Chief Pilot

Position Summary

We are seeking a Chief Pilot to lead and oversee flight operations personnel and training programs. This role is responsible for the overall management, supervision, and leadership of flight operations, with accountability for ensuring that all company flight activities conducted under the Air Carrier Certificate are carried out safely, efficiently, and in full regulatory compliance. The Chief Pilot also plays a critical role in ensuring that the flight department meets its safety management objectives.

Kenosha WI

Full-time

• Organize, staff, supervise, and direct all flight operations conducted by the Company.
• Provide leadership and oversight of all flight department personnel.
• This position requires regular flight duties, and the successful candidate is expected to actively serve as a line pilot while fulfilling Chief Pilot administrative responsibilities. The percentage of time spent flying will vary based on operational needs.
• Serve as PIC on scheduled and/or charter flights as assigned.
• Exercise limited operational control authority over Air Carrier Certificate as authorized by the Director of Operations.
• Manage operational functions that directly impact operational control and flight safety.
• Promote a culture of professionalism, accountability, safety, and operational excellence.
• Ensure flight operations are conducted safely, efficiently, and in accordance with company standards.

• Organize, administer, and oversee all pilot training programs.
• Ensure compliance with FAA-approved training requirements and company training standards.
• Coordinate initial, recurrent, upgrade, differences, and special-emphasis training.
• Maintain pilot qualification, certification, and training records.
• Monitor pilot proficiency and operational performance.
• Ensure all flight crew members maintain required qualifications and currency.
• Conduct or oversee line checks, standardization evaluations, and operational observations.

• Actively support and promote the company’s Safety Management System.
• Ensure personnel under his or her authority actively participate in safety reporting and SMS activities.
• Validate, investigate, and address identified safety risks and safety-risk management deficiencies in a timely and effective manner.
• Ensure all operational processes and procedures incorporate applicable risk mitigation measures identified through the Safety Management System.
• Participate in Safety Review Board meetings and safety committees.
• Promote a Just Culture environment that encourages hazard identification and voluntary safety reporting.
• Support organizational learning through analysis of safety reports, operational data, and trend monitoring.

• Develop, implement, and maintain aircraft checklists and Standard Operating Procedures (SOPs).
• Ensure compliance with the General Operations Manual, Training Manuals, SOPs, and company policies.
• Maintain consistency and standardization across all aircraft types and flight crews.
• Review operational practices and implement improvements that enhance safety and efficiency.
• Ensure flight crews remain informed of changes to regulations, operational procedures, and company standards.

• Ensure flight operations and related activities are conducted incompliance with:
• FAA Regulations
• Air Carrier Operations Specifications
• Company General Operations Manual (GOM)
• Safety Management System requirements
• Applicable industry standards and best practices
• Maintain readiness forFAA inspections, audits, and regulatory reviews.
• Support compliance with industry accreditation standards including:
• WYVERN
• IS-BAO
• ARGUS
• Ensure corrective actions resulting from audits or inspections are completed effectively andon schedule.

• Receive, review, and take appropriate action regarding aeronautical information affecting the safety of flight operations
• Disseminate operational and safety-related information to flight crews and operational personnel
• Ensure timely communication of changes to regulations, procedures, manuals, notices, and company policies
• Serve as a liaison with external vendors, training providers, regulations, and organizations that may affect flight operations.

• Provide leadership, mentorship, and professional development opportunities for flight department personnel.
• Oversee the welfare, performance, and professional…