Checkly Product Manager at Checkly responsible for shaping company and product strategy in AI testing, monitoring, and observability. The role involves leading initiatives across teams and representing Checkly to customers and developer communities.
Responsibilities
As a Product Manager, you will be responsible for empowering developers and designers to solve customer problems. You will work directly with our SVP Product Engineering Daniel.
Shape company and product strategy alongside our SVP of Product Engineering. 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. You build the strategy with us, not execute someone else's.
Shape Checkly's point of view on reliability in an AI-native world: how teams monitor AI-generated code, agent-driven workflows, and LLM-backed features
Lead initiatives across Product Engineering, Sales and Marketing, and represent Checkly directly to customers and in developer communities.
Live in the product and the problem. Empathy for DevOps, SRE and Platform Engineering isn't a line item. It's the job.
You ship with AI where it helps and know when not to. You don't just talk about it.
What you should have
You've built software before this. You're an ex-engineer, ex-founder, or ex-solutions engineer who has written real code and shipped real things, and now you want to own the product. This one's non-negotiable: you should be able to reason about APIs, MCPs, CLIs, and how systems fit together without a translator.
You've worked in a startup, not just a big company. You're comfortable with ambiguity, small teams, and owning outcomes end to end. You don't need a big-company machine around you to be effective.
You've built technical products, ideally developer tools. Adjacent technical products count. Experience in monitoring or observability is a nice-to-have, not a requirement.
New to the PM title? That's fine. If you're coming from a founding or solutions-engineering seat and want to go all-in on product, we want to hear from you.
You're technical enough to be dangerous with AI tooling. You can prototype in code, throw together a mock, or pressure-test technical viability yourself when it moves things forward.
Qualification
Ability to reason about APIs
Required
Experience building software and shipping real products
Ability to reason about APIs, MCPs, CLIs, and system integration
Experience working in startups with comfort in ambiguity and owning outcomes end to end
