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Military Contractor Pilot Jobs in Florida (NOW HIRING)

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 · 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 ...

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 ...

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 ...

Astrion

Flight Test Engineer - SME

FL · On-site

Air Force or Navy Test Pilot School graduate is highly desired. RESPONSIBILITIES * Develops and ... Interfaces with weapon system prime contractors and the government System Program Office (SPO ...

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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 80% Full Time, and 20% Part Time. Highlights an 90% In-person, and 10% Remote job distribution.

Pilot (Part-Time)

Blue Air Training

Avon Park, FL • On-site

Part-time

Re-posted just now

Job description


Pilot will operate company owned aircraft, including: OV-10 Bronco, PC-9, IAR-823 Brasov, Bell-206 helicopter, and A-90 Raider in support of our customer. The information below is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required for this position. Duties, responsibilities, and activities may change at any time with or without notice. 

Job Duties and Responsibilities 

  • Coordinate with the customer to develop scenarios, desired learning objectives, and basing options for training; 
  • Develop and maintain thorough knowledge of aircraft systems and company procedures under normal, instrument, and emergency conditions; 
  • Demonstrate thorough knowledge of Tactics, Techniques and Procedures of Close Air Support (CAS) and customer missions, as defined by federal publications; 
  • Exercise knowledge of Foreign threat systems and government aircraft capabilities to accurately simulate various assets in accordance with customer scenarios and desired learning objectives; 
  • Other administrative duties in conjunction with aviation may be required; 
  • Perform other duties as assigned. 

Minimum Requirements 

Must have minimum 1000 hours fighter time or 1300 hours total time (PIC/IP/SEFE in F/A/T-aircrafts) with 300 hours fighter time; wavier may be granted on case-by-case basis with 300 fighter hours minimum. May have 500 hours total fighter time and current in the Armed Forces Reserve or Guard status. Fighter time includes any Government owned F-, A-designation, as well as T-38 ADAIR, T-38 IFF, and any international exchange fighter equivalent aircraft servicing as Pilot in Command, Instructor Pilot, or Stan/Eval Flight Examiner. Must have tactical flying recency within the preceding five (5) years; can be with US Military Department, a foreign DoD equivalent, or a US DoD Contractor providing ADAIR or Close-Air-Support on another DoD contract. Recency requirement may be waived on a case-by-case basis based on experience level. Must be previously qualified DoD flight lead (4-shhip for ADAIR, 2-ship for CCAS) in F- or A-designated aircraft. Must have FAA Letter of Authorization (LOA) and current FAA Class II medical rating. Must be IFR rated and hold a commercial pilot certificate. Weapons Systems Officer (WSO) and other DoD equivalents may be considered on a case-by-case basis provided candidate has a minimum 1300 hours as a PIC under FAA commercial certificate and 300 hours PIC for an F- or A-designated aircraft, was a previous DoD Instructor WSO qualified, contractor trained flight lead (4-ship for ADIAR, 2-ship for CCAS) in F- or A-designated aircraft and approved the GPO. Must be a self-starter, able to work independently or as part of a team. Must maintain a FAA issued Commercial Single-Engine Land (CSEL) certification. Must be able to obtain/maintain a clearance level as required per contract. Must be able to obtain a Common Access Card (CAC) and must not be barred from any government installation. Must a US Citizen. If COMSEC access is required, must be a have final level of clearance and must complete required briefing in accordance with AFI 33-201. COMSEC accounts will be limited to the minimum necessary and will be on a strict need-to-know basis. Must be fluent in the English language with excellent communication skills. Must be willing to work nights, weekends, and holidays, if necessary. Must be able to stand, lift overhead, bend, crouch, climb a ladder, see to look, and ear the listen. Must provide own military flight helmet with MIL-standard oxygen and communication connections as well as standard civilian-style headset. 

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