Checkly seeks a remote (US Eastern Time) Support Engineer focused on DevTools and AI reliability. Responsibilities include resolving customer issues, debugging Playwright tests, analyzing API failures with packet captures and traceroutes, configuring SSO/SAML, creating reproducible bug reports or PRs, improving AI support processes, and owning documentation. Requires experience reading/debugging JavaScript/TypeScript/Node.js, familiarity with HTTP/REST, browser dev tools, git and CI/CD, and experience using AI tools. US salary range listed: $57,500–$70,000/year (role-specific tiers also provided).