Checkly
Support Engineer (DevTools & AI Reliability, remote)
$43K–$87K
Eastern Time zone +4 · Remote · Full-time · Posted Oct 28, 2026
- Location
- Eastern Time zone
Boston
Atlanta
Tampa
Philadelphia - Experience
- Some experience in a technical role; no years specified.
About the job
Supports customers using Checkly by debugging monitoring issues, improving AI-assisted support, and turning customer feedback into product fixes, features, and documentation.
What you'll do
- Debug customer issues involving Playwright tests, API checks, SSO, and SAML; provide reproductions or submit pull requests.
- Improve the quality and escalation behavior of AI support agents.
- Identify customer issue patterns and contribute to product changes and documentation.
What they ask for
- Some experience in a technical role, such as development or technical support.
- Ability to read and debug JavaScript, TypeScript, and Node.js code.
- Comfort with HTTP, REST APIs, browser dev tools, git, and CI/CD practices.
- Based on the US East Coast or the same time zone.
Nice to have
- Experience using AI tools such as Claude Code, Codex, or Cursor in daily workflows.
- Clear, friendly English communication.
Pay
$57,500 - $70,000 USD base salary; $71,910 - $87,000 USD base salary; $43,000 - $52,000 USD base salary
Tools
Playwright, JavaScript, TypeScript, Node.js, HTTP, REST APIs, git, CI/CD
AI focus
Improve an AI-assisted support process, including what support agents answer, when they hand off to a human, and answer quality; use AI tools in daily work.
Model-written summary · the original posting is authoritative