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Senior Cloud Engineer, Agentic Infrastructure

Handshake

San Francisco, Ca · on site · full time · Senior

$176,000 - $220,000

About Handshake

Handshake is the career network for the AI economy. 20 million knowledge workers, 1,600 educational institutions, 1 million employers (including 100% of the Fortune 50), and every foundational AI lab trust Handshake to power career discovery, hiring, and upskilling.

The Role

At Handshake, we believe the infrastructure you build should be as thoughtful as the product it supports. We're looking for a Senior Cloud Engineer on the Agentic Infrastructure team who's excited to shape the foundation that our engineering teams build on — someone who sees infrastructure not as plumbing, but as a product in itself.

As a Senior Cloud Engineer, you'll be at the center of how we design, deploy, and evolve our cloud infrastructure. You'll work closely with engineering, platform, and security teams to define patterns that scale and make it easy for developers to ship safely and confidently.

What You'll Do

  • Architect and manage scalable, reliable cloud infrastructure across our production and development environments
  • Define and enforce best practices for cloud deployments, making it easy for teams to ship safely and confidently
  • Build and maintain CI/CD pipelines (we use Buildkite) and GitOps workflows with ArgoCD to streamline how code gets from commit to production
  • Own and evolve our Infrastructure as Code practices using Terraform, Crossplane, or similar IaC tooling
  • Drive platform improvements that reduce toil and increase developer velocity
  • Explore and implement AI-driven approaches to infrastructure automation, observability, and incident response
  • Partner with engineering teams to design systems that are cloud-native from the ground up
  • Mentor engineers across the organization on cloud best practices and patterns

Qualifications

  • Deep hands-on experience with GCP (strongly preferred), AWS, or Azure — running production workloads at scale
  • Strong proficiency with Infrastructure as Code, particularly Terraform or experience with Crossplane or similar policy-driven IaC
  • Fluency with modern CI/CD tooling (Buildkite, GitHub Actions, or similar) and a strong GitOps mindset with tools like ArgoCD or Flux
  • Experience designing container-based and Kubernetes-native architectures
  • A genuine curiosity about applying AI and automation to infrastructure problems (e.g., smarter alerting, self-healing systems, LLM-assisted runbooks)
  • Strong communication skills to explain complex architectural decisions across engineering and executive teams
  • A collaborative spirit and a bias toward documentation, standards, and shared ownership

Bonus Points

  • Familiarity with FinOps practices and cloud cost optimization
  • Background in platform engineering or developer experience (DX)
  • Exposure to Cloud Security practices, and experience with IAM, SIEM, scanning, etc.
  • Experience with service mesh architectures (Istio, Linkerd)

Benefits

Includes equity, 401(k) match, medical/dental/vision, paid parental leave, fertility benefits, mental health support, $500 wellness stipend, $2,000 learning stipend, internet/commuter benefits, free lunch and gym in SF office, and flexible PTO with 15 holidays + 2 flex days.