Principal Site Reliability Engineer, Security

Squarespace is hiring a Principal Site Reliability Engineer, Security to join our fully remote team in the United States. As a Principal Site Reliability Engineer, Security, you'll keep our infrastructure reliable, scalable, and secure. This is a freelance, work-from-home role open to candidates across the US (Remote — US (West Coast)). About the role You'll keep our infrastructure reliable, scalable, and secure, partnering with a friendly, distributed team across US time zones. We care about outcomes over hours and give you the autonomy, tools, and support to do your best work from home. What you'll do: • Automate deployments and reduce operational toil • Build and maintain CI/CD pipelines and infrastructure as code • Partner with engineering on scalability and security • Improve observability, alerting, and reliability • Monitor systems and respond to incidents What we offer: • Flexible working hours across US time zones • 100% remote, work-from-anywhere-in-the-US culture • Annual learning and professional development budget • 401(k) retirement plan with company match • Paid parental leave How we work We're remote-first and async-friendly. Expect clear documentation, regular feedback, supportive teammates, and real opportunities to grow your career. Squarespace is proud to be an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment for everyone.

Minimum qualifications: • 7+ years of experience, including leading teams or projects • On-call and incident response experience • Experience with AWS, GCP, or Azure • Scripting skills (Bash, Python, or Go) • Hands-on with Kubernetes, Terraform, or similar Nice to have: • Comfort communicating clearly and proactively in writing • A growth mindset and eagerness to keep learning