Lead, People Systems

🔥 12 hours ago

🇨🇦 Canada – Remote

💵 CA$112k - CA$145k / year

⏰ Full Time

🟠 Senior

👥 People Operations

👻 Ghost score 0%

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Wealthsimple

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2014

💼 Consulting

🛡️ Insurance

💳 Fintech

💰 $393M Series E - Wealthsimple on 2025-10

Consulting • Insurance • Fintech

Wealthsimple is a Canadian financial technology company that provides consumer banking, investing, and wealth management services. It offers chequing accounts, savings, credit cards, self-directed trading (stocks, ETFs, options), cryptocurrency trading, managed portfolios, tax services, and advisory wealth management for high-net-worth clients. Wealthsimple combines digital-first banking and low-fee investing products aimed at retail customers, along with tools and educational content to support personal finance.

📋 Description

• Own Workday security, configuration, and integrations across the People Systems environment • Model security groups, domain and business process security policies, role assignments, proxy access, and delegation access • Lead security and data audits, analyze access patterns, remediate exceptions, enforce least-privilege access, and uphold segregation of duties • Own Core HCM and Advanced Comp configuration, including organizations, staffing models, job and compensation structures, hierarchies, and worker data integrity • Design, build, and maintain inbound and outbound integrations using EIB, Core Connectors, Workday Studio, Orchestration, and Workday web services • Own integration security and reliability, including ISUs, integration system security groups, credential management, monitoring, and alerting • Manage integrations with identity providers, applicant tracking, benefits carriers, finance, and internal tools in partnership with Engineering and IT • Lead impact analysis and regression testing for Workday feature releases and internal changes • Translate business requirements into scalable system design and document configuration decisions • Build relationships with partner teams and translate technical configuration into business needs • Partner with Legal, Security, and Compliance on People data handling, regulatory, privacy, and audit obligations • Support change management through communications, documentation, and enablement materials • Configure alerts, scheduled reports, and report security • Triage and resolve system and integration issues to root cause • Identify opportunities to apply AI, automation, and process optimization across People Systems

🎯 Requirements

• 7+ years of experience as a Workday Business Systems Analyst or Workday Integrations specialist • Workday Pro accreditations or Workday partner certifications in HCM, Security, and/or Integrations • Hands-on experience building and supporting Workday integrations using EIB, Core Connectors, Studio, and web services • 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 • Experience supporting audits or controls work (SOC 2, SOX, or equivalent) in a regulated environment is an asset • Experience in a fast-paced, high-growth environment • Strong technical skills including understanding of Workday architecture, security models, and integration methodologies • Strong relationship-building and communication skills with technical and non-technical stakeholders • Detail-oriented with strong documentation skills and commitment to process excellence • Ability to manage multiple competing priorities • Legally eligible to work in Canada

🏖️ Benefits

• Top-tier health benefits and life insurance • Long-term group savings with employer match, through Wealthsimple for Business • 20 vacation days per year • 4 wellness days per year • 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 • Equity compensation for permanent employees • Flexible and market-based compensation bands • Accessible hiring experience and accommodations throughout the interview process

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