Chief Pilot

Description

Alerion is looking for a Chief Pilot to join our Flight Operations Leadership Team. 

The Chief Pilot serves as a key member of the Flight Operations leadership team and is responsible for the professional standards, regulatory compliance, operational readiness, and performance of all assigned flight crew within Alerion Aviation’s Part 135 operation. This role ensures safe, efficient, and compliant flight operations while supporting the company’s commitment to exceptional service delivery and operational excellence.

Reporting directly to the Director of Operations (DO), the Chief Pilot exercises delegated authority consistent with 14 CFR Part 119 requirements and provides daily operational leadership to the pilot group. The Chief Pilot champions a strong safety culture, supports strategic operational objectives, and ensures alignment with company values, FAA regulations, Operations Specifications, and Safety Management System (SMS) principles.

The Chief Pilot leads by example through visible engagement with crews, proactive communication, and consistent reinforcement of safety, professionalism, accountability, and customer service standards.

Requirements

Regulatory Authority

The Chief Pilot exercises authority as defined under 14 CFR Part 119 and company delegation from the Director of Operations. The position is responsible for ensuring assigned flight crew operate in accordance with applicable regulations, company procedures, training requirements, and safety standards.

Leadership & Personnel Management

• Provide leadership, supervision, and direction to all assigned flight crew while fostering a culture of safety, professionalism, accountability,  engagement, and service excellence
• Ensure pilot staffing levels support operational reliability, aircraft coverage, and business growth objectives
• Provide operational leadership coverage in the absence of the Director of Operations
• Maintain effective two-way communication with pilots through briefings, bulletins, meetings, and direct engagement
• Promote  strong pilot morale and professional development across the flight operations department
• Support recruiting, interviewing, selection, onboarding, and retention of qualified flight crew
• Conduct  performance evaluations and provide coaching, mentoring, and corrective guidance when required
• Participate in disciplinary actions in coordination with executive leadership and Human Resources
• Represent Flight Operations internally and externally with customers, regulators, airport authorities, and industry partners
• Support departmental initiatives that improve operational efficiency,  standardization, and service quality
• Partner cross-functionally with Maintenance, Scheduling, OCC, Safety, Training,  and Client Services to ensure coordinated operational execution.

Operational Oversight & Flight Crew Management

• Exercise  delegated operational control responsibilities consistent with company policy and regulatory requirements
• Ensure flights are conducted in compliance with 14 CFR regulations, Operations  Specifications, company manuals, and approved procedures
• Coordinate  with Scheduling, Crew Planning, Maintenance Control, to ensure adequate crew coverage and operational continuity
• Monitor  pilot utilization to ensure balanced workloads and regulatory compliance with flight and duty limitations
• Review and approve pilot schedules, training assignments, and time-off requests
• Ensure all assigned pilots are current, qualified, and properly trained prior to flight assignment
• Maintain oversight of pilot qualifications, currency tracking, and aircraft-specific authorizations
• Serve as Pilot-in-Command (PIC), check Airman, and/or Instructor Pilot when designated and as required to support operational needs
• Assist the Director of Operations in execution of the company Emergency Response Plan (ERP)

Training & Standardization

• Oversee development, implementation, and continuous improvement of pilot training programs
• Ensure  compliance with Part 135 training requirements and company-approved training curricula
• Maintain standardization across fleets, crews, and operating practices
• Coordinate  with Training Providers and internal Check Airmen to maintain training availability and effectiveness
• Monitor  training performance trends and implement corrective or enhancement initiatives
• Support  qualification program approvals, curriculum revisions, and regulatory  submissions when required

Safety, Compliance & Regulatory Oversight

• Ensure  fu