Fully remote, async-first, DevTools SaaS, 40h/week, time zones: They catch it first, in the pull request, in staging, or in the checkout flow at 3am, before a single user notices. We give developers and their agents the tools to own reliability the way they own their code: monitoring defined as code, powered by OpenTelemetry and Playwright, versioned and reviewed like everything else they ship. 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. is becoming an unanswerable question for a whole generation of AI-native software. Nobody has really figured out what reliability means for this kind of software yet. It's a genuine partnership: you'll develop the vision for where Checkly goes next, decide where we play in the AI testing, monitoring, and observability landscape and where we don't, and turn that into a direction. Empathy for DevOps, SRE and Platform Engineering isn't a line item. You've built software before this. Experience in monitoring or observability is a nice-to-have, not a requirement.
You can prototype in code,



throw together a mock, or pressure-test technical viability yourself when it moves things forward.
FULLY remote role, within the UTC-3 to UTC+3 time zones. Need to be able to travel to (other) European countries without having to wait for a visa appointment.
If you want to lead with your own bold bets, you will find this frustrating.
Remote-first, versátil work hours, async-first (low meeting, high productivity) and transparent culture
~ Become part of a fast-growing, international, and remote team where your work matters, and your impact won’t get lost in layers of bureaucracy.
~ 27 days of paid vacation + your local public holidays
~ Co-working budget or home office setup
~ Employee & contractor options

Studies by several different sources have shown that on average men will apply for a job if they meet 60% of the application requirements. Women, non-binary people and POC will seek to match a much higher percentage of requirements before applying.

📌 Product Manager (Gambling) (remote)
🏢 Checkly
📍 Madrid