Support Engineer – DevTools, AI Reliability

🔥 12 minutes ago

🇺🇸 United States – Remote

💵 $57.5k - $70k / year

⏰ Full Time

🟡 Mid-level

🟠 Senior

📞 Support Engineer

👻 Ghost score 0%

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Checkly

WebsiteLinkedInAll Job Openings

11 - 50 employees

Founded 2018

☁️ SaaS

🔌 API

💰 $10M Series A on 2021-06

SaaS • DevOps • API

Checkly is a developer-focused company that provides a code-first synthetic monitoring solution specifically designed for modern DevOps, platform engineering, and SRE teams. It offers a comprehensive suite of monitoring tools, including end-to-end (E2E) testing, synthetic monitoring, API monitoring, and alerting, with powerful integrations for various CI/CD pipelines and popular developer tools like GitHub, Slack, and Jenkins. Checkly allows developers to write, test, and deploy monitoring checks as code, enabling version-controlled monitoring and reducing mean time to resolution (MTTR) by detecting issues before they impact users. Its platform supports seamless integration into existing workflows, providing essential dashboards and incident management capabilities to ensure the reliability and availability of web applications and APIs.

📋 Description

• Resolve customer issues by debugging Playwright tests and API check failures • Analyze packet captures, traceroutes, and timing breakdowns • Set up single sign-on and SAML • Provide engineering with clean bug reproductions or open pull requests • Improve internal and external AI support agents and their handoff processes • Identify customer patterns and turn support tickets into product fixes and features • Maintain and expand product documentation • Use modern support and productivity tools such as Plain, Linear, and Mintlify • Work directly with customers and collaborate asynchronously with product and engineering

🎯 Requirements

• Some experience in a technical role, such as development or technical support • Ability to read and debug JavaScript, TypeScript, and Node.js code • Comfortable with HTTP, REST APIs, browser developer tools, Git, and CI/CD practices • Daily use of AI tools such as Claude Code, Codex, Cursor, or similar • Clear, friendly written and spoken English • Ability to work independently remotely and collaborate with the team • Based on the US East Coast or in the same time zone • Ability to debug Playwright tests, including flaky selectors, timeouts, and authentication flows • Experience with API check failures, PCAPs, traceroutes, and timing breakdowns • Experience setting up SSO and SAML

🏖️ Benefits

• Stock options • Flexible paid vacation • Paid sick leave • Up to 14 weeks of paid parental leave • US medical, dental, and vision insurance • FSA • Long- and short-term disability insurance • Life insurance • 401(k) • Annual company off-site • Async-first, low-meeting work culture • Transparent salary • Modern tools including Plain, Linear, and Mintlify