Leadership Team
A company is nothing without its leaders. Tradewind's leadership team has 10 decades of experience in the private aviation & transportation industry.
Why Tradewind?
From pilots to dispatch and everything in between, Tradewind may have a career for you. With bases in Oxford, CT, Westchester, NY, Stuart, FL and San Juan, PR, Tradewind is looking to add hardworking professionals to our fun, dynamic team. Recognized as a Top U.S. airline by the Conde Nast Traveler Readers' Choice Awards for 3 years running, our goal is to provide top customer service to our guest. Voters praised our super helpful and generous staff and our stress-free aircraft operations.
Join Our Team!Fly for Tradewind
Tradewind prides itself on aiding our pilots progress their careers towards a pilot position at a major carrier, with JetBlue and United partnerships. In addition to the benefits offered to all full-time team members, Tradewind pilots also receive Cockpit Access Security System (CASS) Member and Jumpseat privileges, Known Crew Member (KCM) eligibility, paid housing when relocated away from base, and paid training and uniforms.
Become a Tradewind PilotTeam Member Benefits
Full-time team members receive 50% health insurance paid, moving to 100% after 4 years, a 401(k) plan with matched contributions of 100% of the first 3%, and 50% of the next 2% of compensation, discounted staff travel on mainline airlines, PTO including maternity/paternity leave, and discounts on hotels, rental cars, and more!
Tradewind Careers