Payroll Specialist (18 month contract)

Wealthsimple's mission is to help everyone achieve financial freedom – by making financial services simple, transparent, and low-cost. We're Canada's largest fintech, trusted by over 3 million clients with more than $100 billion in assets. We move fast, we own our work, and we care deeply about the people using our products. If that sounds like you, keep reading.

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.

About the team:

We are looking for a Payroll Specialist to join our People Operations team for a 18-month fixed-term contract. At Wealthsimple, People Ops isn’t just a back-office function; we are the architects of the employee experience.

About the role:

In this role, you’ll ensure our Canadian and US payroll operations run like clockwork. You are a Workday power-user who understands the nuances of full-cycle payroll. While you will not be managing benefits enrollment or plan design, you should have a solid grasp of how benefits impact employees’ pay.

What you’ll do:

• Full-cycle Execution: Own the end-to-end semi-monthly payroll process for our Canadian and US entities

• Year-End Support: Contribute to the successful completion of the full year-end reporting cycle (T4s, RL-1s, W-2s, T2200s)

• Payroll & Benefits Support: Act as a knowledgeable resource for employees. You’ll answer questions regarding pay statements, tax withholdings, and benefit deductions

• Compliance & Filing: Help manage statutory requirements, including provincial/state tax filings, EHT, Workers’ Comp, and relevant US state filings as needed

• Audit & Reconciliation: Perform regular audits of payroll data to maintain our high standards for compliance and internal controls

Skills you’ll bring:

• The Experience: 3-5+ years of full-cycle multi-province Canadian experience, including Quebec (experience with US payroll would be an asset)

• Workday Expertise: Significant hands-on experience with Workday Payroll is a must

• Team-Player Mindset: You enjoy working in a small, tight-knit team where knowledge-sharing and collaboration are the norms

• Analytical Mindset: You love a good reconciliation and have a knack for spotting patterns or errors in large datasets

• Benefit Fluency: You understand how standard benefit plans (RRSPs, 401ks, Health/Dental) work from a payroll perspective and can explain taxable benefits to employees with ease

• People-First Communication: You can translate complex tax or payroll concepts into simple terms

🌸 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.

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.