Site Reliability Engineer

What you'll do

• Own reliability across Retool Cloud, managed single tenant, BYOC, and self-hosted deployment paths, including provisioning, upgrades, migrations, configuration changes, and production escalations.
• Build automation that turns manual infrastructure work into repeatable systems: Terraform runs, customer environment updates, upgrade workflows, secret rotations, and migration steps.
• Improve observability for Retool Cloud, self-hosted customers, and internal operators, turning health signals into clear status, likely causes, and recommended actions.
• Design safer deployment, upgrade, and rollback paths so Cloud and managed customers can stay current.
• Help move customers from legacy deployment models toward supported paths (Blueprints, Kubernetes, Helm) with repeatable migration flows.
• Partner with product engineers on infrastructure requirements for new Retool products.
• Lead through ambiguity, make risk calls, communicate clearly.
• Write docs, runbooks, design notes, and migration guides.

What we're looking for

Infrastructure fundamentals

• Deep experience operating production infrastructure in AWS.
• Experience improving reliability for customer-facing SaaS systems.
• Strong Kubernetes fundamentals.
• Real Terraform or infrastructure-as-code experience.
• Good operational judgment around databases, especially Postgres.

Reliability and automation

• Experience building or operating observability systems.
• Programming ability in Go, Python, TypeScript, Java, or Ruby.
• Bias toward automation.

Customer and team judgment

• Clear written communication.
• Comfort working directly with customer-facing teams and customers.

Nice-to-haves

• Ambition, curiosity, energy, attention to detail.
• Comfort getting hands dirty in messy customer environments and systems.