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Contract Pilot Jobs in Vermont (NOW HIRING)

LIS Solutions

DHS Site Lead - Vermont

Williston, VT · On-site

***This position is contingent upon contract award*** Job Title: DHS Intelligence Analyst Location ... Run time-boxed pilots (spikes) and provide ROI evidence for tool approval and scaling Minimum ...

LIS Solutions

DHS Site Lead - Vermont

Williston, VT · On-site

***This position is contingent upon contract award*** Job Title: DHS Intelligence Analyst Location ... Run time-boxed pilots (spikes) and provide ROI evidence for tool approval and scaling Minimum ...

LIS Solutions

DHS Program Manager

Williston, VT · On-site

**Position contingent upon contract award** Job Title : DHS Program Manager Location : Williston VT ... boxed pilots and scale proven capabilities * Stakeholder Engagement and Reporting * Maintain ...

LIS Solutions

DHS Program Manager

Williston, VT · On-site

**Position contingent upon contract award** Job Title : DHS Program Manager Location : Williston VT ... boxed pilots and scale proven capabilities * Stakeholder Engagement and Reporting * Maintain ...

All JobsContract Pilot JobsContract Pilot Jobs in Vermont

Contract Pilot information

See Vermont salary details

$52.6K

$139.2K

$213.7K

How much do contract pilot jobs pay per year?

As of Sep 4, 2026, the average yearly pay for contract pilot in Vermont is $139,197.00, according to ZipRecruiter salary data. Most workers in this role earn between $106,300.00 and $164,800.00 per year, depending on experience, location, and employer.

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 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 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 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 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.

More about Contract Pilot jobs

What are the most commonly searched types of Pilot jobs in Vermont?

The most popular types of Pilot jobs in Vermont are:

Contract Pilot jobs near you
Infographic showing various Contract Pilot job openings in Vermont as of August 2026, with employment types broken down into 2% As Needed, 89% Full Time, 8% Part Time, and 1% Contract. Highlights an 91% Physical, 2% Hybrid, and 7% Remote job distribution, with an average salary of $139,197 per year, or $66.9 per hour.

Special Education Teacher - Windsor, Vermont

Bilingual Therapies

Windsor, VT • On-site

$26.93 - $46.93/hr

Full-time, Part-time, Contractor

Medical

Posted 28 days ago

Job description

Make a meaningful impact in the lives of students by supporting their educational growth in an engaging school community. Three contract positions are available for experienced Special Education Teachers for the upcoming school year. These roles offer the chance to work collaboratively in diverse educational settings, empowering students with unique learning needs.

Qualifications & Endorsements:

  • Current Vermont Professional Teaching License with one of the following:
    • Special Educator Endorsement
    • Special Education Consulting Teacher Endorsement
    • Intensive Special Education Teacher Endorsement
  • Previous experience in a school setting preferred
  • Ability to work with students with executive function challenges, Autism, and behavioral needs
  • Innovative mindset and flexibility to adapt to new pilot programs
  • Strong teamwork and communication skills
  • Fingerprinting clearance (recent school assignment fingerprints may be accepted)

Key Responsibilities:

  • Deliver specialized instructional support to students across assigned caseloads
  • High School (2 roles): Guide students in a new pilot program to develop life and employment skills; teach students at various ability levels, including those working at the tech center
  • Elementary (1 role): Collaborate with a team of teachers and PT/OT staff to support students with learning disabilities and high-functioning Autism
  • Develop and adapt lesson plans to meet individualized goals
  • Monitor progress, maintain documentation, and communicate with caregivers and support staff
  • Foster an inclusive, supportive classroom environment
  • Commit to a full-time (35 hours/week) contract from August 19, 2026, to June 14, 2027 onsite

If you are passionate about special education, eager to work in a collaborative team, and motivated to help students reach their full potential, we encourage you to apply. Submit your Vermont Teaching Certificate and resume today to take the next step in your career.

Compensation for this position ranges from $26.93 to $46.93. Eligible candidates may also receive healthcare benefits, housing, and meals/incidentals. Full details of our healthcare benefits plan can be found here. This posting is open for 60 days after the posting date.

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