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About the Role

The Chief Pilot is responsible for overseeing flight operations, ensuring the safety and efficiency of all flights, managing flight crews, and maintaining compliance with aviation regulations and company policies. This role requires strong leadership, extensive aviation experience, excellent organizational skills, and the ability to align aviation operations with corporate goals and objectives. The position leads pilot and flight attendant performance, training, operational standardization, regulatory compliance, budget management, vendor coordination, and continuous improvement while promoting a culture of safety, professionalism, precision, and exceptional customer service across the flight department.

Responsibilities

• Promote and sustain a culture of safety within the aviation department.
• Ensure all flight operations comply with Federal Aviation Administration regulations, company policies, the Aviation Operations Manual, standard operating procedures, and other relevant authorities.
• Lead and support Safety Management System initiatives, risk management practices, and incident, accident, hazard, and occurrence reporting processes.
• Participate in the Emergency Response Plan as a member of the Aviation Huddle Group.
• Oversee and manage all flight operations to ensure safety, efficiency, service, and compliance with company policies and aviation regulations.
• Lead pilots, flight attendants, and Assistant Chief Pilots in the execution of safe, reliable, and customer-focused flight operations.
• Collaborate with the Senior Director of Aviation and senior management to align aviation operations with corporate goals and objectives.
• Supervise and manage Assistant Chief Pilots.
• Facilitate and support positive communication channels across the flight department.
• Recruit, train, supervise, coach, and develop pilots and flight attendants.
• Conduct performance evaluations and provide ongoing coaching, training, and development.
• Ensure all pilots maintain required certifications, qualifications, training records, and operational readiness.
• Manage and monitor the development, implementation, and effectiveness of approved flight crew training programs.
• Strengthen leadership continuity, pilot onboarding, and professional development across the flight department.
• Develop, implement, and continuously improve standard operating procedures for flight operations.
• Stay current on industry trends, advancements, and best practices, recommending and implementing changes to enhance operational safety and efficiency.
• Collaborate with the Scheduling Team in assigning crews and troubleshooting crew changes when flight operations dictate.
• Coordinate with Scheduling, Maintenance, and flight operations stakeholders to support efficient and reliable aircraft utilization.
• Drive consistency, discipline, attention to detail, and sound operational decision-making across flight operations.
• Ensure a high level of customer service for corporate clients, passengers, and internal stakeholders.
• Address and resolve issues or concerns related to flight operations in a timely, professional, and service-oriented manner.
• Foster a safe, seamless, discreet, and professional passenger experience.
• Build trust with internal customers, passengers, company leadership, and cross-functional partners.
• Manage the pilot training budget and ensure training investments support operational readiness and compliance.
• Optimize resource allocation to support cost-effective, reliable, and efficient operations.
• Monitor and control operational expenses in partnership with aviation leadership.
• Maintain vendor contracts necessary for flight operations.
• Maintain accurate operational records, pilot records, training documentation, and required compliance documentation.
• Support audits, inspections, regulatory reviews, internal projects, and continuous improvement initiatives.
• Set the standard for professionalism, safety, precision, accountability, and service throughout the flight department.
• Lead by example and consistently reinforce expectations for disciplined, compliant, and ethical operations.
• Model integrity, preparation, respect, and sound judgment in interactions with passengers, peers, flight crews, company leadership, and external partners.
• When not assigned to flight duty, the Chief Pilot is expected to dedicate approximately 10-20 hours per week of non-flying time to leading the aviation department at the highest level.
• Lead department priorities, operational planning, and execution of flight operations objectives.
• Review and improve procedures, training materials, pilot readiness, and operational documentation.
• Advance safety initiatives, risk management practices, and proactive reporting culture.
• Coach pilots, flight attendants, and Assistant Chief Pilots while reinforcing expectations for professionalism, precision, service, and accountability.
• Contribute to projects, audits, process improvements, vendor management, budget oversight, and cross-functional coordination with Scheduling and Maintenance.

Requirements

• Current FAA Airline Transport Pilot Certificate.
• Current FAA First Class Medical Certificate.
• Minimum 5,000 total flight hours, including 3,000 hours as Pilot-in-Command.
• Minimum of 10 years’ experience in aviation operations, with at least 5 years in a leadership role.
• Must hold a type rating for at least one of the types of aircraft operated.
• Qualified in accordance with the Constellation Leasing LLC training program to act as Pilot-in-Command on one of the aircraft types.
• Ability to be away from home for extended periods of time to support domestic and international operations.
• Valid U.S. Passport and valid Driver’s License.
• Ability to reside within one hour of Rochester International Airport (KROC).
• Ability to successfully complete background investigation and pre-employment drug screening.
• Demonstrated knowledge of the Company Operations Manual, training manuals, standard operating procedures, company check pilot manual if applicable, and the provisions of civil aviation regulations and standards necessary to carry out the duties and responsibilities of the position.
• Must have attended approved simulator training in the jet aircraft the pilot is type rated in within the previous 12 months.

Skills

• Leadership
• Aviation experience
• Organizational skills
• Safety Management System
• Risk management
• Emergency Response Plan
• Flight operations management
• Crew management
• Training program development
• Customer service
• Budget management
• Vendor management
• Record keeping
• Audit support
• Professionalism
• Precision
• Accountability
• Service orientation
• Communication
• Coaching
• Performance evaluation
• Continuous improvement
• Problem-solving
• Decision-making
• Conflict resolution
• Adaptability
• Resilience

Location

• Rochester, New York

Work Type

• Full time

Experience Level

• Minimum of 10 years’ experience in aviation operations
• At least 5 years in a leadership role

Education Level

• Bachelor's degree
• Associate degree in Aviation Management
• NBAA Certified Aviation Manager certification

Salary/Compensations

• $285,500.00 - $386,200.00

Benefits

• Paid time off
• Medical/dental/vision insurance
• 401(k)

About the Company

• Constellation Brands is committed to a continuing program of equal employment opportunity.

Equal Opportunity

• All persons have equal employment opportunities with Constellation Brands, regardless of their sex, race, color, age, religion, creed, sexual orientation, national origin or citizenship, ancestry, physical or mental disability, medical condition (cancer or genetic characteristics), marital status, gender (including gender identity or gender expression), familial status, military or veteran status, genetic information, pregnancy, childbirth, breastfeeding, or related conditions (or any other group or category within the framework of the applicable discrimination laws and regulations).