Top 119 Captain Jobs in Milwaukee Wi

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
Class A Regional Flatbed Truck Driver
Nu-Way Transportation —Milwaukee, WI
- From $1,600 a week
- 12 hour shift
- Dedicated
- Local
- CDL A
- Paid training
- Health savings account
Quick Apply
2d
Travel PT (Physical Therapy) PT (Physical Therapist) in Mount Pleasant, WI - 1124068
Medical Solutions —Mount Pleasant, WI
- Full-time
- Physical & Rehabilitation Medicine
- Outpatient experience
- Clinic
- Health insurance
- Dental insurance
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Local NICU (Neonatal Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1151965L
Medical Solutions —Milwaukee, WI
- Full-time
- RN License
- Mid-level
- Critical & Intensive Care
- Health insurance
- Dental insurance
Quick Apply
8d
Travel NICU (Neonatal Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1151965
Medical Solutions —Milwaukee, WI
- Full-time
- RN License
- Mid-level
- Critical & Intensive Care
- Health insurance
- Dental insurance
Quick Apply
8d
Local Stepdown RN (Registered Nurse) in Milwaukee, WI - 1154898L
Medical Solutions —Milwaukee, WI
- Full-time
- RN License
- 1 year
- Entry level
- Health insurance
- Dental insurance
Quick Apply
2d
Travel Stepdown RN (Registered Nurse) in Milwaukee, WI - 1154898
Medical Solutions —Milwaukee, WI
- Travel nursing
- RN License
- Mid-level
- Travel
- Health insurance
- Dental insurance
Quick Apply
6d
Plumbing Service Manager
Viking Plumbing —Oak Creek, WI
- From $80,000 a year
- Full-time
- Background check
- Customer service
- Mid-level
- Profit sharing
- Fuel card
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Local Med Surg (Medical Surgical) RN (Registered Nurse) in Mequon, WI - 1151648L
Medical Solutions —Mequon, WI
- Night shift
- RN License
- Medical-surgical
- Medical-Surgical
- Health insurance
- Dental insurance
Quick Apply
1d
Class A Local Flatbed Truck Driver
Nu-Way Transportation —Milwaukee, WI
- From $1,600 a week
- Email
- Dedicated
- Local
- CDL A
- Paid training
- Health savings account
Quick Apply
Local Stepdown RN (Registered Nurse) in Brookfield, WI - 1152256L
Medical Solutions —Brookfield, WI
- Night shift
- RN License
- 1 year
- Entry level
- Health insurance
- Dental insurance
Quick Apply
1d
Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144063
Medical Solutions —Milwaukee, WI
- RN License
- Critical & Intensive Care
- Travel
- Health insurance
- Dental insurance
Quick Apply
Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144060
Medical Solutions —Milwaukee, WI
- Night shift
- RN License
- Critical & Intensive Care
- Travel
- Health insurance
- Dental insurance
Quick Apply
Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144061
Medical Solutions —Milwaukee, WI
- Night shift
- RN License
- Critical & Intensive Care
- Travel
- Health insurance
- Dental insurance
Quick Apply
Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Brookfield, WI - 1156898
Medical Solutions —Brookfield, WI
- Night shift
- RN License
- Critical & Intensive Care
- Travel
- Health insurance
- Dental insurance
Quick Apply
1d
Local ICU (Intensive Care Unit) RN (Registered Nurse) in Mequon, WI - 1154900L
Medical Solutions —Mequon, WI
- Night shift
- RN License
- Critical & Intensive Care
- 1 year
- Health insurance
- Dental insurance
Quick Apply
1d
Class A Nightshift Linehaul Driver
Nu-Way Transportation —Milwaukee, WI
- $1,650 a week
- Email
- Dedicated
- Local
- CDL A
- Paid training
- Health savings account
Quick Apply
2d
Local ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144060L
Medical Solutions —Milwaukee, WI
- Night shift
- RN License
- Critical & Intensive Care
- 1 year
- Health insurance
- Dental insurance
Quick Apply
Local OR (Operating Room) RN (Registered Nurse) in Milwaukee, WI - 1148552L
Medical Solutions —Milwaukee, WI
- Full-time
- Surgery
- RN License
- Operating room
- Health insurance
- Dental insurance
Quick Apply
10d
Travel OR (Operating Room) RN (Registered Nurse) in Milwaukee, WI - 1148552
Medical Solutions —Milwaukee, WI
- Full-time
- Surgery
- RN License
- Mid-level
- Health insurance
- Dental insurance
Quick Apply
10d

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Base Chief Pilot - Milwaukee, WI

Jet Out, Inc.
Milwaukee, WI

Quick Apply

Job Details

Full-time

Benefits

Health savings account
Disability insurance
Health insurance
Dental insurance
Paid time off
Vision insurance
401(k) matching
Life insurance

Qualifications

First-Class Medical Certificate
Management
Team leadership
Safety regulations
Coaching
Business jet piloting
Radiotelephone Operator License
Driver's License
Flight operations
Mentoring
Airline Transport Pilot (ATP) Certificate
Leading team collaboration initiatives
Pilot License
Managing air transportation teams

Full Job Description

Base Chief Pilot, Full-Time

Location: Milwaukee, Wisconsin

About Jet OUT

Jet OUT is a growing Part 135 air carrier operating a Citation CJ4 fleet in a dynamic domestic and international environment. We are committed to professional standards, operational discipline, and a pilot-focused culture that values safety, accountability, consistency, and service.

As we continue to grow, our base leadership team plays a critical role in maintaining the standards, communication, and professionalism that define our operation. The Base Chief Pilot is one of the most visible leaders in the pilot group and serves as the primary connection between assigned flight crews, base operations, and company flight department leadership.

Position Summary

Jet OUT is seeking a Base Chief Pilot for our Milwaukee, Wisconsin base. Reporting to the System Chief Pilot, the Base Chief Pilot provides day-to-day leadership, mentorship, and operational oversight for pilots assigned to the Milwaukee base.

This is a flying leadership role designed for a pilot who is respected on the line, comfortable holding standards, and committed to supporting a professional, accountable, and pilot-focused culture. The Base Chief Pilot will help ensure consistent execution of Jet OUT procedures, support training and checking activities, assist with pilot development, and serve as a trusted resource for both pilots and flight department leadership.

This role is intended for a pilot leader who wants more than a title — someone who wants to help build, lead, and protect the standard at one of Jet OUT’s most important bases.

The ideal candidate is approachable, organized, credible, and visible. This person should be comfortable leading by example, communicating directly, resolving issues professionally, and helping build a base culture that reflects Jet OUT’s standards across the system.

Key Responsibilities

Serve as the direct supervisor and primary point of contact for pilots assigned to the Milwaukee base.
Report to the System Chief Pilot and maintain close communication regarding base operations, pilot performance, staffing, scheduling, and operational needs.
Maintain proficiency and currency as a CJ4 Pilot-in-Command and lead by example as a professional line pilot and base-level flight department leader.
Support pilot standardization and the consistent execution of Jet OUT policies, SOPs, checklists, manuals, and operational expectations.
Serve as the assigned on-call Base Chief Pilot when scheduled, providing timely leadership support for pilot, operational, safety, crew readiness, and base-level issues requiring Chief Pilot involvement outside normal business hours.
Mentor new hires, support pilot development, and participate in pilot interviews, selection, onboarding, and retention efforts as requested.
Assist with recurrent training, local training coordination, pilot readiness, and required checking events, including 135.293 and 135.299 events, when authorized and qualified.
Coordinate with the System Chief Pilot, Training Manager, Scheduling, Dispatch, and other operational leaders to support flight crew readiness and base performance.
Conduct regular pilot performance reviews and provide coaching, feedback, and development support.
Address pilot performance, interpersonal, or disciplinary matters at the base level, escalating when appropriate.
Manage and coordinate local pilot schedules in alignment with company operational needs.
Support base-level communication, implementation of updated procedures and policies, safety and security initiatives, local service provider relationships, and other duties assigned in support of Jet OUT’s growth, safety, and operational performance.

Position Details

Full-time leadership position
Milwaukee, Wisconsin-based role
Reports to the System Chief Pilot
Monday through Friday core schedule
Combination of office leadership responsibilities and line flying
Occasional evening, weekend, and on-call availability required based on operational needs , including assigned on-call Base Chief Pilot coverage
Some travel to other Jet OUT locations may be required
Must reside within one hour of the Milwaukee area
Aircraft: Citation CJ4

Required Qualifications

Minimum two years of experience in Part 135 and/or Part 121 operations
Minimum one year of experience as PIC in turbojet operations
ATP certificate with AMEL privileges
Current First Class Medical Certificate
Minimum 3,500 hours total time
Minimum 1,500 hours multi-engine time
Minimum 500 hours turbofan time
Valid driver’s license
FCC Restricted Radiotelephone Operator Permit
Must reside or be willing to relocate within one hour of the Milwaukee area
Strong working knowledge of FAA regulations, company manuals, f light operations standards, and professional pilot expectations
Demonstrated ability to lead, mentor, and communicate effectively with pilots

Preferred Qualifications

CE-525 type rating
Citation CJ4 operating experience
100 hours or more in CE-525C aircraft
Previous Part 135 PIC experience
Previous check pilot, instructor, training captain, lead pilot, assistant chief pilot, or base leadership experience
International operating experience

Ideal Candidate Profile

The successful candidate will be:

Pilot-friendly and approachable
Highly credible with line pilots
A strong mentor and coach
Organized, dependable, and detail-oriented
Comfortable holding standards while maintaining trust and respect
Visible and engaged with the pilot group
Calm, professional, and constructive when resolving issues
Committed to consistency, accountability, and operational discipline
Able to balance line pilot perspective with leadership responsibility
Focused on supporting a strong base culture and the continued growth of Jet OUT

Compensation and Benefits

Jet OUT offers a competitive compensation and benefits package for this leadership position. Benefits include:

401(k) with company match
Health, dental, and vision insurance
Short-term disability
Long-term disability
Group term life insurance
HSA
3 weeks PTO
Holidays off

How to Apply

Please submit your cover letter and resume to Anne Pavlik at [email protected].

Benefits:

401(k) matching
Health insurance
Paid time off

Work Location: In person

Quick Apply

Refine Your Search

captain jobs in milwaukee wi

Base Chief Pilot - Milwaukee, WI

Class A Regional Flatbed Truck Driver

Travel PT (Physical Therapy) PT (Physical Therapist) in Mount Pleasant, WI - 1124068

Local NICU (Neonatal Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1151965L

Travel NICU (Neonatal Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1151965

Local Stepdown RN (Registered Nurse) in Milwaukee, WI - 1154898L

Travel Stepdown RN (Registered Nurse) in Milwaukee, WI - 1154898

Plumbing Service Manager

Local Med Surg (Medical Surgical) RN (Registered Nurse) in Mequon, WI - 1151648L

Class A Local Flatbed Truck Driver

Local Stepdown RN (Registered Nurse) in Brookfield, WI - 1152256L

Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144063

Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144060

Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144061

Travel ICU (Intensive Care Unit) RN (Registered Nurse) in Brookfield, WI - 1156898

Local ICU (Intensive Care Unit) RN (Registered Nurse) in Mequon, WI - 1154900L

Class A Nightshift Linehaul Driver

Local ICU (Intensive Care Unit) RN (Registered Nurse) in Milwaukee, WI - 1144060L

Local OR (Operating Room) RN (Registered Nurse) in Milwaukee, WI - 1148552L

Travel OR (Operating Room) RN (Registered Nurse) in Milwaukee, WI - 1148552

I want to receive the latest job alert for captain in milwaukee wi

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