Manager Software Development, Observability Platform
Wealthsimple Technologies · Remote · Remote (Canada) ·
COMPENSATION
€•• – ••k
Listed on the employer's job board (Ashby)
- Hybrid (Canada)
- Manager + Hands-on
- OpenTelemetry focus
- Fintech environment
- Build from scratch
As the founding manager for the Observability Platform, you will hire and lead engineers building the foundation for production visibility. The team treats observability as a product, creating high-cardinality data assets that serve engineers, service owners, and AI agents. You will define the technical vision and roadmap for how the company understands its systems.
What you'll do
- Hire and lead the engineering team, managing performance and career development
- Build the wide-event data model and SDKs based on OpenTelemetry standards
- Design columnar or streaming backends and access patterns for fast queries
- Define the multi-year observability roadmap and align leadership behind it
- Manage tool and vendor strategy, optimizing Datadog usage and reducing lock-in
- Validate the approach with pilot teams before scaling across the organization
- Use AI coding tools to prototype solutions and support the team technically
What you'll need
- At least 7 years of software engineering experience with a platform background
- 3+ years of engineering management experience leading complex initiatives
- Direct experience designing wide structured events and handling high cardinality
- Proven track record building internal observability or telemetry platforms
- Experience shipping SDKs and shared libraries for other engineering teams
- Fluency with OpenTelemetry and SLI/SLO design tied to business outcomes
- Ability to set technical vision and influence cross-boundary stakeholders
Nice to have
- Experience with ClickHouse, Kafka, or high-cardinality query engines
- Background in building observability for LLM and agent-based workloads
- Familiarity with self-serve data access or semantic layers
- Previous experience in a regulated or fintech environment
Stack
- OpenTelemetry
- Datadog
- ClickHouse
- Kafka
- Claude Code
How you'll work
- Hybrid work model with offices in North America
- Option to work outside Canada for up to 90 days per year
- Headquartered in Toronto, Canada
What you get
- Top-tier health benefits and life insurance
- Group savings plan with employer match
- 20 vacation days plus 4 wellness days annually
- Unlimited sick and mental health days
- Access to employee resource groups