Product Manager (DevTools & AI Reliability)

Shape company and product strategy alongside the SVP of Product Engineering, developing the vision for where Checkly goes next in the AI testing, monitoring, and observability landscape. Shape Checkly's point of view on reliability in an AI-native world, including 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. Stay close to the product and the problem, with deep empathy for DevOps, SRE, and Platform Engineering. Ship with AI where it helps, prototyping in code and pressure-testing technical viability directly.

Has built software before as an engineer, founder, or solutions engineer who has written real code and shipped real things. Can reason about APIs, MCPs, CLIs, and how systems fit together without a translator. Startup experience, comfortable with ambiguity, small teams, and owning outcomes end to end. Has built technical products, ideally developer tools; monitoring or observability experience is a plus. New to the PM title is fine if coming from a founding or solutions-engineering seat. Fully remote within the UTC-3 to UTC+3 time zones; must be able to travel to other European countries without waiting for a visa appointment.