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Added 11 mins ago
PT
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Surveyor, Red Chris Block Cave
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Added 11 mins ago
WT
Lead, People Systems
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Remote, Canada
- $112,000 to $145,000 CAD / year
- Full-time
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Wealthsimple Technologies

Lead, People Systems

Remote, Canada

Remote

$112,000 to $145,000 CAD / year · Full-time

Apply on jobs.ashbyhq.com About employer

Applications open in a new tab.

Job details

Pay: $112,000 to $145,000 CAD / year
Job type: Full-time
Workplace: Remote
Remote eligibility: Canada listed. Check the posting for province restrictions.
Experience: 7+ years of experience as a Workday Business Systems Analyst or Workday Integrations specialist, with demonstrated expertise in system configuration, testing, and implementation
Posting language: English
Posted: Nov 13, 2026

Original job description

Build something people love

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 and learn more about how we work.

About the Team

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.

About the role

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.

What you'll do

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
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
Experience supporting audits or controls work (SOC 2, SOX, or equivalent) in a regulated environment is an asset
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

Who you are

A translator between configuration and business needs: you can explain a security model to an HR partner without losing them
Detail-oriented, and you write things down so the next person doesn't have to reverse-engineer your work
Someone who gets to the root cause; a recurring integration failure is a problem to solve, not a ticket to close
Calm with competing priorities, and good at knowing which ones matter most
Someone who builds trust with partner teams by being reliable, clear, and easy to work with
Curious about where automation and AI can take repetitive work off the team's plate

Why Wealthsimple?

🌸 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.

*Unlimited paid sick days, Wellness Days and the 90 day away program do not apply to certain roles.

ICYMI

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.

Apply on jobs.ashbyhq.com About employer

More about this job

Responsibilities

The Lead, People Systems will own the security, configuration, and integration architecture of the Workday platform to support employee lifecycle processes. They will act as a bridge between technical system requirements and business needs, ensuring data integrity and process optimization across the organization.

Requirements

Candidates must have 7+ years of experience as a Workday Business Systems Analyst or Integrations specialist with deep expertise in HCM and security models. Proficiency in building integrations using EIB, Studio, and web services, along with strong documentation and stakeholder communication skills, is required.

Skills

Workday HCM
Workday Security
Workday Integrations
EIB
Core Connectors
Workday Studio
XML
XSLT
JSON
API Authentication
System Configuration
Data Audits
Process Automation
Change Management
Stakeholder Management
Technical Documentation

Benefits

Health benefits
Life insurance
Group savings with employer match
20 vacation days
4 wellness days
Unlimited sick and mental health days
90 days away program
Equity compensation

Remote locations

Canada

Remote locations (standardized)

Canada

Visa sponsorship

Not detected in the job text

Keywords

Workday
HCM
Security
Integrations
EIB
Core Connectors
Workday Studio
XML
XSLT
JSON
API
SOAP
REST
RaaS
Workday Extend
Orchestrate
SOC 2
SOX
Automation
AI
Data Integrity
Change Management
Audit
Compliance
People Operations
HRIS
System Architecture
Regression Testing
Business Systems Analyst
Equity

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Work requirements

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