AI-Driven Application Monitoring with Checkly and Claude Code

Aug 19, 2025

In this webinar, Stefan Judis (Developer Relations at Checkly) and Dan Giordano (VP of Marketing at Checkly) dive into how LLMs and AI tools can be used with application monitoring. You’ll see a live demos of integrating Claude Code, Playwright MCP, and Checkly’s Monitoring as Code.

  • Automate API and browser monitoring with LLMs
  • Connect Playwright end-to-end tests to production monitoring
  • Use AI to debug, fix, and deploy monitoring setups
  • Apply best practices for alerting, incident response, and reliability

⏱️ Timestamps

00:00 – Welcome & Housekeeping

01:15 – The AI hype: reality vs. productivity

02:30 – What AI means for application monitoring

03:59 – Checkly overview: monitoring as code

05:04 – Is Checkly AI-ready? (Claude Code + CloudMD)

07:11 – Demo setup: Next.js demo app + Claude Code

14:20 – Setting up Checkly project & first uptime check

21:45 – Testing & deploying monitoring safely

27:35 – Adding API monitoring (Products endpoint)

34:52 – Creating browser checks with Playwright

39:41 – Playwright MCP: generating new tests with AI

47:12 – Breaking tests & debugging with AI analysis

53:07 – Adding alert channels

55:28 – Key takeaways & summary

57:00 – Closing remarks & getting started

👉 Resources & Next Steps

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