Operations | Monitoring | ITSM | DevOps | Cloud

Checkly and the Agentic Software Layer

November 24th, the Opus 4.5 release turned around the entire tech industry. This was the moment when agents became capable. Capable enough to write solid staff-level code. Capable enough to reason about alerts, investigate root causes much faster than most engineers, and set up the reliability layer faster. For me, this feels like an iPhone moment on steroids; the adoption of AI is accelerating much faster than any adoption curve I’ve seen over the past few decades.

One CLI, Two Audiences: How We Built for Agents and Human

Half of the Checkly CLI users are already coding agents. This is not a prediction — it's what the data shows today. Since February, more and more agents have been using the CLI to manage and configure their Checkly monitoring setups. Right now, we're at 50% human and 50% agentic CLI users. And we predict that by the end of 2026, it won't be humans using the CLI; the agents will have taken over. The terminal became the primary interface for AI agents doing real work in the Checkly ecosystem.

Expanding Uptime Monitoring Down The Stack: ICMP Monitors Are Now Available In Checkly

When we started building Checkly's uptime monitoring suite, the goal was to give engineering teams complete visibility across every layer of their stack, from application down to network, in one place. URL, TCP, DNS, and Heartbeat monitors covered a lot of that ground. But one fundamental piece was missing: the ability to simply ping a host and know if it's reachable.

Introducing Rocky AI to General Availability

After months of being available in Beta for our app users, Rocky AI is now generally available to all users and plans. Rocky AI is Checkly’s AI agent that works around the clock, 24/7, to make sure your application’s reliability is optimal. In this first release, Rocky AI ships with the ability to run continual Analysis on test and check failures, giving your teams AI-powered root cause analysis, impact analysis, and more.

We Turned Our WireShark Wizard Into a Markdown File

Rocky AI — Checkly’s AI agent — is now Generally Available. We developed Rocky AI over the last ~6 to 8 months. This is an aeon in AI-years. During this period, we learned a ton. About AI, but mostly about how to fit them into an existing SaaS product, not just another chat widget. This is my ramble…

The Current State of Content Negotiation for AI Agents (Feb 2026)

The web was built for humans, but now the agents are taking over. Humans look at a web page and see content rendered by their browser. AI agents see 180,000 tokens of nav bars, footers, and div soup — burning through their context window on junk that makes them slower and stupider. The web needs to evolve, and we as developers are driving the shift. AI agents like Claude Code, Cursor, Codex, and Gemini are how we interact with documentation, CLIs, and products today.

Introducing: Checkly Agent Skills

AI coding agents are excellent at writing code. Ask Claude Code, Codex, or Cursor to add a feature, and it just works. At Checkly, we were ready for the new agentic world from the start! Monitoring as Code means your entire monitoring setup lives in your repository. API Checks, Browser Checks, alert channels, status pages; everything is defined in code, managed with the Checkly CLI, and version-controlled like any other part of your stack.

How to Write a Cover Letter That Actually Helps You Get the Job

Cover letters are supposed to help you shine, but most of them blur together into the same polite, forgettable paragraphs. The intention is good (“I want them to notice me!”), but the execution… not so much. So, here’s a simple, honest guide to writing a cover letter that actually works, especially if you’re applying to Checkly. Spoiler: shorter is better. And authenticity in this AI era is better than perfect polished perfection.

Playwright Check Suites Are Now GA - But What Does That Mean For You?

There are only a few companies that successfully invest in actively monitoring real user flows in production. I’ve been puzzled by the state of the art for many years, because I’m an anxious developer that always needs to know that production is “all right”. How can it be okay for all of us to wait for error logs, thrown exceptions or customer complains to learn about production issues?

Introducing The Next Phase Of Synthetic Monitoring: Playwright Check Suites

We've been running Playwright in production since the beginning. Today, we're going all in. When we first launched Browser Checks with Playwright support, we proved something critical: the most popular test automation framework since Selenium isn't just for testing—it's the foundation of modern production monitoring. But that was just the beginning. Today, we're announcing Playwright Check Suites—our bet on the future of monitoring and the most significant evolution in Checkly's history.