Pilot

DRW is a diversified trading firm with over 3 decades of experience bringing sophisticated technology and exceptional people together to operate in markets around the world. We value autonomy and the ability to quickly pivot to capture opportunities, so we operate using our own capital and trading at our own risk.Headquartered in Chicago with offices throughout the U.S., Canada, Europe, and Asia, we trade a variety of asset classes including Fixed Income, ETFs, Equities, FX, Commodities and Energy across all major global markets. We have also leveraged our expertise and technology to expand into three non-traditional strategies: real estate, venture capital and cryptoassets.We operate with respect, curiosity and open minds. The people who thrive here share our belief that it’s not just what we do that matters–it's how we do it. DRW is a place of high expectations, integrity, innovation and a willingness to challenge consensus.OverviewDRW Holdings, LLC is currently searching for a Full-Time Gulfstream G550 Pilot to join our operation currently at the KGYY airport. The ideal candidate will need to be a standout individual while seeking excellence in every aspect of their performance. Join a hardworking team who prioritizes safety of flight and professionalism while adhering to DRW’s unique culture of service, transparency and integrity.Essential Responsibilities/DutiesResponsible for safe operation of a Gulfstream G550 aircraft.Responsible for conducting flights in a safe and prudent manner in accordance with, but not limited to the following items:Reviewing the maintenance status of the aircraft.The conduct of a proper pre-flight inspection in accordance with the approved Aircraft Flight Manual.A complete check of weather and facilities along the route to be flown and airports to be used, including alternate airports.Ensure the flight is conducted in accordance with the policies and procedures of the flight department and applicable Federal Aviation Regulations.Ensure the safety of all passengers, aircraft and crew.Accurate completion of all trip paperwork in accordance with current procedures.QualificationsTotal time = 3500 hours (preferred)Total time = 2000 hours (minimum)PIC = 1500 hoursMEL = 1500 hours (preferred)MEL = 500 hours (minimum)MEL PIC = 500 hoursTurbine PIC = 500 hoursInstrument = 250 hoursSpecific Qualifications/CertificationsType rated on Gulfstream G550 (preferred)Turbine experience requiredFirst class medical requiredMust be able to work on an on-call basisMust be able to complete ICAO International procedures and all assigned trainingPrimary residence within a 2-hour drive from KGYY or willing to relocate.Additional InformationDRW collects salary range information based on market conditions from multiple industry sources. DRW crewmembers are paid based on geographic area, experience, equipment type/aircraft, job duties, and training.The annual base salary range for this position is $175,000 to $250,000 depending on the candidate’s experience, qualifications, and relevant skill set. The position is also eligible for an annual discretionary bonus. In addition, DRW offers a comprehensive suite of employee benefits including group medical, pharmacy, dental and vision insurance, 401k (with discretionary employer match), short and long-term disability, life and AD&D insurance, health savings accounts, and flexible spending accounts.For more information about DRW's processing activities and our use of job applicants' data, please view our Privacy Notice at residents, please review the California Privacy Notice for information about certain legal rights at levelSeniority levelMid-Senior levelEmployment typeEmployment typeFull-timeJob functionJob functionManagement and ManufacturingReferrals increase your chances of interviewing at DRW by 2xGet notified about new Pilot jobs in Chicago, IL.Chicago, IL $86,015.00-$117,706.00 1 week agoChicago, IL $130,000.00-$160,000.00 5 months agoChicago, IL $99,750.00-$129,924.00 5 days agoChicago, IL $64,885.00-$84,514.00 5 days agoFounder in Residence, 2 Hour Learning (Remote) - $400,000/year USDAutomotive Performance Coach - Chicago, IL MarketDowners Grove, IL $65,000.00-$75,000.00 1 week agoChicago, IL $68,700.00-$96,000.00 4 days agoPilot CJ3/CJ4 Relocation to Dayton/Cincinnati area requiredGreater Chicago Area $124,000.00-$160,000.00 19 hours agoChicago, IL $65,000.00-$75,000.00 3 weeks agoGreater Chicago Area $160,000.00-$195,000.00 6 days agoElk Grove Village, IL $26.00-$28.50 2 weeks agoChicago, IL $160,000.00-$220,000.00 3 days agoR&D Tech II - Pilot Plant Day TechnicianDes Plaines, IL $25.38-$31.73 16 hours agoDowners Grove, IL $80,000.00-$95,000.00 2 months agoDowners Grove, IL $100,000.00-$115,000.00 1 week agoSenior Scientist, R&D – Packaging DevelopmentGlenview, IL $83,400.00-$104,200.00 7 minutes agoChicago, IL $110,000.00-$125,000.00 3 weeks agoChicago, IL $60,000.00-$70,000.00 2 weeks agoWe’re unlocking community knowledge in a new way. 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Created: 2025-09-17