Goose Recruitment | Chief Pilot

Chief Pilot - US Midwest

Location: Indiana / Louisville catchment area

Representation: Goose Recruitment

Reports To: Director of Operations

Goose Recruitment is seeking a senior, calm, and highly competent Chief Pilot for a well-established, confidential aviation operator based in the US Midwest. With a fleet scaling toward 25+ aircraft and a growing team of over 25 pilots, the operator maintains a strong commitment to safety and operational excellence. This role is viewed as a strategic leadership position with a clear succession path to the Director of Operations.

Key Responsibilities

Regulatory & Compliance

• Act as the Part 119 Chief Pilot with full regulatory accountability.
• Ensure strict adherence to Part 135 regulations, internal Standard Operating Procedures (SOPs), and FAA standards.
• Uphold a zero-tolerance approach to safety compromises.
• Manage and maintain operational manuals, procedures, and compliance documentation.

Operational Oversight

• Lead flight operations for a mixed fleet, including King Air, Citation, Sovereign, and Global aircraft.
• Supervise and mentor a growing pilot team to ensure high performance and consistency.
• Provide 24/7 availability for operational escalations, safety-related matters, and team support.
• Maintain a stable Monday-Friday schedule when not flying, with adjustments during active flight weeks.

Leadership & Strategy

• Provide senior-level leadership and mentorship to the pilot group.
• Collaborate with the Junior Chief Pilot to manage departmental workloads and delegation.
• Support the Director of Operations in long-term organizational planning and growth.
• Act as a stabilizing force within the flight department.

Candidate Profile

Required Experience

• Current or previous experience serving as a Part 119 Chief Pilot is required.
• Extensive Part 135 operational experience is essential.
• Preference for candidates with mixed-fleet experience, specifically within the Citation series.

Required Attributes

• Demonstrated leadership style characterized by stability, calm, and senior-level decision-making.
• Integrity-driven, safety-first mindset.
• Strong communication and collaboration skills.
• Willingness to relocate to the Indiana region.

Compensation & Benefits

• Base Salary: $150,000 - $180,000.
• All-in Compensation: Approximately $225,000 (including per diems and bonuses).
• Comprehensive benefits package, including 401k and sign-on bonus.
• Relocation support provided.

Interview Process

1. Initial screening with Goose Recruitment.
2. Virtual interview via Microsoft Teams with the operator’s leadership team.
3. Review of policy manuals and operational materials.
4. On-site visit to meet with executives and department leadership.
5. Offer stage.