Director of Software

About the role

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 Director of Software, you will own the software behind Skyways aircraft flying real missions today.
You will lead execution across autonomy, SkyNav, and the internal tools that support flight operations, production aircraft, and customer deployments. This is a hands-on leadership role for someone who can set direction, build the team, create the roadmap, and still go deep technically when the hardest problems need direct ownership.
The role sits at the intersection of software, aircraft, operators, and customers. You will work closely with flight, hardware, manufacturing, and operations to turn real-world constraints into reliable software that scales from live deployments to larger autonomous fleets.