Top 11 Pilot Jobs in Milwaukee Wi

G550/650 Captain
Total Aviation Staffing, LLC —Milwaukee, WI
- $290,000 - $320,000 a year
- Full-time
- 3 years
- Senior level
- Commercial
- Profit sharing
- Health savings account
Quick Apply
Base Chief Pilot - Milwaukee, WI
Jet Out, Inc. —Milwaukee, WI
- Weekends as needed
- Management
- Office
- Driver's License
- Health savings account
- Disability insurance
Quick Apply
Flight for Life Float Rotor Wing Pilot in Command
Intermountain Health —Waukesha, WI
- $46.24 - $72.80 an hour
- Full-time
- Ability to lift 50 pounds
- Senior level
- Leadership
- Travel reimbursement
- Flexible schedule
Instructor / Check Airman
Intermountain Healthcare —Waukesha, WI
- $51.11 - $80.45 an hour
- Full-time
- Ability to lift 50 pounds
- Mentoring
- Recruiting
2d
Drone Show Pilot/Driver
Bear Country Inc —Caledonia, WI
- Full-time
- Computer science
- Computer Science
- Writing skills
Quick Apply
Flight for Life Float Rotor Wing Pilot in Command
Intermountain Healthcare —Waukesha, WI
- $46.24 - $72.80 an hour
- Full-time
- Ability to lift 50 pounds
- Senior level
- Leadership
- Travel reimbursement
- Flexible schedule
Intermountain Health - Float Rotor Wing Pilot In Command
Flight For Life Inc —Waukesha, WI
- Ability to lift 50 pounds
- Senior level
- Leadership
Quick Apply
Pilot (Jet PIC)
NorthStar Business Aviation LLC —United States
- From $100,000 a year
- Part-time
- US work authorization
- Senior level
- 401(k)
- 401(k) matching
Quick Apply
Military Service - U.S. Navy, Naval Flight Officer and Pilot
U.S. Navy —United States
- $65,000 - $150,000 a year
- Full-time
- Background check
- Office
- High school diploma or GED
- Loan repayment program
- Health insurance
9d

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G550/650 Captain

Total Aviation Staffing, LLC -
Milwaukee, WI

Quick Apply

Job Details

Full-time
$290,000 - $320,000 a year

Benefits

Profit sharing
Health savings account
Disability insurance
Health insurance
Dental insurance
401(k) matching

Qualifications

First-Class Medical Certificate
Radiotelephone Operator License
Corporate aviation experience
Airline Transport Pilot (ATP) Certificate
Pilot License

Full Job Description

About the Opportunity:

Join our client, a prominent leader in the aviation industry, as a G550/650 Captain based in Milwaukee, Wisconsin. This is an exciting opportunity to leverage your expertise in corporate aviation, serving high-profile clients with exceptional service. Experience the thrill of piloting the sophisticated G550 and G650 aircraft while flying both domestic and international routes. Your role will be crucial in ensuring safe and compliant operations, enhancing passenger experiences, and upholding operational excellence.

Responsibilities

Serve as Pilot in Command (PIC) on Gulfstream G550 and G650 aircraft.
Lead safe, compliant, and efficient flight operations under Part 91.
Coordinate effectively with flight crew to ensure seamless operations.
Deliver exceptional passenger service and maintain high standards of client satisfaction.
Conduct thorough pre-flight and post-flight inspections to ensure aircraft readiness and safety.
Maintain current knowledge of FAA regulations, industry standards, and company policies.

Requirements

3–5 years of corporate flight experience on Gulfstream G550/G650 aircraft.
ATP certificate with G550 or G650 type rating; both type ratings preferred.
Minimum 500 PIC hours on the G550 or G650.
5,000 total flight hours, including at least 3,000 PIC hours.
Extensive international flight experience.
Recent FSI or CAE training completed within the past 12 months.
Current FAA First-Class Medical Certificate issued within the past 6 months.
Valid Aeronautical Radiotelephone License for international operations.
Valid U.S. passport.
Reside within a reasonable commuting distance of Milwaukee Airport (MKE).

Benefits & Perks

Competitive salary of $290,000–$320,000, based on qualifications and experience.
Comprehensive HSA medical, dental, and insurance coverage.
Short-term and long-term disability benefits.
401(k) plan with company match.
Profit-sharing plan.
Paid vacation.

Why Apply Through Total Aviation Staffing?

Total Aviation Staffing connects aviation professionals with top-tier opportunities across the industry. Whether you're looking for roles in:

Commercial Aviation – Passenger airlines, cargo operations, and aircraft leasing.
Business & General Aviation – Corporate jets, charter services, and private aviation.
MRO & Aftermarket Services – Aircraft maintenance, repair, overhaul, and parts distribution.
Aerospace & Defense – Military aviation, space systems, and defense programs.
Aviation Technology & Manufacturing – OEMs, avionics, propulsion, and emerging technologies.

Even if this role isn't the perfect fit, applying with us gives you access to multiple career opportunities that may not be publicly advertised.

Work with top companies in aviation and aerospace.
Get priority access to multiple job openings.
Receive expert career guidance from specialized aviation recruiters.

Apply today to take the next step in your aviation career.

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Refine Your Search

pilot jobs in milwaukee wi

G550/650 Captain

Base Chief Pilot - Milwaukee, WI

Flight for Life Float Rotor Wing Pilot in Command

Instructor / Check Airman

Drone Show Pilot/Driver

Flight for Life Float Rotor Wing Pilot in Command

Intermountain Health - Float Rotor Wing Pilot In Command

Pilot (Jet PIC)

Military Service - U.S. Navy, Naval Flight Officer and Pilot

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