Software Development Manager, Observability Platform

🕒 July 23

🇨🇦 Canada – Remote

⏰ Full Time

🟠 Senior

🔴 Lead

👮‍♀️ Software Engineering Manager

👻 Ghost score 32%

What it means: how likely this posting is sitting open without active hiring.How to read it: 60% or higher means we think this is a ghost. Lower scores are less of a worry.How we score it: age, reposts, open roles vs team size, how fast jobs close, and whether pay is listed.Fine print: an estimate from public data, not a judgment of the company. Real jobs can score high, so treat it as a hint, not a fact.

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Wealthsimple

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2014

💼 Consulting

🛡️ Insurance

💳 Fintech

🔥 Funding within the last year

💰 $393M Series E - Wealthsimple on 2025-10

Consulting • Insurance • Fintech

Wealthsimple is a Canadian financial technology company that provides consumer banking, investing, and wealth management services. It offers chequing accounts, savings, credit cards, self-directed trading (stocks, ETFs, options), cryptocurrency trading, managed portfolios, tax services, and advisory wealth management for high-net-worth clients. Wealthsimple combines digital-first banking and low-fee investing products aimed at retail customers, along with tools and educational content to support personal finance.

📋 Description

• Lead an impactful team with a lot of visibility. • Define what observability means at Wealthsimple, articulate a multi-year roadmap, and align engineering and leadership behind it. • Build the wide-event data model and the golden paths on top of it. • Drive the company's detection and reliability goals. • Make production legible to AI agents. • Run experiments and prove value on pilots. • Own the tool and vendor strategy. • Stay hands-on. • Move fast with AI tooling.

🎯 Requirements

• 7+ years in software engineering, with a software development background rather than a primarily operations or systems-administration one. • 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. • Experience with event-based systems. • A track record of building SDKs and shared platforms in a platform or foundations engineering team. • Fluency with open standards and instrumentation. • The ability to set a vision and a mission and move an organization toward it. • Comfort running experiments. • Strong people leadership. • Collaboration and influence across boundaries.

🏖️ 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