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Pilot Driver Jobs in Massachusetts (NOW HIRING)

Boston MedFlight

RW Pilot

Bedford, MA · On-site

$123K - $178K/yr

Air ambulance helicopter pilot responsible for the safe and efficient operation of helicopter air ... Valid U.S. passport, Real ID-compliant driver's license, and authorization to work in the U.S.

Clay Lacy Aviation

$260K - $285K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

A valid and unexpired Driver's License is required. * A valid and unexpired Passport is required ... pilot disclosure form, and professional references will be required as part of the application ...

Jet Linx

PIC - Gulfstream G200

Bedford, MA

$160K - $245K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Pilot in Command - Gulfstream G200 Full-Time - Boston, MA Jet Linx is seeking qualified Pilot in ... S. driver's license * Proof of eligibility to work in the US * Current passport * ATP (ability to ...

Jet Linx Aviation

PIC - Gulfstream G200

Bedford, MA · On-site

$160K - $245K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Pilot in Command - Gulfstream G200 Full-Time - Boston, MA Jet Linx is seeking qualified Pilot in ... S. driver's license * Proof of eligibility to work in the US * Current passport * ATP (ability to ...

Jet Linx Aviation

PIC - Gulfstream G200

Bedford, MA · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Pilot in Command - Gulfstream G200 Full-Time - Boston, MA Jet Linx is seeking qualified Pilot in ... S. driver's license * Proof of eligibility to work in the US * Current passport * ATP (ability to ...

Jet Linx Aviation

PIC - Gulfstream G200

Bedford, MA · On-site

$160K - $245K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Description Pilot in Command - Gulfstream G200 Full-Time - Boston, MA Jet Linx is seeking qualified ... S. driver's license * Proof of eligibility to work in the US * Current passport * ATP (ability to ...

Jet Linx Aviation

SIC - Gulfstream G200

Bedford, MA · On-site

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Position Summary The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC ... Ability to obtain a U.S. driver's license * Proof of eligibility to work in the US * Current ...

Jet Linx Aviation

SIC - Gulfstream G200

Bedford, MA · On-site

$124K - $160K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Position Summary The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC ... Ability to obtain a U.S. driver's license * Proof of eligibility to work in the US * Current ...

Jet Linx

SIC - Gulfstream G200

Bedford, MA · On-site

$124K - $160K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Position Summary The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC ... Ability to obtain a U.S. driver's license * Proof of eligibility to work in the US * Current ...

Jet Linx Aviation

SIC - Gulfstream G200

Bedford, MA · On-site

$124K - $160K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Position Summary The Second in Command (SIC) reports directly to the Base Chief Pilot. The SIC ... Ability to obtain a U.S. driver's license * Proof of eligibility to work in the US * Current ...

Pilot Company

Fuel Attendant

Sturbridge, MA · On-site

$15.76 - $21.43/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Fuel Attendant

Sturbridge, MA · On-site

$15.76 - $21.43/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Fuel Attendant

Sturbridge, MA

$15.76 - $21.43/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Fuel Attendant

Sturbridge, MA

$15.76 - $21.43/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... Empty trash cans and sweep area * Assist truck drivers with small mechanical fixes Qualifications ...

Pilot Company

Deli Production Team Member

Chicopee, MA

$15.76 - $21.43/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Cashier

Chicopee, MA · On-site

$15.45 - $19.83/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Deli Production Team Member

Chicopee, MA · On-site

$15.76 - $21.43/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Cashier

Chicopee, MA

$15.45 - $19.83/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Cashier

Chicopee, MA · On-site

$15.45 - $19.83/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

Pilot Company

Deli Production Team Member

Chicopee, MA

$15.76 - $21.43/hr

  • Medical

  • Retirement

  • PTO

Pilot Company offers a dynamic environment where no two days are the same. Team members have the ... driver stopping for a clean shower, the commuter grabbing their morning coffee, or the vacationer ...

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All JobsPilot Driver JobsPilot Driver Jobs in Massachusetts

Pilot Driver information

See Massachusetts salary details

$54.1K

$143K

$219.5K

How much do pilot driver jobs pay per year?

As of Aug 17, 2026, the average yearly pay for pilot driver in Massachusetts is $142,977.00, according to ZipRecruiter salary data. Most workers in this role earn between $109,200.00 and $169,300.00 per year, depending on experience, location, and employer.

What does a pilot driver do?

A pilot driver operates a car that escorts oversized trucks and other large vehicles. Your duties include driving an automobile in front of or behind the oversized vehicle. As you drive, your responsibilities include communicating with the truck driver to ensure that they are aware of any upcoming situations such as traffic jams, stop lights, or other obstacles. If you drive behind the truck, you ensure that the load remains secure during the trip. An escort vehicle sometimes has a siren or lights that warn other drivers of the presence of an oversized vehicle on the roadway.

Are pilot driver car drivers in demand?

Pilot driver car drivers are in demand in industries such as logistics, transportation, and delivery services, especially with the growth of e-commerce and on-demand delivery platforms. The job often requires a valid driver's license, good driving record, and knowledge of local routes, with demand influenced by regional economic activity and technological advancements in fleet management.

What are some typical challenges a pilot driver might face during an escort job, and how can they be addressed?

Pilot Drivers often encounter challenges such as navigating unfamiliar routes, communicating effectively with oversized load drivers, and ensuring public safety on the road. Weather conditions, traffic congestion, and sudden route changes can add complexity to the job. To address these challenges, Pilot Drivers should thoroughly review routes in advance, maintain clear communication with the transport team via radios, and stay updated on local traffic regulations. Staying vigilant, adaptable, and well-prepared helps ensure a smooth and safe escort for all parties involved.

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

To thrive as a Pilot Driver, you need a valid driver's license, excellent driving skills, and a good understanding of road safety regulations. Familiarity with GPS navigation systems, CB radios, and sometimes specialized pilot car certification are typically required tools and qualifications. Attention to detail, strong communication, and the ability to remain calm under pressure are essential soft skills. These skills are crucial for safely escorting oversized loads, ensuring compliance with transport regulations, and coordinating effectively with truck drivers and law enforcement.

What is a pilot driver?

Pilot drivers are professionals who operate pilot vehicles, also known as escort vehicles, to guide oversized or heavy-load trucks on public roads. Their main responsibility is to ensure the safe transport of large loads by alerting other road users, managing traffic, and helping the truck driver navigate difficult or narrow areas. Pilot drivers typically travel ahead of or behind the oversized vehicle, communicate via radio, and may use warning signs and lights to increase visibility. They must be knowledgeable about state and local regulations regarding oversized loads and often need specific certifications or permits to perform their job.

What is the difference between Pilot Driver vs Truck Driver?

AspectPilot DriverTruck Driver
Required CredentialsCommercial Driver's License (CDL), specialized training for pilot vehiclesCDL, general driving experience
Work EnvironmentEscort vehicles for oversize loads, often on highways or construction sitesLong-haul or local roads, freight transportation
Employer & IndustryConstruction, transportation, logistics companiesFreight carriers, logistics companies

In summary, Pilot Drivers primarily escort oversized loads, requiring specialized training and certifications, while Truck Drivers focus on transporting goods over various distances. Both roles are essential in the transportation industry but differ in work environment and specific credentials.

More about Pilot Driver jobs

What are popular job titles related to Pilot Driver jobs in Massachusetts?

For Pilot Driver jobs in Massachusetts, the most frequently searched job titles are:

What job categories do people searching Pilot Driver jobs in Massachusetts look for?

The top searched job categories for Pilot Driver jobs in Massachusetts are:

Pilot Driver jobs near you
Infographic showing various Pilot Driver job openings in Massachusetts as of August 2026, with employment types broken down into 63% Full Time, 31% Part Time, and 6% Contract. Highlights an 100% In-person job distribution, with an average salary of $142,977 per year, or $68.7 per hour.

RW Pilot

Boston MedFlight

Bedford, MA • On-site

$123K - $178K/yr

Full-time

Re-posted 9 days ago

Job description

Position Overview:

Air ambulance helicopter pilot responsible for the safe and efficient operation of helicopter air transport missions, including emergency medical flights, interfacility transfers, and scene responses. This role requires exceptional flying skills, sound judgment under pressure, and a commitment to the safety of patients, crew, and aircraft. The pilot operates in single-pilot, VFR and IFR conditions, and collaborates closely with clinical and operational staff to support Boston MedFlight’s mission of critical care transport.

Essential Responsibilities:

Flight Operations:

  • Safely operate helicopter aircraft in accordance with applicable Federal Aviation Regulations (FARs), including single-pilot VFR and IFR operations.
  • Conduct thorough pre- and post-flight inspections ensuring airworthiness and regulatory compliance.
  • Monitor aircraft systems and weather to assess flight risks and make real-time go/no-go decisions.

Emergency Response:

  • Respond promptly to medical transport requests including emergency scene calls and interfacility transfers.
  • Collaborate with medical teams to ensure the safe and efficient loading and unloading of patients and medical equipment.

Communication:

  • Maintain clear and timely communication with Air Traffic Control, ground support, medical teams, and dispatch centers.
  • Provide continuous updates on flight progress, delays, or safety concerns.

Navigation and Route Planning:

  • Plan and file appropriate flight routes considering weather, airspace, NOTAMs, fuel requirements, and terrain.
  • Utilize GPS, radar, and other navigation tools to ensure safe routing and efficient operations.

Safety and Compliance:

  • Strictly adhere to Boston MedFlight’s General Operations Manual (GOM), Safety Management System (SMS), and company policies.
  • Participate in safety briefings, audits, training programs, and quality improvement initiatives.
  • Foster and support a just culture and safety-first environment.

Maintenance and Reporting:

  • Document and report all discrepancies or mechanical concerns in a timely manner.
  • Collaborate with aviation maintenance personnel to ensure aircraft readiness.
  • Maintain accurate flight and maintenance logs, reports, and documentation per regulatory and company standards.


Qualifications:

  • FAA Commercial Rotorcraft-Helicopter License with Instrument Rating.
  • Must obtain an ATP (Airline Transport Pilot) Certificate within one (1) year of employment.
  • Current and Valid FAA Class 1 Medical Certificate required upon hire.
  • Successfully complete FAA Class I Flight Physical on an annual basis.
  • Minimum of 1,500 total flight hours (rotorcraft) as Pilot in Command, 500 hours cross country and 100 hours of night flight time required.
  • Previous experience in Helicopter Emergency Medical Services (HEMS) or Part 135 operations strongly preferred.
  • Preferred Night Vision Goggle (NVG) experience.

Skills and Abilities:

  • Strong aeronautical decision-making skills.
  • Effective communication and teamwork abilities under stressful conditions.
  • High level of professionalism, integrity, and safety awareness.
  • Proficiency in interpreting weather data, air navigation charts, and utilizing flight planning software.
  • Ability to lift at least 50 pounds using proper body mechanics and assist in loading and unloading patients into BMF aircraft.

Additional Responsibilities:

  • Willingness to work a rotating schedule including nights, weekends, holidays, and on-call assignments.
  • Must maintain a clean driving record and background check.
  • Must be able to operate in varied environmental conditions including extreme temperatures, noise, and vibration.
  • Must be eligible to work in the United States.
  • Must have recent flying experience in a helicopter during the past 12 months.

Notes:

  • Must pass FBI and/or CORI background check prior to starting employment.
  • Subject to PRIA record review.
  • Pre-employment physical and drug and alcohol screening required.
  • Participation in random drug and alcohol testing in accordance with Part 120 of the Federal Aviation Regulations.
  • Valid U.S. passport, Real ID-compliant driver’s license, and authorization to work in the U.S.
  • This is a full-time, exempt position.
  • This position requires current COVID-19 and seasonal flu vaccinations, subject to medical or religious exemption requests.