Senior Software Engineer

We are Skyward.

That is, a love for people, for improvement, for human advancement through information technology. We are a people-centered business with a desire to serve others. We are diverse and unified; creative and collaborative; a collection of complementary, not competing talents. And though on the surface we remain relaxed, beneath, a torrent of energy links us to our civic tech mission.

We stand by our values, and we won’t compromise on any of them.

Integrity: We’re conscientious, intentional, and empathetic. Our words and actions align. That’s our character. Please don’t ask us to play another part, we’re poor actors.

Compassionate: If we may borrow a quote from Theodore Roosevelt: “No one cares how much you know until they know how much you care.” Because our team is thoughtful and supportive, caring deeply for each other, our clients, and our work, this comes naturally.

Inquisitive: We remain students by failing openly and turning lessons into solutions.

Unconventional: For us, life isn’t what happens outside of work. Work happens inside of life and our culture erases the line often dividing the two.

Authentic: Made possible only because we embody the values listed above. We’re relaxed and fun yet intensely curious and driven. Team members are placed with thought, care, and precision to ensure that Trust, Truth, and Transparency continue to represent our brand.

Because of that, we continue Onward, Upward, and Skyward.

We need a Senior Software Engineer.
Are you the person people call when their architecture won’t scale? When their API design feels “off”? When their frontend needs to actually make sense to a human? Do you push beyond “it works” into “it’s elegant, scalable, and built for the future”? If you’re driven by innovation and energized by experimenting with emerging technologies (especially AI-powered solutions) we want to talk to you.

This isn’t just another engineering role. This is an opportunity to build intelligent, human-centered systems that modernize how one of the nation’s largest healthcare agencies serves millions of Americans.

Come join us if you're motivated to learn from others, to learn from mistakes, to be part of a future-looking and growth-oriented team.

Let's go Skyward together.

• Serve as a senior engineer supporting CMS’s modernization efforts — reducing manual effort, improving data accuracy, and enhancing transparency through scalable, AI-enabled enterprise systems.
• Design, build, and scale full-stack applications using modern backend frameworks (Python/FastAPI or similar) and dynamic frontend technologies (React or comparable frameworks).
• Architect and implement RESTful APIs and microservices that power intelligent features leveraging NLP and large language models (LLMs).
• Collaborate closely with Human-Centered Design (HCD) experts to deliver intuitive, responsive, and accessible user experiences that truly serve real people.
• Lead backend development efforts focused on performance optimization, observability, reliability, and clean architecture patterns.
• Build and enhance CI/CD pipelines (Jenkins or similar tools), ensuring automated testing, code quality enforcement, and secure deployments in cloud-native environments.
• Troubleshoot complex system issues, debug test failures, improve test coverage, and raise the bar for engineering quality across the team.
• Identify high-impact automation opportunities that meaningfully reduce operational burden for end users and stakeholders.
• Contribute to architectural decisions, technical roadmaps, and engineering best practices across the program.
• Partner cross-functionally with product, customer experience, data science, and Dev Ops teams to align technical implementation with mission outcomes.