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Lead, People Systems

Wealthsimple Technologies Canada ; Canada (whole country)
Full-time Remote work

Publication date: 14/11/2026

The People Systems & Operations team builds and runs the systems, workflows, and automations that support every stage of the employee lifecycle at Wealthsimple. 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.

Responsibilities

Model end to end: security groups, domain and business process security policies, role assignments, and proxy and delegation access; Lead security and data audits using delivered and custom audit reports, enforcing least-privilege access and 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, including integration system users, security groups, credential management, and monitoring and alerting; Manage integrations with downstream and upstream systems, partnering with Engineering and IT on data contracts and error handling; Lead impact analysis and regression testing for Workday's biannual feature releases and internal changes; Translate business requirements into scalable system design and document configuration decisions; Build trusted relationships with partner teams as a translator between technical configuration and business needs; Partner with Legal, Security, and Compliance to meet People data handling, regulatory, privacy, and audit obligations; Support change management for system updates and new functionality; Configure alerts, scheduled reports, and report security; Triage and resolve day-to-day system and integration issues, getting to root cause; Look for opportunities to apply AI and automation to People Systems work; Drive process automation and optimization with the People team and partner functions

Requirements

7+ years of experience as a Workday Business Systems Analyst or Workday Integrations specialist, with demonstrated expertise in system configuration, testing, and implementation; Workday Pro accreditations or Workday partner certifications in HCM, Security, and/or Integrations; Hands-on experience building and supporting Workday integrations (EIB, Core Connectors, Studio, web services), plus working knowledge of XML, XSLT, JSON, and API authentication patterns; Exposure to Workday Extend, Orchestrate, or advanced reporting beyond standard report writer; Experience applying AI tools to HRIS or People operations work; Have worked in a fast-paced, high-growth environment and know how to flex between roles; Possess strong technical skills including understanding of Workday architecture, security models, and integration methodologies; Excel at building relationships and communicating effectively with technical and non-technical stakeholders at all levels; Are detail-oriented with strong documentation skills and a commitment to process excellence; Have a track record of managing multiple competing priorities, with a bias toward flexibility and impact

Nice to have

Exposure to Workday Extend, Orchestrate, or advanced reporting beyond standard report writer; Experience applying AI tools to HRIS or People operations work; Experience supporting audits or controls work (SOC 2, SOX, or equivalent) in a regulated environment

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; Work outside Canada for up to 90 days per year; Employee resource groups, including Rainbow (2SLGBTQ), Women of WS, and Black at WS
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