Software Engineer building AI observability features for Honeycomb’s developer tools. Developing data infrastructure and product experiences to help customers debug LLM agents.
About the role
- Senior Software Engineer automating high-volume workflows in financial services at Wealthsimple. Collaborating with operational teams to identify and resolve inefficiencies and improve regulatory compliance.
Responsibilities
- Embed with enablement teams — Brokerage Operations, AML/Compliance Supervision, Trade Desk, Treasury, Account Operations, Margin Supervision — to deeply understand how the work gets done and where the friction lives.
- Automate high-volume manual workflows end to end, from regulatory reporting (AML STR/LVCTR/EFTR, Form 1/CIRO, DTC asset segregation) to journal entries, reconciliations, collateral monitoring, brokerage liquidations, and complex registered-plan administration.
- Advance our risk oversight for leveraged offerings by building automated alerts, managing liquidation processes, and daily reconciliations with external vendors.
- Partner with the AI agentic workflows team to make sure what you build is accurate, secure, auditable, and reuses shared components rather than reinventing them.
- Exercise judgment on what's the highest impact. You won't be handed a ticket backlog — you'll work with leadership on the Brokerage team, engineering managers, and with the operators themselves to decide what gets built.
- Surface the invisible problems. Some of your most valuable output will be insight: pattern recognition across workflows that becomes input to regular R&D planning.
Requirements
- Senior software engineer with strong full-stack range and comfort across data pipelines, internal tooling, and AI-augmented workflow automation.
- A genuine collaborator with non-engineers — you can sit in an ops standup, ask the right questions, build trust with compliance officers and traders, and translate what you hear into shippable solutions.
- Bias for shipping in the weeds. You make judgment calls about what to fix without waiting for a PM to scope it. You close loops yourself.
- Comfort with ambiguity. This role rewards engineers who can take a vague "this workflow is painful" and walk out with a concrete diagnosis, a path, and an outcome.
- A reuse-first mindset. You coordinate across embedded teams (AML, brokerage tooling, reliability) and integrate with what already exists rather than rebuilding it.
- Entrepreneur mindset. You proactively identify what needs doing, take ownership, and drive solutions forward, thriving on autonomy rather than waiting for a predefined problem or plan.
- Deep curiosity. You're the person who reads the docs before the meeting, digs into the "why" behind the business requirement, and learns a new domain because you genuinely want to understand how things work — not just what you need to ship.
- AI-first mindset. You leverage AI tools to accelerate development, improve code quality, and solve problems more effectively. You have already evolved your workflow through AI and are eager to continue innovating.
- Strong written communication. You'll regularly report to the Engineering and Brokerage leadership on what you're learning and where the next 10x opportunity is
Benefits
- Top-tier health benefits and life insurance
- Long-term group savings with employer match, through Wealthsimple for Business
- 20 vacation days, 4 wellness days, and unlimited sick and mental health days per year
- 90 days away: work outside Canada for up to 90 days per year
- Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS
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