Chief Pilot
Aircraft Specialists Inc / PrivateFlite Aviation
Lead a Growing Part 135 Operation
PrivateFlite Aviation is expanding and we are building the leadership team to scale with it. As a vertically integrated aviation platform offering FBO services, FAA Part 145 Maintenance, Aircraft Management, and Part 135 Charter, we control the full client experience. Our charter operation is growing, our fleet is expanding, and our infrastructure investment is accelerating.
We are seeking a Chief Pilot who can lead from the front operationally, culturally, and strategically. This is a key leadership role inside a scaling charter operation.
Our Mission & Culture
Mission: Provide the Ultimate Client Experience.
Integrity
We Before Me
Commitment to Excellence
Service-Centered Leadership
Level 10 Attitude
Always Be Winning
Role Overview
The Chief Pilot reports directly to the Director of Operations and is responsible for the performance, compliance, and professional development of all flight crew members. The Chief Pilot must meet the qualifications of 14 CFR 119.71(b) and be eligible to exercise Operational Control under 135.77.
Requirements
Core Leadership Responsibilities
Lead all initial, recurrent, and upgrade training programs.
Ensure compliance with FAA regulations, Ops Specs, and company SOPs.
Oversee crew scheduling and duty/rest compliance.
Exercise Operational Control under 14 CFR 135.77.
Maintain pilot qualification records and regulatory documentation.
Oversee AFM revisions and manufacturer updates.
Recruit, mentor, and standardize flight crew members.
Collaborate with Safety, Maintenance, Sales, and Flight Control departments.
Required Qualifications
ATP Certificate with appropriate aircraft ratings.
Qualified to serve as PIC in at least one company-operated aircraft.
Meets 14 CFR 119.71 Chief Pilot requirements.
Minimum 3 years PIC experience under Part 121 or 135 (per regulatory requirements).
Strong knowledge of FAA regulations, Ops Specs, and Part 135 operations.
Demonstrated leadership and decision-making capability.
Preferred Qualifications
Previous supervisory or managerial leadership in flight operations.
Prior Check Airman designation.
Experience managing pilot training and standardization programs.
Operational systems proficiency (scheduling, tracking, document management).
Demonstrated commitment to safety culture and continuous improvement.
Compensation & Benefits
Competitive executive-level salary
401(k)
Health, Dental, Vision Insurance
Life & Disability Insurance
Paid Time Off
Aircraft Specialists Inc / PrivateFlite Aviation$50k
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