Staff Cloud Engineer, Observability

Squarespace is hiring a Staff Cloud Engineer, Observability to join our fully remote team in the United States. As a Staff Cloud Engineer, Observability, you'll keep our infrastructure reliable, scalable, and secure. This is a full-time, work-from-home role open to candidates across the US (Remote — US (EST)). 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: • Build and maintain CI/CD pipelines and infrastructure as code • Monitor systems and respond to incidents • Improve observability, alerting, and reliability • Partner with engineering on scalability and security • Automate deployments and reduce operational toil What we offer: • Flexible working hours across US time zones • Annual learning and professional development budget • 100% remote, work-from-anywhere-in-the-US culture • Generous paid time off and company holidays • 401(k) retirement plan with company match 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 • Scripting skills (Bash, Python, or Go) • Experience with AWS, GCP, or Azure • Strong troubleshooting skills • On-call and incident response experience Nice to have: • Experience working in a fully remote or distributed team • Familiarity with modern collaboration tools (Slack, Notion, Linear)