Build something people love
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 $155 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.
About the team
The tax team sits inside Finance and looks after Wealthsimple's own corporate tax position. We're deliberately building out specialist tax functions: one lane owns direct tax, another owns transfer pricing and international tax. The team is small, the entity group isn't, and we're putting in place the review and documentation discipline that investor-grade reporting depends on. If you'd rather set a technical standard than inherit one, this is a good moment to join.
About the role
Reporting to the Director of Tax, you'll own the direct tax lane: our income tax provision, corporate compliance, deferred tax attribute tracking, corporate tax forecasting, and the technical positions behind them. Indirect tax and transfer pricing sit with other specialists, so you can go deep rather than wide.
In this role you'll have the opportunity to:
Prepare or review the income tax provision each month, quarter, and year, covering current and deferred tax, the effective tax rate reconciliation, provision-to-return true-ups, and tax account reconciliations.
Set the technical standard for direct tax: what gets independently recalculated, what can be accepted on the preparer's support, and what evidence a review leaves behind. You'll shape the workpapers, registers and review workflow that carry that standard, including where AI/automation takes on the assembly so your time goes to judgment
Analyze and document any new and significant and/or complex tax positions, from recognition and recoverability of deferred tax assets to attributes and loss pools through entity changes, EIFEL restrictions, and uncertain treatments under IFRIC 23. Refresh positions on an annual basis.Review T2 and provincial corporate income tax returns across the entity group, along with instalments, elections and information returns, keep the compliance calendar current, and follow through with true-ups to returns and notices of assessments Investigate and resolve discrepancies in assessment and refund amounts by proactively following up with tax authorities and other internal tax function areas
Ensure tax return working papers are prepared in an audit-ready manner, with clear substantiation and source documents maintained within tax ownership to support positions taken
Produce and upkeep entity level tax memos for each legal entity which outlines the business operations, tax adjustments and basis of treatment that links back to the relevant Income Tax Act or Regulation sections
Lead our direct tax audit support: the standing file, the schedules authorities ask for, and the technical responses that go back to the CRA and Revenu Québec
Ensure special tax elections/waivers for tax exemptions or deferrals are filed on time, in the appropriate method and evidence retained for audit defence
Assist Tax Director in advising the business on the direct tax consequences of transactions, entity changes, and reorganisations
Skills you bring:
CPA designation, with deep Canadian corporate income tax knowledge and hands-on provision experience under IFRS and IAS 12: current and deferred tax, the effective tax rate reconciliation, tax forecasting,and provision-to-return true-ups
Judgment on recognition and recoverability of deferred tax assets, plus experience with tax attributes and loss pools
T2 and provincial corporate income tax compliance across a multi-entity group
A track record of reviewing work prepared by other people. You've written review notes, cleared them, and decided when something was ready to release. Technical writing that lands: you can frame an issue, reach a defensible position, document the basis, and explain the conclusion to someone who doesn't do tax
Nice to have:
In-Depth Tax Program or an equivalent Canadian tax specialisation
Experience with CRA or provincial audits and correspondence
Experience directing external tax advisors rather than receiving output
Financial services, fintech, or another regulated multi-entity environment, and familiarity with Taxprep, NetSuite, Taxnet Pro or comparable tools
Who you are:
You take active ownership of direct tax, monitor changes internally (new product and line of business) and externally (new tax legislations and CRA administrative positions).You review by risk, not by rote: you know what deserves an independent recalculation and what doesn't, and you can explain the difference. You hold a technical line without making it personal, so your review notes read as help rather than a verdict on someone's competence.
You document a position as you reach it, so the conclusion stands on its own later. You're comfortable with data and processes we're still sharpening, and you use AI where it earns its place and are clear about where it doesn't. You wouldn't let a model form a judgment you'd have to defend.
Why Wealthsimple?
🌸 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.
ICYMI
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.
