Base Chief Pilot – Milwaukee, WI

Location

• Milwaukee, WI

• Must reside within a one-hour drive of the Milwaukee area

Summary

[redacted] 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 [redacted] 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 [redacted]’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 [redacted]’s standards across the system.

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 [redacted] 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 [redacted]’s growth, safety, and operational performance.

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, flight 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

Benefits

• 401K with Company Matching

• Health, Dental, and Vision Insurance

• Short Term Disability

• Long Term Disability

• Group Term Life Insurance

• HSA

• 3 weeks PTO

• Holidays off