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Military Contractor Pilot Jobs in Florida (NOW HIRING)

Pacificopower

Cessna 337 Skymaster Pilot

Titusville, FL · On-site

$70 - $90/hr

... military and civilian), MSOs, and Mission Coordination Services. * Pilot will operate modified Contractor-Owned / Contractor-Operated (COCO) turbo‑prop aircraft in accordance with commercial and ...

New

A2G

Chief Pilot

Titusville, FL · On-site

Maintain continuous compliance with FAA, DCMA, and military regulatory requirements. Personnel ... Coordinate with government agencies, contractors, and other stakeholders to facilitate smooth ...

A2G

Chief Pilot

Titusville, FL · On-site

Maintain continuous compliance with FAA, DCMA, and military regulatory requirements. Personnel ... Coordinate with government agencies, contractors, and other stakeholders to facilitate smooth ...

Blue Air Training

Pilot (Part-Time)

Avon Park, FL · On-site

Pilot will operate company owned aircraft, including: OV-10 Bronco, PC-9, IAR-823 Brasov, Bell-206 ... years; can be with US Military Department, a foreign DoD equivalent, or a US DoD Contractor ...

WinTec Arrowmaker, Inc

UAS Pilot

Tampa, FL · On-site

$65K - $75K/yr

WinTec Arrowmaker, Inc. is a defense contractor dedicated to providing outstanding program ... Experience with one or more of the following: military systems, computer systems, GPS, RF video ...

WinTec Arrowmaker, Inc

UAS Pilot

Tampa, FL

$65K - $75K/yr

WinTec Arrowmaker, Inc. is a defense contractor dedicated to providing outstanding program ... Experience with one or more of the following: military systems, computer systems, GPS, RF video ...

Kaizen Lab Inc.

UAS Pilot Tampa, FL

Tampa, FL · On-site

$70 - $100/hr

Summary WinTec Arrowmaker, Inc. is a defense contractor dedicated to providing outstanding program ... Experience with one or more of the following: military systems, computer systems, GPS, RF video ...

New

WinTec Arrowmaker, Inc

Bench UAS Pilot

Tampa, FL

$52/hr

WinTec Arrowmaker, Inc. is a defense contractor dedicated to providing outstanding program ... Experience with one or more of the following: military systems, computer systems, GPS, RF video ...

WinTec Arrowmaker, Inc

Bench UAS Pilot

Tampa, FL · On-site

$52/hr

WinTec Arrowmaker, Inc. is a defense contractor dedicated to providing outstanding program ... Experience with one or more of the following: military systems, computer systems, GPS, RF video ...

Kaizen Lab Inc.

Bench UAS Pilot Tampa, FL

Tampa, FL · On-site

$82.66 - $151.54/hr

WinTec Arrowmaker, Inc. is a defense contractor dedicated to providing outstanding program ... Experience with one or more of the following: military systems, computer systems, GPS, RF video ...

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Military Contractor Pilot information

What is a military contractor pilot?

A Military Contractor Pilot is a civilian pilot who operates aircraft in support of military missions under a government or private defense contract. They may perform roles such as training military pilots, providing air reconnaissance, transporting personnel and supplies, or even operating drones. These pilots often have prior military aviation experience and must meet strict qualifications and security requirements. Their work can involve deployments to conflict zones or overseas locations, depending on the contract.

What skills and qualifications are needed to be a military contractor pilot?

To succeed as a Military Contractor Pilot, you need extensive flight experience, in-depth understanding of military aviation protocols, and appropriate licensure such as a commercial or military pilot certificate. Familiarity with advanced avionics, mission planning software, and military-grade aircraft systems is crucial. Strong decision-making skills, adaptability, and the ability to perform well under pressure are key soft skills. These competencies ensure safe mission execution, effective teamwork, and adherence to strict operational standards in challenging environments.

What types of aircraft do military contractor pilots operate, and what is their typical work environment?

Military Contractor Pilots often fly a variety of aircraft, including fixed-wing planes, helicopters, and specialized unmanned aerial vehicles, depending on contract requirements and mission objectives. The work environment is highly structured and safety-focused, with operations frequently conducted on or near military installations both domestically and overseas. Pilots work closely with military personnel, contractors, and support teams to coordinate missions, adhere to strict protocols, and ensure operational success. The role may also involve variable schedules, deployments, and extended hours based on mission needs. This collaborative and dynamic setting offers valuable experience and unique professional challenges that can support career advancement within the defense contracting industry.

What are the most commonly searched types of Military Contractor Pilot jobs in Florida?

The most popular types of Military Contractor Pilot jobs in Florida are:

What are popular job titles related to Military Contractor Pilot jobs in Florida?

For Military Contractor Pilot jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Military Contractor Pilot jobs in Florida look for?

The top searched job categories for Military Contractor Pilot jobs in Florida are:

What cities in Florida are hiring for Military Contractor Pilot jobs?

Cities in Florida with the most Military Contractor Pilot job openings:

Military Contractor Pilot jobs near you
Infographic showing various Military Contractor Pilot job openings in Florida as of August 2026, with employment types broken down into 1% As Needed, 84% Full Time, 14% Part Time, and 1% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution.

Cessna 337 Skymaster Pilot

Pacifico Energy Group

Titusville, FL • On-site

Full-time

Re-posted 18 days ago

Job description

About us:
A2G International is a leader in manned and unmanned aircraft operations and support, delivering world-class solutions to defense and commercial sectors. We are dedicated to innovation, excellence, and ensuring our customers' missions succeed around the globe. A trusted provider of Airborne Intelligence, Surveillance, and Reconnaissance (ISR) services, we support U.S. and foreign governments, international organizations, and private-sector partners. Our experienced crew and fleet of Cessna 337s are equipped to handle a wide range of operational needs.
We are hiring Cessna 337 Skymaster Pilots. The pilot shall ensure safe, effective and efficient Cessna 337G/H SkyMaster flight operations to include identification of aircraft maintenance faults and corrective actions.
This job is performed CONUS and requires 50%-100% travel.
Please note: A2G International uses Pacifico Energy Group's (PEG) hiring portal to manage the application and recruitment process. As a result, you may receive communications from PEG throughout the hiring process. This position is with A2G International, and all employment terms, conditions, and onboarding will be managed directly by A2G.
What you get to do:
  • Complete all safety and flight documentation in accordance with applicable industry FAA standards and the applicable safety program/s.
  • Pilot is responsible for pre-flight planning, aircraft pre-flight check, coordinating with Mission Systems Operators (MSOs) who operate the on-board sensor systems and responsible for mission execution and operations.
  • Pilot will employ special emphasis on crewmember safety and customer relations.
  • Pilot will monitor airspace, weather, radio communications, mission flight boundaries, other air traffic, and aircraft systems.
  • Pilot will coordinate all flights with appropriate Fixed Base Operations, military range control, Air Traffic Control (ATC) facilities (military and civilian), MSOs, and Mission Coordination Services.
  • Pilot will operate modified Contractor-Owned / Contractor-Operated (COCO) turbo-prop aircraft in accordance with commercial and Host Nation regulations, and program policies and procedures. Will fly day and night, under VMC/IMC; maintain night currency and instrument proficiency.
  • Serve additional duties when directed as an Aviation Safety Pilot/Instructor Pilot/Pilot scheduler/Tactical Operations Officer/Flight Operations Manager.
  • Operate from remote, austere and primitive locations with possible unimproved runways.

Education and/or Experience
  • Bachelor degree or Three (3) to Five (5) years of related experience.
  • Must be qualified in mission, type, design and if appropriate series of aircraft.
  • Must have not less than 1000 hours documented Pilot-in-Command time.
  • Pilot-in-Command time for other aircraft must include 300 hours in multi-engine turboprop aircraft. (> 500 is preferred)
  • Cessna 337 experience (preferred)

Certificates, Licenses, Registrations, Clearance
  • Must possess a current FAA Class II Medical Certificate.
  • Must possess a current FAA Commercial Pilot or Airline Transportation Pilot license.
  • Preferred US military or government law enforcement pilot.
  • Preferred US military trained Fixed Wing Instructor Pilot, Maintenance Pilot or Instrument Examiner.
  • Preferred prior overseas rotation experience on US government contracts
  • Must already have an active Secret level security clearance or higher

Physical Demands
  • Able to climb, balance, stoop, kneel, crouch, squat and/or crawl.
  • Able to sit without standing for long periods of time.
  • Capable of lifting or moving items at different heights weighing up to 75 pounds.
  • Able to adhere to the visual demands set in the medical standards established by the FAA.
  • Able to hear clearly verbal communications in person, on the telephone, and over a headset with ambient aircraft and passenger noise.
  • Possess the stamina needed to work long days, on sequential days, with frequent change in temperatures, climate and weather conditions.
  • Must be able to move about the aircraft and perform all required functions freely, effectively and quickly in confined environment.

Work Environment
This position requires the ability to work near moving mechanical parts. Must be able to withstand outdoor weather conditions within an open-air hangar and on the flight line for extended periods. Willing and able to work extended duty periods on sequential days, as well as a varied schedule, including early morning, nights and weekends. Will be exposed to loud aircraft noise.

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