Lead Cloud Engineer, Observability

Squarespace is hiring a Lead Cloud Engineer, Observability to join our fully remote team in the United States. As a Lead 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 (PST)). 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: • Partner with engineering on scalability and security • Automate deployments and reduce operational toil • Monitor systems and respond to incidents • Build and maintain CI/CD pipelines and infrastructure as code • Improve observability, alerting, and reliability What we offer: • Home office and wellness stipends • 100% remote, work-from-anywhere-in-the-US culture • Paid parental leave • Flexible working hours across US time zones • Annual learning and professional development budget 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 • Hands-on with Kubernetes, Terraform, or similar • Scripting skills (Bash, Python, or Go) • On-call and incident response experience • Experience with AWS, GCP, or Azure Nice to have: • A growth mindset and eagerness to keep learning • A track record of taking ownership and shipping independently