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Gulfstream G280 Captain (PIC) – Chicago MDW/DPA
Gulfstream G280 Captain (PIC) – Chicago MDW/DPA
Executive Jet Management, a Berkshire Hathaway company, is seeking a Type-Rated Pilot in Command to join a well-established flight department operating three aircraft with eleven pilots, four maintenance technicians, and one flight attendant. This Chicago-based role supports a Gulfstream G280 at Midway (MDW) and DuPage (DPA), flying Part 91/135 missions to domestic and international destinations.
Note: This is not a commutable position; candidates must reside within driving distance of MDW and DPA.
✈️ The Opportunity
As Captain on our Gulfstream G280, you will lead safe, efficient, and client-focused operations supported by the resources of Executive Jet Management. Expect a dynamic blend of domestic and international flying under Part 91 and 135, within a culture that prioritizes professionalism, teamwork, and continuous improvement.
🧭 What You’ll Do
- Serve as Pilot in Command for G280 operations under Part 91/135, ensuring the highest standards of safety and compliance.
- Lead flight planning, performance calculations, weight and balance, international procedures, and risk management.
- Coordinate seamlessly with dispatch, maintenance technicians, and the flight attendant to deliver an exceptional client experience.
- Execute domestic and international trips, including oceanic and remote operations as required.
- Maintain currency, training, and documentation in accordance with company policies and regulatory requirements.
- Exhibit exemplary CRM, airmanship, and decision-making while mentoring SICs.
🧰 What You Bring
- Total Time: 3,500 hours
- Pilot in Command (PIC): 2,000 hours
- Multi-Engine: 1,500 hours
- Jet: 500 hours
- Instrument: 300 hours
- Experience: 4–6 years
- Type Rating: Current G280 type rating (required)
- License: ATP — FAA
- Medical: First Class
- Preferred: Prior corporate/business aviation experience
- Residency: Within driving distance of MDW & DPA (non-commutable)
🌟 Why You’ll Love Flying with EJM
- Operate within a stable, well-resourced organization backed by Berkshire Hathaway.
- Join a cohesive flight department with three aircraft, 11 pilots, 4 maintenance technicians, and 1 flight attendant.
- Fly a modern super-midsize jet on diverse missions that keep your skills sharp.
- Collaborative culture focused on safety, service, and professional growth.
📍 Location & Travel
- Primary Bases: Chicago Midway (MDW) and DuPage (DPA)
- Travel: Domestic and international
- Relocation: Local residency required; commuting not offered
📨 Ready to Apply?
If you meet the qualifications and are excited to captain a G280 within a world-class operation, we’d love to hear from you. Submit your application and credentials to be considered.

