Specialist, People Operations (12 month contract)

Wealthsimple is Canada’s leading financial innovator. The company offers a full suite of simple, sophisticated financial products across managed investing, do-it-yourself trading, cryptocurrency, tax filing, spending and saving. Wealthsimple currently serves more than 4 million Canadians and holds over $169 billion in assets under administration. The company was founded in 2014 by a team of financial experts and technology entrepreneurs, and is headquartered in Toronto, Canada.

We're proud of what we've built — and we're just getting started. Read our Culture Manual and learn more about how we work.

The People Systems & Operations team builds and runs the systems, workflows, and automations that support every stage of the employee lifecycle at Wealthsimple. We own the design of the processes behind those systems, and we're accountable for their reliability, scale, and integrity. We sit within People & Comms and work closely with Engineering, IT, Legal, Security, and Compliance to make sure our people programs are practical, secure, and actually used.

This is a 12-month fixed-term contract. You’ll own core employee lifecycle transactions end to end, making sure every change is accurate, on time, and reflected correctly downstream in payroll and our other People systems. It's work with real stakes: every transaction touches someone's pay, title, or career, so getting it right matters.

• Own job change transactions in Workday, including compensation, title, and role changes

• Contribute to onboarding administration, making sure new hires are set up accurately and on time so their first day goes smoothly

• Prepare and validate employee data ahead of payroll cut-offs

• Generate employee letters and documentation accurately and consistently

• Audit your own work and the data around it, catching errors at the source rather than downstream

• Manage a high volume of requests through our ticketing queue with speed, accuracy, and clear communication

• Act as a trusted point of contact for employees, managers, and People Partners on lifecycle questions

• Spot recurring friction in our processes and propose fixes, from better templates and documentation to automation opportunities with the People Systems team

• Document processes as you go so the work is repeatable, scalable, and easy to hand off

• Look for where AI tools can make the work faster and more accurate

• 2+ years of experience in People Operations, HR Operations, or HR administration

• Hands-on experience transacting in Workday, including job changes, compensation changes, and onboarding

• Bias to action: you move work forward without waiting to be asked and take ownership of outcomes, not just tasks

• Strong attention to detail: you treat data accuracy as non-negotiable because you know every transaction touches someone’s pay, title, or career

• Scalable thinking: you fix the process, not just the instance, and notice when the same problem keeps showing up

• Working knowledge of how employee data flows into payroll, and the downstream impact of getting it wrong

• Comfortable managing competing priorities and deadlines in a fast-paced, high-growth environment

• Clear, warm communicator with employees and managers at all levels

• Handle confidential employee information with discretion and sound judgment

• Experience with Ashby and Jira

• Detail-oriented: data accuracy is non-negotiable for you, because you know every transaction touches someone's pay, title, or career

• Someone who moves work forward without waiting to be asked, and owns outcomes, not just tasks

• A process fixer: you solve the pattern, not just the one-off, and you notice when the same problem keeps showing up

• A clear, warm communicator with employees and managers at every level

• Discreet with confidential employee information, with sound judgment about what to share and when

🌸 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

🌎 We are a hybrid team with over 1,500 employees across North America. The people are one of the best parts of working here: you'll collaborate with incredibly talented, curious, and driven teammates who are deeply committed to doing great work.

*Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles.

Technology & Innovation at Wealthsimple: We move quickly and build thoughtfully. That means we're always looking for better ways to work — whether that's new tools, AI, or rethinking how we approach a problem. We don't expect you to have all the answers, but we do expect curiosity and a willingness to evolve alongside the products we're building.

Inclusion Statement: We're building products for a diverse world, and we need a diverse team to do it well. We strongly encourage applications from everyone, regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.

Accessibility Statement: We're committed to an accessible hiring experience. If you need any accommodations throughout the interview process, please let us know — we'll work with you to make sure you have what you need. We also welcome any feedback on how we can better accommodate candidates with accessibility needs.

AI in Hiring: We may use artificial intelligence (AI) tools to support parts of our hiring process, such as reviewing applications, analyzing resumes, or assessing responses. These tools assist our team but don't replace human judgment – all final hiring decisions are made by people. If you have questions about how your data is used, reach out to us.