Headcount & Workday Operations Specialist (12 month contract)
Wealthsimple
Operations
Remote
Posted on Dec 3, 2025
Your career is an investment that grows over time!
Wealthsimple is on a mission to help everyone achieve financial freedom by reimagining what it means to manage your money. Using smart technology, we take financial services that are often confusing, opaque and expensive and make them transparent and low-cost for everyone. We’re the largest fintech company in Canada, with over 3+ million users who trust us with more than $100 billion in assets.
Our teams ship often and make an impact with groundbreaking ideas. We're looking for talented people who keep it simple and value collaboration and humility as we continue to create inclusive and high-performing teams where people can be inspired to do their best work.
About the Role
We are looking for a highly organized, detail-oriented Headcount & Workday Operations Specialist to manage and maintain our company’s headcount data in Workday. This role sits at the intersection of Finance, HR Business Partners, and Talent Acquisition, ensuring our headcount is accurate, aligned to budget, and ready for hiring activity.
You will own the end-to-end process of headcount allocation in Workday, including maintaining position data, supporting budget approvals, and ensuring Talent Acquisition has what they need to open requisitions quickly and accurately.
What You’ll Do
- Headcount Management & Data Integrity
- Maintain all headcount and position data within Workday, ensuring accuracy, consistency, and alignment with approved budgets.
- Create, update, and manage Position IDs with the correct job details, org structure, and financial attributes.
- Move positions to the appropriate Hiring Managers and correct org assignments in Workday as teams change.
- Partner with Finance to ensure approved headcount aligns with budget files, workforce plans, and forecast changes.
- Cross-Functional Collaboration
- Serve as the central coordination point between Finance, HRBPs, and Talent Acquisition for all headcount-related updates.
- Provide TA with accurate and complete position data so requisitions can be created quickly and without rework.
- Work with HRBPs to update team structures, ensure accuracy following reorganizations, and maintain clean reporting lines.
- Reporting & Reconciliation
- Run regular headcount reconciliation reports to ensure Workday reflects approved budget and current state.
- Proactively identify discrepancies, missing data, or misaligned positions—and drive corrections with relevant partners.
- Provide monthly or quarterly headcount reports to Finance and People Leadership as needed.
What You’ll Bring
- Experience working in Workday (position management, job architecture, or headcount preferred).
- Strong attention to detail and comfort working with data, reporting, and processes.
- Ability to navigate cross-functional environments and communicate effectively with stakeholders at all levels.
- Understanding of workforce planning, budgeting cycles, or Talent Acquisition processes is an asset.
- Highly organized with the ability to manage multiple moving parts and maintain data accuracy under time constraints.
Why This Role Matters
This role is foundational to running a high-quality hiring and workforce planning function. You will enable accurate reporting, reduce hiring friction, and ensure the company’s headcount reflects reality—supporting better decisions across Finance, HR, and Talent Acquisition.
Why Wealthsimple?
🤑 Competitive salary
📈 Retirement savings matching plan using Wealthsimple for Business
🌴 Generous PTO offerings
🌎 A wide variety of peer and company-led Employee Resource Groups (ie. Rainbow, Women of Wealthsimple, Black @ WS)
We’re a remote-first team, with over 1,000 employees coast to coast in North America. Be a part of our Canadian success story and help shape the financial future of millions — join us!
Technology & Innovation at Wealthsimple
We believe the future belongs to those who innovate boldly. At Wealthsimple, every team member is expected to lean into new technologies, including AI and tooling, to rethink how we work, solve problems faster, and create even greater value. We're looking for people who are not just comfortable with change but energized by it. Our commitment is to build a company that evolves at the pace of the world around us, and we want you to help lead that future.
DEI Statement
At Wealthsimple, we are building products for a diverse world and we need a diverse team to do that successfully. We strongly encourage applications from everyone regardless of race, religion, colour, national origin, gender, sexual orientation, age, marital status, or disability status.
Accessibility Statement
Wealthsimple provides an accessible candidate experience. If you need any accommodations or adjustments throughout the interview process and beyond, please let us know, and we will work with you to provide the necessary support and make reasonable accommodations to facilitate your participation. We are continuously working to improve our accessibility practices and welcome any feedback or suggestions on how we can better accommodate candidates with accessibility needs.