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Tailwheel Pilot Jobs (NOW HIRING)

Tailwheel Pilot information

See salary details

$49.5K

$130.9K

$201K

How much do tailwheel pilot jobs pay per year?

As of Sep 13, 2026, the average yearly pay for tailwheel 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 tailwheel pilot?

A Tailwheel Pilot is a pilot trained to operate aircraft with conventional landing gear, which includes a tailwheel rather than a nose wheel. These pilots often fly specialized aircraft for bush flying, crop dusting, aerobatics, or vintage aircraft operations. Tailwheel aircraft require additional training due to their unique handling characteristics, especially during takeoff and landing. Many pilots pursue tailwheel endorsements to improve their overall flying skills and control precision.

What types of flying missions or operations does a tailwheel pilot typically perform?

Tailwheel Pilots often engage in a wide variety of flying missions such as bush flying, agricultural operations, banner towing, flight instruction, and recreational or vintage aircraft flights. The role commonly requires flying in and out of unimproved or short airstrips, requiring specialized handling skills that differ from tricycle gear aircraft. Depending on the employer, you may work independently or as part of a small, tight-knit team of other pilots, maintenance staff, and support personnel. These roles can offer a diverse set of experiences and can be an excellent stepping stone for those seeking advanced flying opportunities or specialized aviation careers.

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

To thrive as a Tailwheel Pilot, you need advanced aircraft handling skills, situational awareness, and typically a tailwheel endorsement in addition to a valid pilot's license. Familiarity with specific tailwheel airplane models, flight planning software, and navigation systems is often required. Excellent decision-making, effective communication, and adaptability under changing conditions make a candidate stand out in this position. These competencies are vital for ensuring safe and successful operations in environments where precision and quick judgment are critical.

Can you get your private pilot's license in a tailwheel?

Yes, a tailwheel pilot can obtain a private pilot's license, which requires completing ground school, flight training, and passing written and flight exams. Tailwheel endorsements are often included in the training, and the license allows pilots to operate tailwheel aircraft legally. The process involves meeting age, medical, and experience requirements set by aviation authorities.

What cities are hiring for Tailwheel Pilot jobs?

Cities with the most Tailwheel Pilot job openings:

What are the most commonly searched types of Tailwheel Pilot jobs?

The most popular types of Tailwheel Pilot jobs are:

What states have the most Tailwheel Pilot jobs?

States with the most job openings for Tailwheel Pilot jobs include:

What are popular job titles related to Tailwheel Pilot jobs?

For Tailwheel Pilot jobs, the most frequently searched job titles are:

Infographic showing various Tailwheel Pilot job openings in the United States as of September 2026, with employment types broken down into 2% As Needed, 87% Full Time, 9% Part Time, and 2% Contract. Highlights an 89% Physical, 2% Hybrid, and 9% Remote job distribution, with an average salary of $130,916 per year, or $62.9 per hour.

Part Time Fixed Wing Certified Flight Instructor (CFI)

South Burlington, VT

Part-time

Re-posted 10 days ago


Job description

Certified Flight Instructors (CFIs) at BETA are foundational to our aviation culture and operational readiness. CFIs provide high-quality flight and ground instruction to BETA team members across a diverse fleet, while upholding rigorous safety, professionalism, and standardization expectations. This role blends instruction, mentorship, operational discipline, and cultural leadership within a fast-evolving aviation environment. CFIs operate primarily from BETA's Burlington, VT headquarters and fly year-round in fixed-wing aircraft including electric trainers, conventional piston aircraft, tailwheel aircraft, floatplanes, and multi-engine airplanes.
 
How you will contribute to revolutionizing electric aviation:
  • Provide exceptional flight instruction under Part 61, aligned with BETA training standards
  • Conduct dual instruction, proficiency flights, and evaluation flights for pilots with a wide range of experience levels and goals
  • Conduct discovery flights and non-instructional flight experiences to team members
  • Deliver ground instruction, briefings, and debriefings using standardized curricula and training materials
  • Support onboarding and internal engagement events by educating team members on BETA's flight training programs and safety culture
  • Participate in aircraft care, cleanliness, and basic operational readiness activities
  • Maintain accurate and timely training records in Flight Schedule Pro and other company systems
  • Manage scheduling issues directly with students via Slack, text, or phone call
  • Contribute to continuous improvement of training materials, SOPs, and operational documentation
  • Uphold BETA's safety, professionalism, and risk-management expectations at all times
Minimum Qualifications:
  • Commercial Pilot Certificate - Airplane Single Engine Land (ASEL)
  • Certified Flight Instructor (CFI)
  • Instrument Instructor (CFII)
  • Minimum 500 hrs Total Time
  • Minimum 150 hrs Dual Given
  • High Performance and Complex endorsements
  • Valid 2nd class medical
  • Valid U.S. driver's license
  • Ability to operate professionally in a structured, safety-focused environment
  • Strong communication, judgment, and instructional skills
Above and Beyond Qualifications:
  • Airline Transport Pilot (ATP) - Airplane
  • 1000+ hrs Total Time
  • 500+ Dual Given
  • Seaplane Rating and instructional experience
  • Tailwheel experience
  • Multi-Engine Instructor (MEI)
  • Experience instructing in technically advanced aircraft (TAA) or electric aircraft
  • Prior experience in corporate, test, or high-accountability flight operations
Physical Demands and Work Environment:
  • Position is non-exempt (hourly); eligible for overtime in accordance with applicable laws
  • Must be able to manage a flexible schedule, including some evenings and weekends
  • Must be able to provide friendly and enjoyable instruction to a wide variety of people with a wide variety of goals
  • Must be able to lift 50lbs
  • Must be able to walk frequently to and from the ramp in varying weather conditions
  • Work environment includes flight line, hangar, classroom, and office settings
  • Requires sustained attention, sound judgment, and professionalism in dynamic operational conditions