturdays and Sundays, but may also have shifts on Fridays or Mondays.

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

To thrive as a Weekend Pilot, you generally need a valid pilot’s license (such as a Private Pilot Certificate), strong knowledge of aviation regulations, and proficient flight skills. Familiarity with navigation systems, aircraft instrumentation, and weather assessment tools is crucial, and sometimes an FAA medical certificate or additional ratings may be required. Exceptional decision-making, communication, and situational awareness help pilots adapt to changing conditions and ensure passenger safety. These skills and qualifications are essential for safe, compliant, and effective operation of flights, especially when flying on tight schedules or in variable weekend conditions.

What are some common challenges weekend pilots face when balancing flying with other commitments?

Weekend pilots often juggle their flying schedules with full-time jobs or family responsibilities, which can make it difficult to log consistent flight hours and maintain proficiency. Weather delays, aircraft availability, and airspace congestion are typical challenges that can disrupt planned flights. To stay current and confident, many weekend pilots join flying clubs, coordinate with other pilots for shared rentals, and make use of online scheduling tools to maximize their time in the air while managing other commitments.

What are Weekend Pilots?

Weekend Pilots are licensed aviators who typically fly aircraft on weekends, often working part-time or on a flexible schedule. They may fly for private individuals, charter companies, or recreational purposes, and sometimes assist with sightseeing tours, aerial photography, or transporting passengers and cargo. Weekend Pilots must meet the same licensing and training requirements as full-time pilots, but their flying hours are usually limited to Saturdays and Sundays. This role is ideal for experienced pilots seeking a part-time commitment or aviation enthusiasts looking to maintain their skills.

What is the difference between Weekend Pilot vs Part-Time Flight Attendant?

AspectWeekend PilotPart-Time Flight Attendant
Required CertificationsCommercial Pilot License (CPL), FAA medical certificateFlight Attendant Certification, CPR/First Aid
Work EnvironmentAircraft cockpit, airports, flight operationsPassenger cabin, airports, in-flight service
Employer & IndustryAirlines, charter companiesAirlines, private jet services
Common Search & ComparisonWeekend Pilot vs Part-Time Flight Attendant

Weekend Pilots typically hold commercial pilot licenses and operate aircraft, focusing on flying duties during weekends. Part-Time Flight Attendants primarily provide passenger service and safety onboard, often working part-time hours. Both roles are essential in the aviation industry but differ in responsibilities, certifications, and work environment.

More about Weekend Pilot jobs
What are the most commonly searched types of Pilot jobs in Cambridge, MA? The most popular types of Pilot jobs in Cambridge, MA are:
What are popular job titles related to Weekend Pilot jobs in Cambridge, MA? For Weekend Pilot jobs in Cambridge, MA, the most frequently searched job titles are:
What cities near Cambridge, MA are hiring for Weekend Pilot jobs? Cities near Cambridge, MA with the most Weekend Pilot job openings:
Weekend Pilot jobs near you
Infographic showing various Weekend Pilot job openings in Cambridge, MA as of May 2026, with employment types broken down into 1% Internship, 79% Full Time, 17% Part Time, and 3% Contract. Highlights an 50% Physical, 10% Hybrid, and 40% Remote job distribution, with an average salary of $143,088 per year, or $68.8 per hour.

Remote Pilot Operator

PenBay Technology Group

Boston, MA • On-site

Full-time

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

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.

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