Director of Software
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.
What You'll Do:
Own software execution and the software roadmap across autonomy, SkyNav, and the internal tools that support aircraft flying today
Build, lead, and develop the software team, including hiring, performance, growth, and the tech-lead or management layer as the team scales
Own org design for software, and be accountable for delivery, team health, and the software budget
Act as a player coach. Write code, review code, and take on hard problems when needed
Set technical direction through shipped systems and measurable outcomes
Work directly with operators and customers to iterate based on live deployments and field feedback
Partner tightly with hardware, flight, and manufacturing to ensure software and aircraft evolve together
Improve reliability, performance, and maintainability as the fleet and customer base scale
What You'll Bring:
Proven experience shipping and supporting complex production software systems
Experience leading and developing software teams, including hiring and growing engineers, while staying close to the technical work
Experience with autonomy, robotics, or mission planning systems
Strong systems thinking across autonomy, frontend, backend, and infrastructure
Comfort operating in environments where software meets hardware and real-world constraints
Bias toward execution, ownership, and accountability
Hands-on experience building with Python, C++, and JavaScript
Bonus Points:
Experience supporting software on production hardware, flight systems, or safety-critical systems.
Startup experience scaling teams and systems while things are still evolving.
Hands-on experience building with ROS, ElectronJS, Ardupilot, or Mavlink.
Want to join our mission? Apply to learn more!
Due to U.S. government contract requirements, this role is limited to U.S. citizens, U.S. permanent residents, or candidates from specific countries authorized under applicable export control regulations.
Check your CV against this role
Drop your CV. You get a 0-100 fit score against the actual job description, plus the read a senior engineering lead would write. Private to you.
Score this once, or every future role
Start the candidate journey and every new role on the board gets scored against you.
Five minutes. Tell us what you’re after, drop your CV once, pick how we should reach out. You get a candid read back and you only hear from us when a role fits.