Manager Software Development, Observability Platform

Wealthsimple
Canada
Workplace: RemoteFull timeFunction: Solutions Engineering & Sales EngineeringExperience: 7+ yearsSkills: ["Technical leadership","People leadership","Collaboration","Communication","Continuous improvement","Experimentation","Cross-functional influence","Coaching","Inclusive leadership"]

Lead the Observability Platform team to make production legible for every engineer and AI agent. Own a multi-year observability roadmap spanning logging, metrics, and tracing; build wide-event data models and “golden paths” on open standards like OpenTelemetry; drive detection and reliability improvements using SLOs and customer-experience signals; and establish test-and-learn pilots while shaping observability tool/vendor strategy, including reducing Datadog lock-in.

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FursaFursa
Wealthsimple
Wealthsimple
1 month ago

Manager Software Development, Observability Platform

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Canonical indexed version, validated from employer's careers page.

Source: Company careers pageValidated by: Fursa AI
Last checked: 2 hours agoStatus: Live

Job Summary

Lead the Observability Platform team to make production legible for every engineer and AI agent. Own a multi-year observability roadmap spanning logging, metrics, and tracing; build wide-event data models and “golden paths” on open standards like OpenTelemetry; drive detection and reliability improvements using SLOs and customer-experience signals; and establish test-and-learn pilots while shaping observability tool/vendor strategy, including reducing Datadog lock-in.
Location: Canada
Workplace: Remote
Employment Type: Full time
Job Function: Solutions Engineering & Sales Engineering
Seniority: Manager level

Key Responsibilities

  • •Hire and lead engineers building the observability foundation, owning career development, performance management, coaching, and a culture of technical excellence.
  • •Define observability strategy and a multi-year roadmap, turning vision into sequenced plans and shipped platform capabilities.
  • •Lead design of an events-first, wide-event data model and “golden paths,” including shared SDKs/libraries and instrumentation defaults.
  • •Drive detection and reliability goals by reducing mean time to detect on key user flows using SLOs and customer-experience signals.
  • •Own observability tool and vendor strategy across the observability stack (including maximizing Datadog value while reducing lock-in) and stay hands-on with critical architecture and experiments.
Travel: Medium travel

Pay and Benefits

Perks:Health InsuranceLife InsurancePaid LeaveWellness Stipend

Key Requirements

  • •7+ years of software engineering with a platform/tool-building background, including testing and engineering rigor.
  • •3+ years of engineering management experience developing engineers and delivering complex technical initiatives through growth and change.
  • •Direct, hands-on experience building an observability or telemetry platform and implementing equivalent capabilities inside an engineering organization.
  • •Experience with event-based systems, including wide structured events and high-cardinality data, plus sampling/tagging and context propagation.
  • •Fluency with open standards and instrumentation, including hands-on OpenTelemetry (or equivalent) and SLI/SLO design.
  • •track record building SDKs and shared platforms as “paved roads” for other engineers
  • •Comfort setting vision and sequencing work and leading experiments to validate pilots
Experience:7+ yearsFintechObservabilityTelemetryPlatform engineeringAI agents
Skills:Technical leadershipPeople leadershipCollaborationCommunicationContinuous improvementExperimentationCross-functional influenceCoachingInclusive leadership
Tech Stack:OpenTelemetryDatadogHoneycombMCPClaude CodeLLMsKubernetesArgo RolloutsClickHouse

Company Brief

Wealthsimple
Wealthsimple is a Canadian fintech offering automated investing, savings, tax filing, crypto trading, and cash accounts with a focus on low-cost, user-friendly financial services for retail customers.
Industry: Wealth Management
Company Size: Enterprise (1,001+ employees)
Growth: Scaleup
Valuation: Unicorn (USD 1B+)
Headquarters: Toronto, Canada
Founded: 2014
WebsiteLinkedIn