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Weekend Castle Aviation Pilot Jobs in Oregon (NOW HIRING)

Winco is an agile aviation business with decades of proven innovation and service to the powerline ... Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on ...

Line Pilot

Aurora, OR · On-site

$70 - $100/hr

About Us Winco is an agile aviation business with decades of proven innovation and service to the ... Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on ...

About Us Winco is an agile aviation business with decades of proven innovation and service to the ... Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on ...

About Us Winco is an agile aviation business with decades of proven innovation and service to the ... Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on ...

Rotor Wing Pilot

Pendleton, OR · On-site

$101K - $120K/yr

Rotor Wing Pilots possess strong aviation skills, a keen sense of safety, superior customer service ... The Rotor Wing Pilot will be required to work varied shifts, including days, nights, weekends, and ...

Rotor Wing Pilot

Pendleton, OR · On-site

$102 - $120/hr

Rotor Wing Pilotspossess strong aviation skills, a keen sense of safety, superior customer service ... The Rotor Wing Pilot will be required to work varied shifts, including days, nights, weekends, and ...

Apprentice Field A&P Mechanic

Aurora, OR · On-site

$30 - $39.25/hr

... aviation teams (Pilots, Mechanics, Linemen & Groundmen), and the best results in terms of safe and ... Willingness and ability to work days, nights, weekends, and in remote locations on a 3-weeks on, 3 ...

Apprentice Field A&P Mechanic

Aurora, OR · On-site

$30 - $39.25/hr

... aviation teams (Pilots, Mechanics, Linemen & Groundmen), and the best results in terms of safe and ... Willingness and ability to work days, nights, weekends, and in remote locations on a 3-weeks on, 3 ...

Apprentice Field A&P Mechanic

Aurora, OR · On-site

$30 - $39.25/hr

... aviation teams (Pilots, Mechanics, Linemen & Groundmen), and the best results in terms of safe and ... Willingness and ability to work days, nights, weekends, and in remote locations on a 3-weeks on, 3 ...

Flight Instructor

Bend, OR · On-site

$80K - $115K/yr

Acting as pilot in command of Epic aircraft while performing corporate flight missions, including ... Detailed knowledge of Federal Aviation Regulations, air traffic control procedures, and aircraft ...

Flight Instructor

Bend, OR · On-site

$80K - $115K/yr

Acting as pilot in command of Epic aircraft while performing corporate flight missions, including ... Detailed knowledge of Federal Aviation Regulations, air traffic control procedures, and aircraft ...

Field A&P Mechanic

Aurora, OR · On-site

$30 - $39.25/hr

... aviation teams (Pilots, Mechanics, Linemen & Groundmen), and the best results in terms of safe and ... Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on ...

Field A&P Mechanic

Aurora, OR · On-site

$30 - $39.25/hr

... aviation teams (Pilots, Mechanics, Linemen & Groundmen), and the best results in terms of safe and ... Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on ...

Field A&P Mechanic

Aurora, OR · On-site

$30 - $39.25/hr

... aviation teams (Pilots, Mechanics, Linemen & Groundmen), and the best results in terms of safe and ... Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on ...

Apprentice Field A&P Mechanic

Aurora, OR · On-site

$30 - $39.25/hr

This position is designed for candidates who have recently completed an FAA-approved Aviation ... Help correct discrepancies reported by the pilot, working under the supervision of your assigned A ...

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Weekend Castle Aviation Pilot information

What is the difference between Weekend Castle Aviation Pilot vs Weekend Sky Charter Pilot?

AspectWeekend Castle Aviation PilotWeekend Sky Charter Pilot
Required CertificationsCommercial Pilot License (CPL), Second-Class MedicalCommercial Pilot License (CPL), Second-Class Medical
Work EnvironmentPrivate charters, luxury estates, small aircraftPrivate and corporate charters, small to midsize aircraft
Employer & Industry UsageLuxury estate owners, private clientsCharter companies, private clients

Both Weekend Castle Aviation Pilot and Weekend Sky Charter Pilot require similar certifications and operate in private, small aircraft environments. The main difference lies in their typical work settings and clientele, with Castle Aviation focusing on luxury estate charters and Sky Charter on broader private and corporate flights.

What are popular job titles related to Weekend Castle Aviation Pilot jobs in Oregon?

For Weekend Castle Aviation Pilot jobs in Oregon, the most frequently searched job titles are:

What job categories do people searching Weekend Castle Aviation Pilot jobs in Oregon look for?

The top searched job categories for Weekend Castle Aviation Pilot jobs in Oregon are:

What cities in Oregon are hiring for Weekend Castle Aviation Pilot jobs?

Cities in Oregon with the most Weekend Castle Aviation Pilot job openings:

Infographic showing various Weekend Castle Aviation Pilot job openings in Oregon as of August 2026, with employment types broken down into 2% As Needed, 68% Full Time, 24% Part Time, 5% Contract, and 1% Nights. Highlights an 94% Physical, 1% Hybrid, and 5% Remote job distribution.

Full-time

Medical, Dental, Vision, Life, Retirement

Re-posted 3 days ago


Quanta Services rating

7.3

Company rating: 7.3 out of 10

Based on 52 frontline employees who took The Breakroom Quiz

43rd of 80 rated construction


Job description

Winco is an agile aviation business with decades of proven innovation and service to the powerline construction and maintenance industry. We provide best-in-breed utility helicopters and crews to support projects of all complexities and sizes throughout the United States. We are a team of quiet professionals who get the job done safely and to the specification and satisfaction of our customers. Our approach centers around providing the best maintained aircraft, the best trained aviation teams (Pilots, Mechanics, Linemen & Groundmen), and the best results in terms of safe and efficient production for our customers.


Winco Powerline Services is seeking experienced candidates for Utility/Powerline Pilot. Will be flying in the wire environment in support of powerline construction with human external loads, non-human loads, class A loads (skid work), and class C loads (wire pull). This position requires pilots who are willing to clean aircraft and other miscellaneous non-pilot duties. We are looking for someone who is self-motivated and will represent Winco in a professional manner.


  • Work a rotational schedule of three (3) weeks on and three (3) weeks off.
  • Fly in the wire environment in support of powerline construction.
  • Carry human external loads, non-human loads, class A loads (skid work), and class C loads (wire pull).
  • Clean aircraft and perform other miscellaneous non-pilot duties.
  • Adhere to all Company Safety and Health Policies while in the course of conducting Company business.

  • FAA Commercial or ATP Helicopter
  • Current 2nd Class medical certificate
  • 200 Longline / Vertical Reference hours
  • 50 hours make and model (MD 500 series)
  • Pass FAA/DOT drug test (pre-hire and randoms)
  • Legal US work status
  • Requires the ability and/or willingness to work days, nights, weekends, and in remote locations on a 3-weeks on, 3-weeks off basis

  • 401k with up to 4.5% company matching
  • Medical insurance package with PPO and HSA options
  • Dental, vision, and life insurance

All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of race, color, religion, national origin or ancestry, sex (including gender, pregnancy, sexual orientation, and/or gender identity), age, disability, genetic information, veteran status, and/or any other basis protected by applicable federal, state or local law.
We are an Equal Opportunity Employer, including disability and protected veteran status.
We prohibit all types of discrimination and are committed to providing access and equal opportunity for individuals with disabilities. For additional information or if reasonable accommodation is needed to participate in the job application, interview, or hiring processes or to perform the essential functions of a position, please contact us the Company’s Human Resources department.


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