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Contract Pilot Jobs in Washington (NOW HIRING)

Provides KC-135 Pilot procedures instruction in aircraft, classroom, and simulator or other ... Due to U.S. Government contract requirements, only U.S. citizens are eligible for this role.

Provides KC-135 Pilot procedures instruction in aircraft, classroom, and simulator or other ... Due to U.S. Government contract requirements, only U.S. citizens are eligible for this role.

Provides KC-135 Pilot procedures instruction in aircraft, classroom, and simulator or other ... Due to U.S. Government contract requirements, only U.S. citizens are eligible for this role.

Contracts Manager

Mclean, VA · Remote

$110K - $130K/yr

Monitor contract performance, deadlines, and deliverables; initiate renewals or amendments as ... Co-Pilot, Claude, ChatGPT, etc.) and other industry tools (i.e. DocuSign, Salesforce, SharePoint ...

New

Contracts Manager

Washington, DC · Remote

$110K - $130K/yr

Monitor contract performance, deadlines, and deliverables; initiate renewals or amendments as ... Co-Pilot, Claude, ChatGPT, etc.) and other industry tools (i.e. DocuSign, Salesforce, SharePoint ...

New

Flight Ops Admin Asst

Manassas, VA · On-site

$52K - $62K/yr

Director of Managed Aircraft & Charter and Chief Pilot Location: Manassas, VA (on-site) Position ... contract check airman binders, flight duty time binders, the manual record revision binder ...

Flight Ops Admin Asst

Manassas, VA · On-site

$52K - $62K/yr

Director of Managed Aircraft & Charter and Chief Pilot Location: Manassas, VA (on-site) Position ... contract check airman binders, flight duty time binders, the manual record revision binder ...

Director of Managed Aircraft & Charter and Chief Pilot Location: Manassas, VA (on-site) Position ... contract check airman binders, flight duty time binders, the manual record revision binder ...

Flight Ops Admin Asst

Manassas, VA · On-site

$52K - $62K/yr

Director of Managed Aircraft & Charter and Chief Pilot Location: Manassas, VA (on-site) Position ... contract check airman binders, flight duty time binders, the manual record revision binder ...

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Showing results 1-20

Contract Pilot information

See Washington salary details

$56.1K

$148.3K

$227.7K

How much do contract pilot jobs pay per year?

As of Aug 10, 2026, the average yearly pay for contract pilot in Washington is $148,275.00, according to ZipRecruiter salary data. Most workers in this role earn between $113,300.00 and $175,600.00 per year, depending on experience, location, and employer.

What does a contract pilot do?

A contract pilot is an aviation professional who operates helicopters, charter planes, or another aircraft on a per-job basis. As a contract pilot, you work directly with corporate or individual clients to fly an aircraft between locations and transport passengers or cargo. Your contract may be for a single trip or multiple trips. However, you operate as an independent contractor, so you are responsible for maintaining your credentials and insurance. Working as a contract pilot provides you with greater flexibility than being a pilot for an airline or the military.

What are some common challenges faced by contract pilots when adapting to different aircraft and client expectations?

Contract pilots often fly a variety of aircraft types for different clients, which can require quick adaptation to new cockpit layouts, avionics systems, and company-specific procedures. Additionally, each client may have unique operational standards and expectations regarding communication, scheduling, and reporting. Staying organized, maintaining up-to-date certifications, and being proactive in learning new processes are key strategies for overcoming these challenges. Strong interpersonal skills also help contract pilots integrate smoothly with new crews and flight departments.

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

To thrive as a Contract Pilot, you need extensive flight experience, an active commercial or airline transport pilot license (CPL/ATPL), and current medical certification. Familiarity with specific aircraft types, proficiency in using advanced avionics systems, and completion of required type ratings are typically necessary. Strong decision-making, adaptability, and effective communication skills help you manage diverse flying environments and coordinate with clients and crews. These competencies ensure safety, regulatory compliance, and reliable service in varied and dynamic aviation assignments.

What is a contract pilot?

Contract pilots are professional pilots who are hired on a temporary or per-assignment basis, rather than as full-time employees of an airline or company. They typically operate private jets, corporate aircraft, or charter flights for individuals or organizations that need flight services for a limited period. Contract pilots are responsible for pre-flight planning, operating the aircraft safely, ensuring compliance with aviation regulations, and sometimes handling administrative tasks related to each flight. This flexible arrangement allows both pilots and employers to meet their scheduling and operational needs without long-term commitments.

What is the difference between Contract Pilot vs Commercial Pilot?

AspectContract PilotCommercial Pilot
CertificationsCommercial Pilot Certificate, possibly additional type ratingsCommercial Pilot Certificate, multi-engine ratings often required
Work EnvironmentHired on a temporary basis for specific contracts, often freelanceEmployed by airlines, charter companies, or corporate operators
Employer & Industry UsageContract basis across various operators, including private and cargoFull-time or part-time employment within commercial aviation

Contract pilots typically hold a commercial pilot certificate and work on a temporary or project basis, often flying for multiple operators. Commercial pilots are usually employed full-time by airlines or companies, with a focus on scheduled or charter flights. The main difference lies in employment type and job stability, with contract pilots offering flexibility and diverse opportunities, while commercial pilots often have more consistent employment within the commercial aviation industry.

What are the most commonly searched types of Pilot jobs in Washington? The most popular types of Pilot jobs in Washington are:
What are popular job titles related to Contract Pilot jobs in Washington? For Contract Pilot jobs in Washington, the most frequently searched job titles are:
What job categories do people searching Contract Pilot jobs in Washington look for? The top searched job categories for Contract Pilot jobs in Washington are:
What cities in Washington are hiring for Contract Pilot jobs? Cities in Washington with the most Contract Pilot job openings:
Infographic showing various Contract Pilot job openings in Washington as of August 2026, with employment types broken down into 1% As Needed, 87% Full Time, 9% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $148,275 per year, or $71.3 per hour.

Applications Development Lead - TS/SCI with Polygraph

GDIT

Chantilly, VA

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Posted 20 days ago


General Dynamics Information Technology rating

7.8

Company rating: 7.8 out of 10

Based on 63 frontline employees who took The Breakroom Quiz

88th of 223 rated it services


Job description

Type of Requisition:

Regular

Clearance Level Must Currently Possess:

Top Secret SCI + Polygraph

Clearance Level Must Be Able to Obtain:

None

Public Trust/Other Required:

None

Job Family:

IT Infrastructure and Operations

Job Qualifications:

Skills:

Agile Software Development, Continuous Delivery, DevSecOps

Certifications:

None

Experience:

10 + years of related experience

US Citizenship Required:

Yes

Job Description:

What You'll Achieve

As the Applications Development Lead, you will spearhead the modernization of missioncritical systems for a highvisibility national security customer. This role is ideal for a Systems Engineer who thrives on driving largescale transformation and providing technical oversight across fullstack software development. You will guide development efforts across Sponsor platforms and productiondeployed applications, ensuring all work aligns with mission Technical Directives. In addition, you will help shape and execute our strategy for integrating AIenabled tools and capabilities into the development lifecycle by identifying opportunities for automation, improving developer productivity, and advising on responsible, missionaligned AI adoption.

The Application Development Lead is responsible for leading multiple agile development teams in designing, implementing, and operating DevSecOps practices across a portfolio of applications. These applications are hosted in AWS infrastructure, containers, and serverless platforms. This role owns the strategy and execution of multiple continuous Integration/continuous Delivery (CI/CD) pipelines, ensures security is integrated throughout the delivery lifecycle, and drives continuous improvement in speed, quality, and reliability. Sign-on Bonus available.

How You'll Make an Impact

  • Lead and coordinate multiple agile development teams delivering applications across web services, containers, and serverless environments.
  • Serve as the primary point of contact for DevSecOps delivery, aligning teams, stakeholders, and leadership on priorities and progress.
  • Define and own the DevSecOps roadmap, standards, and best practices for the organization.
  • Architect and oversee implementation of multiple CI/CD pipelines supporting diverse applications and technologies.
  • Standardize pipeline templates, reusable components, and infrastructure-as-code (IaC) modules to enable consistency and reuse.
  • Optimize build and deployment performance, reliability, and observability.
  • Oversee the design and management of build, test, staging, and production environments across cloud and/or onprem infrastructure.
  • Ensure scalable, resilient, and secure configurations for virtual machines, container platforms (e.g., Kubernetes/EKS/AKS/GKE), and serverless services.
  • Integrate security controls into every stage of the pipeline (DevSecOps).
  • Collaborate with security and development teams to ensure compliance with security, governance, and regulatory requirements.
  • Mentor and coach engineers and scrum teams on DevSecOps, agile delivery, and automation best practices.
  • Develop AWS trusted advisor recommendations and AWS engineering standards, so the customer has a unified approach to how it should be implemented.
  • Provide AWS cost analysis and reconciliation, cost optimizations, and track savings prior to and after making changes while maintaining expected levels of performance and availability.
  • Stay current with industry trends, tools, and practices in DevSecOps, CI/CD, cloud platforms, containers, and serverless, and recommend improvements.
  • Program Delivery Oversight
    • Monitor team roadmaps and delivery milestones
    • Identify blockers and risks impacting delivery
    • Conduct root cause analysis when teams miss objectives
  • Metrics & Program Analytics
    • Track AWS cost metrics for optimization opportunities
    • Monitor Jira velocity metrics to assess team delivery health
    • Manage pilot programs (completion-based contract pilot, AI implementation pilot)
    • Gather and analyze pilot data for program decisions
  • Stakeholder Communication & Governance
    • Weekly meetings with division leadership (technical strategy and program status)
    • Monthly Program Management Reviews (PMRs) - delivery health and risk reporting
    • Bi-weekly PMO sessions - program alignment and cross-cutting concerns
    • Translate technical issues into executive-level communications
  • Process Improvement
    • Lead ServiceNow workflow optimization for requirements management
    • Identify and implement process improvements
  • Technical Advisory
    • Serve as technical advisor to division leadership on strategic initiatives
    • Participate in executive meetings requiring deep technical expertise
    • Bridge communication between technical and non-technical stakeholders

Required Qualifications

  • Bachelor's degree in Computer Science, Engineering, Information Systems, or equivalent experience.
  • TS/SCI with Poly
  • 10+ years of experience in software development, DevOps, or platform engineering roles.
  • 3+ years of experience leading multiple agile teams or acting as a release train engineer, delivery manager, or similar leadership role.
  • Demonstrated experience designing and operating CI/CD pipelines for complex applications.
  • Hands-on experience with:
    • CI/CD tools (e.g., Maven, Gradle, Jenkins, ArgoCD).
    • Source control and branching strategies (Git, trunk-based, GitFlow, etc.).
    • Cloud platforms (e.g., AWS, Azure, GCP) and associated services for VMs, containers, and serverless.
    • Containerization and orchestration (Docker, Kubernetes, ECS, AKS, EKS, GKE).
    • Serverless architectures (e.g., AWS Lambda, Azure Functions, Google Cloud Functions).
    • Infrastructure as Code (e.g., Ansible, Terraform, CloudFormation).
    • Strong knowledge of DevSecOps practices, including automated security testing and compliance integration.
    • Solid understanding of agile methodologies (Scrum, Kanban, SAFe or similar scaled frameworks).
    • Excellent communication, facilitation, and stakeholder management skills.
    • Demonstrated experience evaluating and integrating AIenabled development tools, with the ability to identify automation opportunities, improve developer workflows, and guide responsible AI adoption within complex software environments.
    • Demonstrated experience working with ServiceNow and its core capabilities, including integrating workflows managing platform configuration, and leveraging their solutions to support enterprise development operational needs.

Desired Skills and Experience

  • Master's or Doctorate degree in a related field.
  • Certifications such as:
    • AWS/Azure/GCP Architect or DevOps Engineer
    • Certified Kubernetes Administrator (CKA) or similar
    • DevOps or Agile certifications (e.g., SAFe RTE, SAFe DevOps, CSM, PSM)
    • Security certifications (e.g., CISSP, CSSLP, CCSP)
  • Experience implementing policy-as-code and security-as-code (e.g., OPA, Sentinel, Conftest).

Why GDIT?

  • Shape the future of missioncritical systems with nationallevel impact.
  • Lead enterprise modernization efforts using advanced cloud, data, and automation technologies.
  • Grow your career through GDIT's technical leadership pathways, enterprise labs, and extensive training and certification programs.
  • Join an environment that empowers architects with autonomy, supports innovation, and rewards forwardthinking technical leadership.
  • Be part of a culture built on trust, collaboration, and a commitment to advancing mission capabilities.

#OpportunityOwned
#GDITCareers
#WeAreGDIT
#JET
#VA_2026Alumni
#GDITEnhanced2026

The likely salary range for this position is $179,812 - $243,276. This is not, however, a guarantee of compensation or salary. Rather, salary will be set based on experience, geographic location and possibly contractual requirements and could fall outside of this range.

Scheduled Weekly Hours:

40

Travel Required:

Less than 10%

Telecommuting Options:

Onsite

Work Location:

USA VA Chantilly

Additional Work Locations:

Total Rewards at GDIT:

Our benefits package for all US-based employees includes a variety of medical plan options, some with Health Savings Accounts, dental plan options, a vision plan, and a 401(k) plan offering the ability to contribute both pre and post-tax dollars up to the IRS annual limits and receive a company match. To encourage work/life balance, GDIT offers employees full flex work weeks where possible and a variety of paid time off plans, including vacation, sick and personal time, holidays, paid parental, military, bereavement and jury duty leave. To ensure our employees are able to protect their income, other offerings such as short and long-term disability benefits, life, accidental death and dismemberment, personal accident, critical illness and business travel and accident insurance are provided or available. We regularly review our Total Rewards package to ensure our offerings are competitive and reflect what our employees have told us they value most.

Our Identity Verification Process:

As part of the hiring process, we will ask you to complete an identity verification process that leverages advanced biometrics and artificial intelligence to ensure authenticity and protect against identity fraud. You are expected to be on camera during virtual interviews. We reserve the right to take your picture to verify your identity and prevent fraud. By proceeding, you authorize the collection, processing, and use of your biometric data for identity verification and security purposes.

About Our Work:

We are GDIT. A global technology and professional services company that delivers technology solutions and mission services to every major agency across the U.S. government, defense and intelligence community. Our 26,000 experts extract the power of technology to create immediate value and deliver solutions at the edge of innovation. We operate across 50+ countries worldwide, offering leading mission-ready capabilities in AI, cloud, cyber and software development.Join our Talent Community to stay up to date on our career opportunities and events at

gdit.com/tc.

Equal Opportunity Employer / Individuals with Disabilities / Protected Veterans

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About General Dynamics Information Technology

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GDIT is a global technology and professional services company that delivers technology solutions and mission services to every major agency across the U.S. government, defense, and intelligence community. Its 30,000 experts extract the power of technology to create immediate value and deliver solutions at the edge of innovation. The company operates across 50+ countries worldwide, offering leading capabilities in digital modernization, AI/ML, cloud, cyber, and application development.

Industry

It services

Company size

10,000+ Employees

Headquarters location

Falls Church, VA, US