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Chief Pilot Jobs in Wisconsin (NOW HIRING)

Pilot Company

Guest Services Leader

Oak Creek, WI · On-site

$14.95 - $22.22/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

New

Pilot Company

Guest Services Leader

Roberts, WI · On-site

$15.70 - $23.33/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Guest Services Leader

Oak Creek, WI · On-site

$14.95 - $22.22/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Deli Shift Leader I

Oak Creek, WI

$14.95 - $22.22/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

New

Pilot Company

Guest Services Leader

Franksville, WI · On-site

$15.70 - $23.33/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Guest Services Leader

Franksville, WI · On-site

$15.70 - $23.33/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Deli Shift Leader I

Oak Creek, WI · On-site

$14.95 - $22.22/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Guest Services Leader

Roberts, WI · On-site

$15.70 - $23.33/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Guest Services Leader

Roberts, WI · On-site

$15.70 - $23.33/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Lead Guest Services Team Member

Oak Creek, WI · On-site

$12.60 - $17.85/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Deli Shift Leader I

Oak Creek, WI

$14.95 - $22.22/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Deli Shift Leader I

Oak Creek, WI

$14.95 - $22.22/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Guest Services Leader

Franksville, WI

$15.70 - $23.33/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Deli Shift Leader I

Oak Creek, WI

$14.95 - $22.22/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

Pilot Company

Food Services Leader

Franksville, WI

$15.70 - $23.33/hr

Company Description Pilot Company is an industry-leading network of travel centers with more than ... Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and ...

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Showing results 21-40

All JobsChief Pilot JobsChief Pilot Jobs in Wisconsin

Chief Pilot information

See Wisconsin salary details

$33.3K

$164.7K

$236.7K

How much do chief pilot jobs pay per year?

As of Aug 23, 2026, the average yearly pay for chief pilot in Wisconsin is $164,719.00, according to ZipRecruiter salary data. Most workers in this role earn between $123,100.00 and $208,900.00 per year, depending on experience, location, and employer.

What is a chief pilot?

A chief pilot manages the daily operations of an aviation department for an airline. As a chief pilot, your job is to oversee all pilots, ground personnel, and flight attendants. Your duties involve scheduling flights, coordinating aircraft maintenance, and ensuring the department meets all local and federal regulations. Some chief pilots monitor all day-to-day logistics for their department. This career requires a bachelor’s degree in aviation or a similar discipline. Additional qualifications include between 2,000 and 5,000 hours of flight time, current FAA certification, and excellent management skills.

What are some common challenges faced by chief pilots in managing flight operations teams?

Chief Pilots often navigate the challenge of balancing administrative responsibilities with supporting flight crews and ensuring regulatory compliance. They must address scheduling complexities, manage crew resource needs, and adapt to changing aviation regulations. Additionally, fostering open communication and a strong safety culture among pilots is crucial, as is providing mentorship and training to support professional development within the team.

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

To thrive as a Chief Pilot, you need an Airline Transport Pilot (ATP) certificate, extensive flight experience, in-depth knowledge of aviation regulations, and strong leadership abilities. Familiarity with flight management systems, safety management systems (SMS), and crew scheduling software is typically required. Exceptional decision-making, communication, and organizational skills are essential to lead flight crews and ensure regulatory compliance. These skills and qualifications are critical for maintaining operational safety, regulatory adherence, and effective team leadership within an aviation organization.

How much does a chief pilot get paid?

A chief pilot's salary typically ranges from $80,000 to $150,000 annually, depending on the airline, experience, and location. They are responsible for overseeing flight operations, ensuring safety standards, and managing pilot staff, often requiring advanced certifications and extensive flight hours.

What does a chief pilot do?

A chief pilot oversees flight operations, ensuring safety, compliance, and efficiency within an airline or aviation organization. They manage flight crews, develop policies, and coordinate training, often holding certifications such as an Airline Transport Pilot license. The role requires strong leadership, communication skills, and knowledge of aviation regulations.
More about Chief Pilot jobs

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For Chief Pilot jobs in Wisconsin, the most frequently searched job titles are:

What job categories do people searching Chief Pilot jobs in Wisconsin look for?

The top searched job categories for Chief Pilot jobs in Wisconsin are:

What are popular job titles related to Chief Pilot jobs in WI?

For Chief Pilot jobs in WI, the most frequently searched job titles are:

Chief Pilot jobs near you
Infographic showing various Chief Pilot job openings in Wisconsin as of August 2026, with employment types broken down into 100% Full Time. Highlights an 89% In-person, and 11% Remote job distribution, with an average salary of $164,719 per year, or $79.2 per hour.

Guest Services Leader

Pilot Company

Oak Creek, WI • On-site

$14.95 - $22.22/hr

Full-time

Medical, Dental, Vision, Retirement

Posted 3 days ago

New

Pilot Company rating

6.1

Company rating: 6.1 out of 10

Based on 532 frontline employees who took The Breakroom Quiz

352nd of 737 rated retailers

Job description

Company Description

Pilot Company is an industry-leading network of travel centers with more than 30,000 team members and over 750 retail and fueling locations in 44 states and six Canadian provinces. Our energy and logistics division serves as a top supplier of fuel, employing one of the largest tanker fleets and providing critical services to oil operations in our nation's busiest basins. Pilot Company supports a growing portfolio of brands with expertise in supply chain and retail operations, logistics and transportation, technology and digital innovation, construction, maintenance, human resources, finance, sales and marketing.

Founded in 1958 by Jim A. Haslam II and currently led by CEO Adam Wright, our founding values, people-first culture and commitment to giving back remains true to us today. Whether we are serving guests, a fellow team member, or a trucking company, we are dedicated to fueling people and keeping North America moving.

All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status or any other characteristic protected under applicable federal, state, or local law.

Military encouraged to apply.

Job Description

Shift Leaders are responsible for supervising employees and general operations of the store. The ideal candidate for this position would possess excellent customer service skills to respond to the needs of customers. In addition, this candidate would be self-motivated and ready to assist the managers with any tasks that need to be executed to keep our facilities well-maintained and running smoothly. This person would be knowledgeable of store operations and PFJ's commitment to quality and customer service.

Pay Rates Starting between: $14.95 - $22.22 / hour

Qualifications
  • Previous experience or working knowledge of retail operations
  • Incredible customer service skills & the ability to help maintain a customer focused culture
  • Must be proficient with a calculator, computer, and other equipment
  • Ability to work as part of a team and interact with different levels from hourly team members, customers, vendors, and corporate representatives
  • Must be able to work a flexible schedule of nights, days, weekends, and holidays
  • Background check is required

Additional Information
  • Fuel Discount
  • Nation-wide Medical Plan/Dental/Vision
  • 401(k)
  • Flexible Spending Accounts
  • Adoption Assistance
  • Tuition Reimbursement
  • Flexible Schedule
  • Weekly Pay

What Pilot Company employees say

Pay

Benefits

Hours and flexibility

Workplace

Get the full story on Breakroom

Pilot Company logo

About Pilot Company

Sourced by ZipRecruiter

Pilot Flying J is an American-based company situated in Knoxville, TN, USA. Founded in 1958, it falls under the travel-center industry, providing comprehensive services to professional drivers, recreational travelers, and road users. Pilot Flying J offers amenities such as refueling facilities, convenience stores, fast-food restaurants, and trucking supplies services, positioning itself as a crucial part of America's interstate highway system.

Industry

Gasoline stations, petroleum and petroleum products wholesalers and retail

Company size

10,000+ Employees

Headquarters location

Knoxville, TN, US

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