Chief Pilot

Privateflite Aviation LLC • Sellersburg, IN

155d • $150,000 - $175,000

About The Position

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

Requirements

• 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.

Nice To Haves

• 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.

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.

Benefits

• Competitive executive-level salary
• 401(k)
• Health, Dental, Vision Insurance
• Life & Disability Insurance
• Paid Time Off

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed