Senior Flight Operator

Skyways designs, builds, and operates fully autonomous long-range cargo aircraft. Founded in 2017, the company has spent the last eight years developing and deploying autonomous logistics systems for real-world operations. Our V2 aircraft carries 30 lbs up to 500 miles, while our next-generation V3 carries 100 lbs over 1,000+ miles with 20+ hours of endurance. Both use a hybrid-electric architecture that takes off like a helicopter and cruises like a plane, enabling long-range autonomous delivery without traditional runway infrastructure. Today, Skyways aircraft operate across three continents in controlled national airspace under FAA oversight and in support of U.S. military operations. We are transitioning from prototype development to full-rate production and scaling toward large autonomous cargo fleets. Backed by Y Combinator and a $37M AFWERX STRATFI award from the U.S. Air Force, Skyways is creating a new form of transportation to advance our civilization from Austin, Texas. The Opportunity As a Senior Flight Operator on the Flight Team, you are one of the people who make Skyways aircraft fly, and one of the people other operators learn from. You will plan and execute the most demanding missions and flight tests, own operational workstreams end to end, troubleshoot in real time, and turn what you see in the field into the procedures and standards the rest of the team flies by. This is a hands-on, field-based role focused on real operations. Beyond flying, you will raise the operational bar: developing procedures, leading readiness reviews, and bringing junior operators up to speed.