Lead, People Systems

Workday is the backbone of how Wealthsimple runs its people programs, and this role keeps it secure, connected, and reliable as we grow. You'll be the team's senior Workday expert across security, configuration, and integrations, owning the work that has to be right: who can see what, how data moves between systems, and how every release lands.

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.

What you bring to the system

• Model end to end: security groups, domain and business process security policies, role assignments, and proxy and delegation access, with sound judgment about when to use each
• Lead security and data audits using delivered and custom audit reports to analyze access patterns, remediate exceptions, enforce least-privilege access, and uphold segregation of duties
• Own Core HCM and Advanced Comp configuration: including supervisory organizations, staffing models, job and compensation structures, location and cost center hierarchies, and worker data integrity
• Design, build, and maintain inbound and outbound integrations using EIB, Core Connectors, Workday Studio, Orchestration, and Workday web services (SOAP/REST, RaaS)
• Own integration security and reliability: integration system users (ISUs), integration system security groups, credential management, and monitoring and alerting on integration failures
• Manage integrations with downstream and upstream systems, including identity providers, applicant tracking, benefits carriers, finance, and other internal tools, partnering with Engineering and IT on data contracts and error handling
• Lead impact analysis and regression testing for Workday’s biannual feature releases and for internal changes, including how HCM, security, and integration changes ripple through our systems

What you bring to the business

• Translate business requirements from our internal partners into scalable system design, and document configuration decisions as you go
• Build trusted relationships with partner teams, acting as a translator between technical configuration and business needs
• Partner with Legal, Security, and Compliance teams to make sure People data handling meets our regulatory, privacy, and audit obligations
• Support change management for system updates and new functionality: communicate what’s changing and why, prepare documentation and enablement materials, and make sure changes land well with the people who use them
• Configure alerts, scheduled reports, and report security so the right data reaches the right people automatically
• Triage and resolve day-to-day system and integration issues, getting to root cause rather than patching symptoms
• Actively look for where AI and automation can strengthen how People Systems works, from testing, documentation, and requirements drafting to ticket triage, integration monitoring, and report generation
• Drive process automation and optimization opportunities with the broader People team and partner functions

Qualifications

• 7+ years of experience as a Workday Business Systems Analyst or Workday Integrations specialist, with demonstrated expertise in system configuration, testing, and implementation

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 https://www.wealthsimple.com/en-ca/culture and learn more about how we work https://www.wealthsimple.com/en-ca/careers.

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.