Senior Software Engineer – Sustaining Automation

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About the role

  • Senior Software Engineer leading the design and development of automation platforms at Chainguard. Focus on building AI-powered tooling within a remote first team environment.

Responsibilities

  • Architect the automation platform: Design the end-to-end system that orchestrates package creation, test generation, and image building. Own the technical vision and make decisions that will scale.
  • Build AI-powered tooling: Develop LLM-integrated, agentic pipelines for manifest generation, test scaffolding, and validation. Design prompt architectures, evaluation loops, and quality gates.
  • Write production Go: This is a hands on role! You'll develop CLI tools, services, and integrations alongside your team.
  • Build quality tooling: Develop tooling and automation that improves customer reliability, including test generators, validation frameworks, and quality gates.
  • Shape the roadmap: Collaborate with engineering leadership to identify the highest-impact problems and ensure they get solved. Participate in long-term planning for the organization.

Requirements

  • 5-7 years of software engineering experience, with a track record of designing and building complex systems
  • Strong Go expertise
  • Experience with AI/LLM integration: building systems that use language models for code generation, automation, or developer tooling. Familiarity with prompt engineering, evaluation, and guardrails
  • Systems architecture skills: ability to design loosely-coupled, scalable systems and make pragmatic trade-offs
  • Experience building developer tools, CLIs, or automation platforms
  • Deep Linux and build systems knowledge: experience with package managers (apk, apt, rpm), build tools (Make, Bazel, language-specific toolchains), and containerization
  • Container ecosystem expertise: Docker, OCI, container registries, Kubernetes
  • Strong communication skills: ability to write clear technical documents, work autonomously, and collaborate across teams

Benefits

  • Flexible & Remote-First Culture: Work remotely with team meetup opportunities, bi-annual destination summits, and a monthly stipend for coworking spaces, phone and internet costs.
  • Our Approach to Equity: Receive stock options upon hire and promotion. Plus, you can participate in secondary offerings and have 10 years to exercise your options (yes, you read that correctly: 10 years!).
  • 100% Covered Health Insurance: We cover 100% of your health, vision and dental insurance premiums for you and your dependents. Nothing comes out of your paycheck.
  • ∞ Flexible Time Off: Take the time you need – to do our best work, we need to recharge and reset.
  • 18 Weeks Paid Parental Leave: We offer 18 weeks for birthing parents and 12 weeks for non-birthing parents, with the option to use it all at once or throughout your child's first year.

Job type

Full Time

Experience level

Senior

Salary

$157,000 - $184,000 per year

Degree requirement

Bachelor's Degree

Tech skills

DockerKubernetesLinuxGo

Location requirements

RemoteCanada

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