Wealthsimple

Lead, People Systems - Payroll, Absence and Time-Tracking

Wealthsimple • $110K — $130K *
US-AnywhereRemote in Canada
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 7+ years of experience as a Workday Business Systems Analyst with strong configuration skills
  • Workday Pro accreditations or certifications in HCM, Payroll, Absence, Time Tracking
  • Familiarity with Workday Prism Analytics, Extend, or advanced reporting
  • Experience applying AI tools in HRIS or People operations
  • Deep knowledge of Workday Payroll, Absence, Time Tracking configurations and design
  • Hands-on experience with Workday Core HCM
  • Proven ability to thrive in fast-paced, high-growth environments
  • Strong technical skills in Workday architecture and integration
  • Experienced in full lifecycle Workday implementations or module expansions
  • Intellectually curious with a focus on root cause analysis
  • Creative problem-solver looking for tailored solutions
  • Commitment to data security and privacy in HR operations
  • Excellent relationship-building skills across technical and non-technical teams
  • Detail-oriented with strong documentation and process excellence
  • Ability to manage multiple priorities with flexibility
  • Collaborative mindset willing to take on additional responsibilities.

Responsibilities

  • Configure and maintain Payroll, Absence, and Time Tracking systems
  • Support annual People cycles in Workday for compensation reviews and open enrollment
  • Design and maintain business process definitions and approvals
  • Partner with the Payroll team to resolve configuration-driven payroll issues
  • Conduct security and data audits using relevant reports
  • Analyze impact before shipping changes across systems
  • Translate business requirements into scalable system designs and document decisions
  • Manage change communications and training for system updates
  • Build and automate reporting systems to ensure the right data reaches appropriate users
  • Triage day-to-day system issues and seek root cause
  • Explore AI and automation solutions to improve People Systems processes
  • Drive process optimization in collaboration with People and partner teams.

Benefits

  • Top-tier health benefits and life insurance
  • Long-term group savings plan with employer match
  • Generous vacation (20 days), wellness (4 days), and unlimited sick/mental health days
  • Flexible work arrangements, including up to 90 days working outside Canada
  • Access to employee resource groups fostering diversity and inclusion
  • Collaborative hybrid team environment with over 1,500 colleagues across North America.
Full Job Description
Build something people love

The People Systems and Operations team builds and operates the systems, workflows, and automations the business runs on. We manage every stage of the employee lifecycle and own the design and optimization of the processes behind it. We're accountable for the reliability, scale, and integrity of our People systems.

What you bring to the system:
  • Configure and maintain Payroll: pay components, earnings and deductions, pay groups, period schedules, and payroll-related business processes
  • Configure and maintain Absence: time-off plans, accrual rules, eligibility criteria, and leave types
  • Configure and maintain Time Tracking: time entry templates, validations, work calendars, and overtime calculations
  • Configure and maintain Core HCM foundations: supervisory organizations, staffing models, job profiles and job/compensation structures, custom organizations, and worker data integrity
  • Support annual and recurring People cycles in Workday, including compensation reviews, open enrollment configuration, and org restructures (mass supervisory org changes and job catalog updates)
  • Design, build, and maintain business process definitions in both domains, including condition rules, calculated fields, custom validations, routing and approval logic, and notifications
  • Partner with the Payroll team to troubleshoot configuration-driven payroll issues, including gross-to-net discrepancies, retro calculations, and off-cycle errors - the Payroll team owns processing; you own the configuration behind it
  • Bring a strong command of the Workday security model: role-based, user-based, and intersection security groups, domain security policies, business process security policies, and integration system users (ISUs), with sound judgment about when to leverage each as you configure and troubleshoot across domains
  • Support security and data audits in partnership with the broader team, using Workday delivered and custom audit reports to analyze access patterns, remediate exceptions, and uphold segregation of duties
  • Perform impact analysis before changes ship, including how HCM and security changes ripple into payroll, absence, and time data


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
  • 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
  • Build and maintain advanced, matrix, and composite reports and dashboards; support mass data changes via EIB
  • Configure alerts, scheduled reports, and report security so the right data reaches the right people automatically
  • Triage and resolve day-to-day system 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 and report generation, using Anthropic's own tools as part of your daily workflow
  • 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, with demonstrated expertise in system configuration, testing, and implementation
  • Workday Pro accreditations or Workday partner certifications in HCM, Payroll, Absence, Time Tracking
  • Exposure to Workday Prism Analytics, Extend, or advanced reporting beyond standard report writer
  • Experience applying AI tools to HRIS or People operations work, or strong interest in building that muscle
  • Have deep hands-on working knowledge of Workday Payroll, Absence, and Time Tracking (PATT) configuration and design, business process configuration, and Security
  • Have hands-on working knowledge of Workday Core HCM
  • 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
  • Have experience with full lifecycle Workday implementations and/or significant module expansions
  • Are intellectually curious, you ask "why" before "how," explore root causes rather than symptoms, and stay current on Workday and adjacent HR tech because you want to, not because you have to
  • Approach problems with creativity, comfortable looking past the standard or obvious solution to find an answer that actually fits the business
  • Treat HR data security and privacy as a non-negotiable foundation in everything you build and maintain
  • 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
  • Have a collaborative mindset and willingness to pick up slack even if it goes outside your job description


🌸 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.

About Wealthsimple

Wealthsimple is a financial services company that provides online investment management and trading services. The company's platform allows users to invest in a variety of financial products, including stocks, bonds, and exchange-traded funds (ETFs), and offers a range of tools and resources to help users manage their investments. Wealthsimple also offers a high-interest savings account and a tax preparation service. The company was founded in 2014 and is headquartered in Toronto, Canada.
Learn more about Wealthsimple
Size
500 employees
Industry
Founded
2014

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