Chief Pilot - Part 135 Operations

Chief Pilot

Location: Homebased

Department: Flight Operations

Employment Type: Full-Time

Lead the Way in Aviation

We are seeking an experienced and highly motivated Chief Pilot to lead our flight operations team. This is a key leadership position responsible for the safe, efficient, and compliant operation of our FAA Part 135 flight department, while supporting our growing charter operations.

The ideal candidate is an accomplished aviation professional with strong leadership capabilities, extensive Part 135 operational experience, and recent experience operating the Cessna CJ aircraft. This individual will play a critical role in developing our flight crews, maintaining operational excellence, strengthening our safety culture, and supporting our continued growth.

What You’ll Be Doing

• Serve as Chief Pilot in accordance with all FAA Part 119 and Part 135 requirements

• Provide leadership, mentorship, and operational oversight to assigned flight crews.

• Ensure compliance with all applicable FAA regulations, company policies, Operations Specifications(OpSpecs), and Safety Management System (SMS) requirements.

• Manage pilot hiring, training, standardization, qualification, and professional development programs.

• Conduct pilot evaluations, line checks, and proficiency oversight.

• Coordinate closely with Operations Control, Maintenance, Dispatch, and Safety personnel to ensure safe, efficient, and reliable operations.

• Promote and reinforce a strong safety culture and proactive approach to operational risk management.

• Participate in client meetings, regulatory audits, accreditation efforts, and operational planning.

• Support on-call operational needs and irregular operations as required.

• Help develop and maintain a professional, accountable, and highly capable flight operations team.

You Must Have

• ATP Certificate with appropriate category and class ratings.

• Current FAA First Class Medical Certificate

• Eligibility to serve as Chief Pilot under applicable FAA Part 119 requirements

• Minimum 4,000 hours total flight time Minimum 2,000 hours PIC

• Minimum 500 hours turbine PIC

• Previous Part 135 operational experience

• Demonstrated leadership and crew management experience.

• Excellent communication, organizational, and decision-making skills.

• Logged operational experience in a Cessna Citation Jet (CJ) within the last 24 months

• Candidates with recent aircraft experience who are able to successfully complete company training will also be considered.

Nice to Have

• Previous experience as a Chief Pilot, Assistant Chief Pilot, Check Airman, or Director of Operations

• Experience managing multi-aircraft Part 135 operations.

• Experience working within a Safety Management System (SMS)

• Experience with FAA inspections, regulatory audits, and accreditation programs.

• Experience operating throughout the Midwest and Northeast United States

Why Us?

We don't believe in accepting limitations simply because something has always been done a certain way. For us, the question isn't “Can we?” When others are limited by the common approach, our company shifts into higher gear and asks, “How can we do this?” Then we get to work solving the problem. That spirit of avid tenacity is what our customers appreciate most about our company. We aren't cultivating a cookie-cutter operation. We're building a team around projects that inspire people to collaborate, brainstorm, and find inventive solutions.

Our work-family comes together because every day brings something new, challenging, and interesting to work on. If you're energized by aviation, leadership, problem-solving, and the opportunity to make a meaningful impact, we'd like to hear from you.

Compensation & Benefits

• Competitive salary commensurate with experience.

• Performance bonus opportunities.

• Paid time off and company holidays.

• Training and professional development opportunities.

Equal Employment Opportunity

Our Company is committed to providing equal employment opportunities to all employees and applicants without regard to race, color, religion, sex, national origin, age, disability, veteran status, or any other protected characteristic as outlined by applicable federal, state, or local laws.