Startups · AI

Senior Product Engineer (DevTools & AI reliability, remote)

Checkly · Remote (UTC-3 to UTC+3) · Remote

← All jobs
About Checkly

The only monitoring platform built from the ground up to be operated by developers and agents to give teams a clear signal of application health. Backed by Accel and CRV.

About the role

Here's the thing about 2026: AI agents and coding assistants are shipping more software, faster, than any team could review by hand, and more of it is breaking in ways nobody has seen before. LLM-backed features fail probabilistically. Agents take actions no runbook anticipated. "Is my app healthy?" is becoming an unanswerable question for a whole generation of AI-native software. You will build reliability for this kind of software.

More about this role

(Fully remote, async-first, DevTools SaaS, 32-40h/week, time zones: UTC-3 to UTC+3)

The best developers don't wait for a customer to tell them something's broken.

They catch it first, in the pull request, in staging, or in the checkout flow at 3am, before a single user notices. That instinct is Checkly's whole reason to exist. We give developers and their agents the tools to own reliability the way they own their code: end-to-end tests and synthetic monitoring defined as code, powered by OpenTelemetry and Playwright, versioned and reviewed like everything else they ship. From pull request to post-mortem, in one place.

Thousands of them, from modern AI companies like Mistral and resolve.ai to large engineering orgs like LinkedIn, Citi, and 1Password, build with us. In 2024 we raised $20M in Series B funding from Balderton, CRV and Accel.

Here's the thing about 2026: AI agents and coding assistants are shipping more software, faster, than any team could review by hand, and more of it is breaking in ways nobody has seen before. LLM-backed features fail probabilistically. Agents take actions no runbook anticipated. "Is my app healthy?" is becoming an unanswerable question for a whole...

Read the full posting on Checkly's site ↗

Engineering

Build your edge while you search

Free tools for founders and investors, plus VC Unfiltered, our take on startups, venture and the people who build them.