Software Development Manager, Observability Platform

7+ years in software engineering, with a software development background rather than a primarily operations or systems-administration one.

You build platforms and tools as software, with the testing, design, and engineering rigor that implies.

3+ years of engineering management experience, developing engineers and delivering complex technical initiatives through both growth and change.

Direct, hands-on experience building an observability or telemetry platform before.

You do not need to have built a commercial product such as Datadog or Honeycomb, but you have built or implemented the equivalent capability inside an engineering organization.

You understand wide structured events, high-cardinality data, columnar or streaming backends, sampling, tagging, and context propagation, and why these matter for asking questions you did not anticipate.

Define what observability means at Wealthsimple, articulate a multi-year roadmap, and align engineering and leadership behind it.

You turn a vision into a sequenced plan and then into shipped platform capabilities.

Build the wide-event data model and the golden paths on top of it.

Lead the design of an events-first foundation on open standards such as OpenTelemetry, including the shared SDKs, libraries, and instrumentation defaults that make rich, consistent telemetry the path of least resistance for every team.

Drive the company's detection and reliability goals.

Lead the work that reduces mean time to detect on key user flows, using SLOs and customer-experience signals that catch issues before customers feel them, rather than alerts that only report machine state.

The Observability Platform team exists to make production legible to every engineer and AI agent at Wealthsimple, on their first day and every day after. We treat the platform as a product, with our internal engineering teams as our customers.

Our mission is to provide the best, most consistent logging, metrics, and tracing experience. We do this by brokering tools and patterns into golden paths that accelerate best practices, and by connecting teams to business impact through SLOs, user flows, and customer experience signals. We instrument on open standards so that switching costs are a configuration change rather than a rewrite, we optimize for the questions engineers did not anticipate rather than for pre-built dashboards, and we design for a world where both humans and AI agents investigate production through fast, high-cardinality data.

As the founding Software Development Manager for this team, you'll hire and lead the engineers who build that foundation, and you'll set the technical vision that shapes how Wealthsimple understands its systems for years to come.