Wealthsimple Technologies - Payroll Specialist (18 month contract)
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Requirements
• 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
Responsibilities
• 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
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 • 🌎 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.
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