1

Contract Private Pilot Jobs (NOW HIRING)

Pilot

Redmond, WA · On-site

$30.22/hr

Pilot Aviation QA Must have at least fixed-wing private pilot license (commercial, military, or ... Multi-Year (ongoing) W2 Contract with options to extend (At-will contract so employees can quit at ...

Helicopter Pilot Aero Med

Grand Rapids, MI

$86K - $107K/yr

Investment in Training and Professional Growth Ongoing initial and recurrent training (no contract ... Private pilot's quarters with bed, desk and computer * Well maintained base facility with modern ...

Helicopter Pilot Aero Med

Grand Rapids, MI · On-site

$86K - $107K/yr

Investment in Training and Professional Growth Ongoing initial and recurrent training (no contract ... Private pilot's quarters with bed, desk and computer * Well maintained base facility with modern ...

Contract Kroenke Sports & Entertainment (KSE) is an American Sports and Entertainment holding ... FAA Private pilots (PPL), or FAA 107 license strongly encouraged to apply * Bachelor's degree ...

Must possess an active DoD Secret Security Clearance, or higher (as directed by the contract ... Must have at least an FAA Private Pilot's License (PPL) with an Instrument rating. * Must possess ...

Must possess an active DoD Secret Security Clearance, or higher (as directed by the contract ... Must have at least an FAA Private Pilot's License (PPL) with an Instrument rating. * Must possess ...

Must possess an active DoD Secret Security Clearance, or higher (as directed by the contract ... Must have at least an FAA Private Pilot's License (PPL) with an Instrument rating. * Must possess ...

Deployment Site Lead

Blackstone, VA · On-site

$95K - $122K/yr

This role ensures seamless execution of contract requirements, personnel readiness, and operational ... Private Pilot License   PHYSICAL REQUIREMENTS:   * Must be able to obtain a DOT physical

Accurately prepare sales contracts, documentation, and followup materials to support a smooth and professional customer experience. What You'll Bring to the Team: * FAA Instrumentrated Private Pilot ...

next page

Showing results 1-20

Contract Private Pilot information

See salary details

$49.5K

$130.9K

$201K

How much do contract private pilot jobs pay per year?

As of Jun 16, 2026, the average yearly pay for contract private 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 are Contract Private Pilots?

Contract Private Pilots are licensed pilots who are hired on a temporary or freelance basis to operate private aircraft for individuals, companies, or organizations. Unlike full-time pilots who are employed by a single entity, contract pilots work on-demand and may fly different aircraft for various clients. Their duties include pre-flight planning, ensuring the safety and comfort of passengers, and complying with all aviation regulations. This role provides flexibility for both the pilot and the client, making it ideal for those who need occasional flying services.

What are some common challenges contract private pilots face when working with multiple clients?

Contract private pilots often juggle varying schedules, aircraft types, and client expectations, which can make time management and adaptability crucial skills. Each client may have different protocols, preferred communication styles, and operational requirements, requiring pilots to quickly adjust and remain flexible. Additionally, staying current with certifications and managing travel logistics independently are important aspects of the role. Building strong relationships and consistently delivering safe, professional service can help contract pilots maintain a steady stream of opportunities.

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

To thrive as a Contract Private Pilot, you need a valid private pilot license (PPL), strong flight proficiency, and thorough knowledge of aviation regulations. Familiarity with aircraft-specific systems, flight planning software, and GPS navigation tools is typically required. Excellent situational awareness, decision-making, and clear communication with clients and air traffic control are crucial soft skills. These skills and qualifications ensure safe, compliant, and efficient flight operations while meeting client expectations in diverse flying environments.

What is the difference between Contract Private Pilot vs Commercial Pilot?

AspectContract Private PilotCommercial Pilot
CertificationsPrivate Pilot License (PPL)Commercial Pilot License (CPL)
Work EnvironmentCharter flights, sightseeing, personal transportationPaid flights, cargo, aerial work
Employer & IndustryPrivate individuals, small companiesAirlines, cargo carriers, aerial services

Contract Private Pilots typically hold a Private Pilot License and operate on a contractual basis for non-commercial flights. Commercial Pilots have a CPL, allowing them to be paid for their services and work in more regulated, revenue-generating roles. The main difference lies in certification requirements and the scope of work, with Commercial Pilots authorized for paid operations, whereas Contract Private Pilots usually perform non-commercial, personal, or recreational flights.

More about Contract Private Pilot jobs
What cities are hiring for Contract Private Pilot jobs? Cities with the most Contract Private Pilot job openings:
What are the most commonly searched types of Private Pilot jobs? The most popular types of Private Pilot jobs are:
What states have the most Contract Private Pilot jobs? States with the most job openings for Contract Private Pilot jobs include:
What job categories do people searching Contract Private Pilot jobs look for? The top searched job categories for Contract Private Pilot jobs are:
Pilot

$30.22/hr

Other

Medical, Dental, Vision, PTO

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


Microsoft rating

8.6

Company rating: 8.6 out of 10

Based on 125 frontline employees who took The Breakroom Quiz

48th of 190 rated software companies


Job description

Microsoft Flight Simulator Pilot Remote Job Opportunity

**Candidates must have either extensive experience in Microsoft Flight Simulator/Xplane or have a least a fixed wing private pilot's license*



Location: Onsite at Microsoft office in Redmond (onsite during core business hours Monday-Friday)

Title: Pilot Aviation QA

Must have at least fixed-wing private pilot license (commercial, military, or private) OR extensive Microsoft Flight Simulation or Xplane experience (consumer simulators)

Openings: 3 openings

Duration: Multi-Year (ongoing) W2 Contract with options to extend (At-will contract so employees can quit at any time)

Shift: Core business hours M-F, 9am - 3pm PST to help provide aviation feedback to engineering teams (some flexibility)

Hours per week: 40 Hours per week Monday through Friday

Pay: $30.22/Hour starting

Benefits: Medical, Dental, Vision, Equipment, PTO



NEED TO KNOW:

  • Looking for Pilots or Microsoft Flight Simulator candidates with fixed-wing aircraft experience
  • Must have at least a private pilot license OR extensive Microsoft Flight Simulation experience
  • Flight Simulation hours will not count towards FAA certifications
  • Great opportunity for pilots who are early in their career to work remotely while flying, or seasoned pilots who are no longer flying but interested in a cutting-edge position that is steady.



About the Role:

We have a unique role available where we are hiring a Pilot as a subject matter expert for Microsoft’s Flight Simulator. Candidates must have aviation experience as a pilot in either commercial, military, or as a private pilot and ideally have experience in Microsoft Flight Simulator version 2020 or 2024. This is perfect for someone early in their career who's interested in a steady job while they complete flight hours or other certifications.


Desired Skills and Experience

  • Private or commercial Pilot experience
  • Fixed Wing
  • Experience in Microsoft Flight Simulator 2020 or 2024
  • Enthusiasm or interest in the tech industry

Plusses

  • Experience with software testing or engineering
  • Military aircraft experience
  • Previous Flight Simulation experience

Day-to-Day

Microsoft is seeking a Pilot to join the team and provide guidance to create the industry's most realistic flight simulator. In this role, you will partner directly with Test, Engineering, and Production teams, and provide expertise on the accuracy in specifications for aircrafts in the simulator. The ideal candidate would be one who is either a simulation enthusiast (i.e. simmer) or rated (real-world) pilot. We need a self-starter who requires little direction and can deal with ambiguity that comes up as part of the role. This person should know what references to go to for looking up information and should have enough experience to make a confident educated guess on how certain things should work when it comes to aviation. As a subject matter expert in flight aviation, they should expect to answer questions and guide members of the team who are not simmers/pilots, which will require strong communication skills.


What Microsoft employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom


Microsoft logo

About Microsoft

Sourced by ZipRecruiter

Our infrastructure is comprised of a large global portfolio of more than 100 datacenters and 1 million servers. Our foundation is built upon and managed by a team of subject matter experts working to support services for more than 1 billion customers and 20 million businesses in over 90 countries worldwide. With environmental sustainability and optimization at the forefront of our datacenter design and operations, we continue to grow and evolve as we meet the ever-changing business demands that hold Microsoft as a world-class cloud provider.

Industry

Computer and computer peripheral equipment and software wholesalers

Company size

10,000+ Employees

Headquarters location

Redmond, WA, US

Year founded

1975

Social media