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Weekday Military Contractor Pilot Jobs (NOW HIRING)

Pilot

Holloman Air Force Base, NM ยท On-site

  • Medical

  • Retirement

  • PTO

All pilots shall be IFR rated and shall hold a Commercial, Single-Engine pilot certificate Military ... PAY TRANSPARENCY STATEMENT The contractor will not discharge or in any other manner discriminate ...

Pilot

Kinston, NC ยท On-site

  • Medical

  • Retirement

  • PTO

All pilots shall be IFR rated and shall hold a Commercial, Single-Engine pilot certificate Military ... PAY TRANSPARENCY STATEMENT The contractor will not discharge or in any other manner discriminate ...

Work collaboratively with military personnel and contractors to achieve mission success. Program ... Pre-mission pilot coordination calls with the customer and other air assets. Build, disseminate and ...

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 ...

Independent Contractor * Pilot Duration: Approximately 10-20 hours over a 1-2 week period * Projects may be extended based on project requirements and contributor performance. * Strong contributors ...

New

Independent Contractor * Pilot Duration: Approximately 10-20 hours over a 1-2 week period * Projects may be extended based on project requirements and contributor performance. * Strong contributors ...

New

Supports military pilot training in the F-35 Full Mission Simulator and academic classroom ... Experience with F-35 program highly desired This contractor and subcontractor shall abide by the ...

PILOT

Aberdeen, MD ยท On-site +1

$142K - $185K/yr

Serve as Government Flight Representative responsible for surveillance of all contractor flight and ... Military Spouses, under Executive Order (E.O.) 13473 * Non-Department of Defense (DoD) Transfer

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

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

Staff Pilot Test

Edwards, CA ยท On-site

$214K - $321K/yr

  • Medical

  • Life

  • PTO

... contracting requirements, for the duration of your employment. * Must be willing to obtain and ... Military Test Pilot School (TPS) Graduate * Experience in flight testing, with ability to work with ...

Staff Pilot Test

Edwards, CA ยท On-site

$214K - $321K/yr

  • Medical

  • Life

  • PTO

... contracting requirements, for the duration of your employment. * Must be willing to obtain and ... Military Test Pilot School (TPS) Graduate * Experience in flight testing, with ability to work with ...

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 ...

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 ...

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 ...

NY ยท On-site

$90 - $140/hr

UAV PILOT II-III Contractor - 1099 Hollywood, MD, US This position may be filled as a full-time ... Military flight experience is highly desirable. * Experience in deployed UAS ISR operations. #J ...

Showing results 21-40

Weekday Military Contractor Pilot information

See salary details

$49.5K

$130.9K

$201K

How much do weekday military contractor pilot jobs pay per year?

As of Aug 18, 2026, the average yearly pay for weekday military contractor pilot in the United States is $130,916.00, according to ZipRecruiter salary data. Most workers in this role earn between $100,000.00 and $155,000.00 per year, depending on experience, location, and employer.

What is a weekday military contractor pilot?

A Weekday Military Contractor Pilot is a professional pilot employed by a private company that provides flight services to the military, typically flying aircraft for training, simulation, or support missions during weekdays. These pilots are often former military aviators or highly experienced civilian pilots who operate under contract agreements rather than as active-duty military members. Their responsibilities can include conducting training exercises, transporting personnel or equipment, and supporting various military operations, but generally only on weekdays as specified in their contracts. This allows them to maintain a more predictable work schedule compared to active-duty military pilots.

What are the key skills and qualifications needed to thrive as a weekday military contractor pilot?

To thrive as a Weekday Military Contractor Pilot, you need a valid commercial or military pilot's license, extensive flight hours (often in military aircraft), and relevant aviation training. Familiarity with military-grade avionics, simulation systems, and compliance with FAA and DoD regulations is typically required. Strong situational awareness, decision-making under pressure, and teamwork are vital soft skills for this role. These capabilities ensure safe, effective mission execution and seamless integration with military operations.

What are some common challenges faced by weekday military contractor pilots and how are they addressed in the workplace?

Weekday military contractor pilots often encounter challenges such as adapting to rapidly changing mission requirements, maintaining strict adherence to safety protocols, and coordinating with both military personnel and civilian teams. To address these issues, employers typically provide ongoing training, clear communication channels, and well-structured standard operating procedures. Pilots are encouraged to participate in regular briefings and debriefings to share insights, resolve operational concerns, and ensure all team members remain aligned on objectives and safety standards.

What is the difference between Weekday Military Contractor Pilot vs Weekday Commercial Pilot?

AspectWeekday Military Contractor PilotWeekday Commercial Pilot
CertificationsMilitary pilot certifications, FAA commercial pilot license, specific military trainingFAA commercial pilot license, second-class medical certificate
Work EnvironmentMilitary bases, contracted military operations, secure facilitiesAirports, charter services, private companies
Employer & IndustryDefense contractors, military agenciesAirlines, charter companies, private aviation

Weekday Military Contractor Pilots typically hold military pilot certifications and work in secure, military-related environments, often contracted by defense agencies. In contrast, Weekday Commercial Pilots operate in civilian settings, flying for airlines or private companies with FAA certifications. Both roles require a commercial pilot license but differ significantly in work environment and employer type.

More about Weekday Military Contractor Pilot jobs

What cities are hiring for Weekday Military Contractor Pilot jobs?

Cities with the most Weekday Military Contractor Pilot job openings:

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

The most popular types of Military Contractor Pilot jobs are:

What states have the most Weekday Military Contractor Pilot jobs?

States with the most job openings for Weekday Military Contractor Pilot jobs include:

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

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

Infographic showing various Weekday Military Contractor Pilot job openings in the United States 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, with an average salary of $130,916 per year, or $62.9 per hour.

Pilot

DRAKEN INTERNATIONAL INC

Holloman Air Force Base, NM โ€ข On-site

Other

Medical, Retirement, PTO

Re-posted 4 days ago


Job description

At Draken, we have created a new standard in aviation service capabilities for all branches of the United States Military, Department of Defense and allied militaries globally. We are looking for experienced, dedicated Fighter Pilots to operate the largest fleet of commercial tactical military fighter jets as we challenge today's warriors for tomorrow's fight. If you're looking to join a team with Integrity, Service, Excellence, and Teamwork at the core of its values, apply today!
We offer: First day medical coverage; 401(k) match after 60 days, PTO available to use immediately; relocation assistance.
  • Employ fighter aircraft throughout their flight envelope as a surrogate Adversary, Red Air, Aggressor or Close Air Support pilot for US Military aircrew
  • Attend mass briefings, adversary coordination briefings and other pre-flight briefings. Plan and fly adversary missions. Accomplish flight debriefings and attend mass debriefings
  • Adhere to all training rules and pre-briefed maneuvering restrictions
  • Collect and disseminate lessons learned
  • Accomplish necessary ground training prior to flights
  • Deploy as required to support mission requirements
  • Other duties as required

Qualifications
Pilots shall have the education, training, technical knowledge, and experience required for their assigned function.
1. Current FAA Class II medical rating
2. Must be a citizen of the United States
3. FAA Instrument Rating. All pilots shall be IFR rated and shall hold a
Commercial, Single-Engine pilot certificate
Military tactical flying experience in one of the following:
1. 500 hours total fighter time and current in Armed Forces Reserve or Air National Guard
status, or
2. DoD retired or separated with 1,000 hours fighter time, or
3. DoD retired or separated with 1,300 hours total time (PIC/IP/SEFE in F/A/T-airframes) with
300 hours fighter time
*Note: Fighter time includes any F- or A- designation, as well as T-38 ADAIR, T-38 IFF, and any international exchange fighter equivalent airframe
REQUIRED DOCUMENTS
Federal law requires all employers to verify the identity and employment eligibility of all persons hired to work in the United States. Draken participates in E-Verify and applicants selected for employment will be required to provide proof of citizenship and identification.
https://www.uscis.gov/us-citizenship/proof-us-citizenship-and-identification-when-applying-a-job
https://www.e-verify.gov
  • Background Check required
  • Drug Screening Required
  • Security clearance may be required

EEO STATEMENT
Draken International is a drug-free workplace committed to providing Equal Opportunity in Employment, to all applicants and employees regardless of, race, color, religion, gender, age, national origin, military status, veteran status, handicap, physical or mental disability, sexual orientation, gender identity, genetic information or any other characteristic protected by law. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training. https://www.dol.gov/ofccp/regs/compliance/posters/pdf/eeopost.pdf
https://www.dol.gov/ofccp/regs/compliance/posters/pdf/OFCCP_EEO_Supplement_Final_JRF_QA_508c.pdf
PAY TRANSPARENCY STATEMENT
The contractor will not discharge or in any other manner discriminate against employees or applicants because they have inquired about, discussed, or disclosed their own pay or the pay of another employee or applicant. However, employees who have access to the compensation information of other employees or applicants as a part of their essential job functions cannot disclose the pay of other employees or applicants to individuals who do not otherwise, have access to compensation information, unless the disclosure is (a) in response to a formal complaint or charge, (b) in furtherance of an investigation, proceeding, hearing, or action, including an investigation conducted by the employer, or (c) consistent with the contractor's legal duty to furnish information.
ACCESSIBILITY AND REASONABLE ACCOMMODATION
As an Equal Opportunity employer, Draken International LLC. complies with federal and state disability laws and makes reasonable accommodations for applicants and employees with disabilities. If reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please contact Draken International LLC. via email hr@drakenintl.com or in writing at 3330 Flightline Drive Lakeland, Florida 33811 Or 6160 North Hollywood Blvd Suite 104 Las Vegas Nevada 89115.
NOTICE TO THIRD PARTY AGENCIES
Please note that Draken International LLC. does not accept unsolicited resumes from recruiters or employment agencies. In the absence of a signed Recruitment Fee Agreement, Draken International LLC will not consider or agree to payment of any referral compensation or recruiter fee. In the event a recruiter or agency submits a resume or candidate without a previously signed agreement, Draken International LLC explicitly reserves the right to pursue and hire those candidate(s) without any financial obligation to the recruiter or agency. Any unsolicited resumes, including those submitted to hiring managers, are deemed to be the property of Draken International LLC.