Lead Captain (PIC) — Challenger 350 | GYY-Based, Chicago Area

The Opportunity

Own the standard of excellence for a Challenger 350 operation. You’ll lead daily flight readiness, champion safety and compliance, and deliver a concierge-level experience to our aircraft owner. This is a visible, trusted role for a seasoned captain who thrives in dynamic, owner-focused environments.

What You’ll Do

• Serve as the primary contact for aircraft and trip matters related to the Challenger 350.
• Plan and execute safe, efficient flights in accordance with Federal Aviation Regulations and Jet Linx procedures (Part 91/135).
• Manage duty, flight, and rest periods to meet company and CFR requirements.
• Maintain proactive, timely communication on standby assignments, trip notifications, position calls, and pre-/post-flight reports.
• Oversee and maintain EFB hardware, applications, and data integrity.
• Ensure navigation charts, publications, and company manuals remain current.
• Partner with the Regional Vice President and concierge team to coordinate trip logistics and owner preferences.
• Exercise schedule flexibility to support aircraft and owner needs, including nights, weekends, and holidays.
• Mentor additional crew members, fostering a culture of professionalism aligned with Jet Linx core values.
• Maintain a current first-class medical and apply strong, proactive decision-making in all phases of flight.

What You’ll Bring

• Flight time minimums:
  • 4,000 total time
  • 2,000 PIC
  • 1,500 jet / 500 jet PIC
  • 1,000 turbine / 1,000 turbine PIC
  • 1,000 multi-engine / 500 multi-engine PIC
  • 300 instrument
  • Challenger 350: at least 500 PIC in type
• Training: Initial or recurrent Part 142 training in type within the last 24 months (preferred).
• Credentials: Current first-class medical, valid passport, FCC Restricted Radio Operator License, ability to obtain a U.S. driver’s license, and proof of eligibility to work in the United States.
• Compliance: Pass pre-employment drug screening and participate in random drug and alcohol testing; complete an FAA Pilot Records Database review with a System Chief Pilot.
• Travel: Unrestricted travel to EU, Canadian, and Caribbean countries.
• Education: Bachelor’s degree or equivalent work experience required; CAM certification preferred.
• Location: Live within—or be willing to relocate within—a two-hour call-out of the home base.
• Work environment: Frequent work around aircraft/terminals; ability to move up to 50 pounds regularly.

Pay & Benefits

• Base salary: $280,000 – $325,000 annually (commensurate with location, aircraft size, education, training, and experience)
• Health: Medical, dental, and vision insurance
• Retirement: 401(k) with 6% company match
• Time off: Paid time off
• Coverage: Company-paid life and short-term disability

Ready to Lead?

If you’re a high-time Challenger 350 captain who leads by example, communicates with clarity, and delivers a best-in-class owner experience, we’d love to connect.