Senior Workday Analyst, Payroll

Monograph

Toronto

On-site

CAD 128,000 - 192,000

Full time

4 days ago

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Benefits offered by this job

Equity

Health benefits

Wellness stipends

Job summary

Stripe seeks a Senior Workday Analyst, Payroll, to serve as the technical anchor for the Workday ecosystem and to drive the next wave of payroll modernization. You will balance steady operations with strategic projects and partner across Payroll, HRIS, and external teams to ensure data integrity and a unified user experience.

You will own the health of Workday Payroll for in-house payrolls, help automate processes, and evaluate AI-driven features to improve efficiency.

Qualifications

5+ years in HRIS/People Systems with deep Workday HCM config experience.
Experience supporting Payroll, Reporting, Time & Absence modules.
Ability to handle confidential information and operate under tight deadlines.
Strong communication to align with senior stakeholders.

Responsibilities

Own technical health of Workday Payroll environments and KLTO ops.
Lead end-to-end Workday Payroll changes from requirements to deployment.
Onboard new payroll countries with configuration, testing and knowledge transfer.
Collaborate with HRIS, Payroll, Compliance and Legal for data integrity.

Skills

HRIS/People Systems

Workday HCM configuration

Payroll processing understanding

Stakeholder management

Project leadership

Data privacy & security

Education

Bachelor’s degree (or equivalent)

Tools

Workday Studio

Workday EIB

Workday Extend/Illuminate

Job description

Who we are

Stripe is a financial infrastructure platform for businesses. Millions of companies - from the world’s largest enterprises to the most ambitious startups - use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career.

About Stripe

About the team

Stripe’s People Systems Team sits at the intersection of technology and human experience. We are internal consultants who turn ambiguity into scale. Part of the People Solutions org, we partner with Corporate Technology, Finance, Payroll, the wider People team including Total Rewards & Benefits teams to build a world-class employee experience. We are a “strategy-first, quality- execution-always” team that values technical rigor, nimble problem-solving, and a deep empathy for the Stripes we serve.

What you’ll do

As a Senior Workday Analyst, Payroll, you'll be a technical anchor for our Workday ecosystem and a driver of what's next for it. This role goes beyond keeping the lights on: you'll bring new Workday feature knowledge into the team, help automate manual payroll processes, and shape how we use emerging Workday capabilities (including AI-driven and agent-based tools) to modernize our payroll operations.

You’ll own the technical health of our Workday Payroll environments for Workday in-house payrolls, balancing critical keep-the-lights-on (KLTO) operations with high-impact strategic projects. You'll also act as a bridge to our broader tech stack, supporting HRIS tools built on top of Workday and partnering with Payroll and other internal and external stakeholders for smooth data flow and a unified user experience.

Payroll partnership and delivery

Partner with Payroll: Act as the primary technical partner for the Payroll team, translating business needs into scalable Workday solutions and setting clear expectations on delivery.
Deliver payroll changes: Lead technical configuration for Workday Payroll changes end to end, from requirements through implementation, testing, and deployment.
Support new country onboarding: Lead implementation to onboard new payroll countries as Stripe expands, covering configuration, testing, and knowledge transfer so the team can support new geographies independently.

Innovation and automation

Bring new capability into the team: Stay current on new Workday Payroll features and functionality, and assess and pilot them for Stripe's environment.
Automate and modernize: Identify manual, repetitive payroll processes and redesign them using Workday automation, integrations, or agent-based tools, reducing manual effort and error rates.
Drive strategic roadmapping: Work alongside People Solutions to lead product-led strategic projects from discovery to deployment, so our Workday footprint evolves ahead of Stripe's growth.
Influence best practices: Ability to influence stakeholders on workday and HRIS best practices to apply, to deliver solutions and projects that are scalable and supportable.

HCM operations support

Resolve open tickets: Provide operations support on the Workday HCM & Payroll side to resolve and close Stripe's open Workday tickets.
Handle integration-specific tasks: This includes issue resolution, data access requests, report writing, and managing integration errors and warnings.
Serve as Tier 3 expert: Act as the escalation point for complex HCM, Payroll, and security issues that other tiers can't resolve.
Day to Day Project work: Project work may include developing Workday configurations, creating Workday dashboards, and producing custom Workday reports.

Governance and collaboration

Maintain compliance: Partner with Payroll, Compliance, Legal, and Internal Audit to manage payroll compliance controls (SOX ITGCs, segregation of duties, ACA reporting, multi-state tax nexus, FLSA rules, provincial obligations, and leave laws), annual access certifications, EEO-1/VETS-4212 filings, and T4/ROE year-end processes.
Share knowledge: Contribute to a supportive team culture by sharing knowledge and helping peers, and use good judgment to elevate risks and roadblocks early.

Who you are

We're looking for someone who meets the minimum requirements to be considered for the role. If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement.

Minimum requirements

5+ years in HRIS/People Systems, with at least 3+ years of deep configuration experience in the Workday HCM, Reporting, Time and Absence and Payroll modules.
Proven experience working with highly confidential information and supporting critical business operations and processes.
Strong interpersonal skills with the ability to set clear expectations with senior stakeholders and the confidence to elevate issues when necessary.
Ability to lead cross-functional projects, navigating ambiguity and high-pressure timelines with a sense of urgency.
Deep understanding of payroll processing, payroll calculations, costing, retro payroll, reconciliations, payroll auditing, and payroll security.
Bachelor’s degree or equivalent practical experience.

Preferred qualifications

Workday certifications in Payroll for US and Canada.
Understanding of EIBs, Studio, or Core Connectors to support data flow between Workday and third-party vendors.
Hands-on experience with Workday automation tools, AI-driven features, or agent-based capabilities (for example, Workday Illuminate or Extend), and an interest in applying them to payroll operations.
Prior experience supporting Workday Payroll implementations in new countries.
You're a “low-ego, high-talent” person who likes bringing order to complexity.

In-office expectations

Office-assigned Stripes in most of our locations are currently expected to spend at least 50% of the time in a given month in their local office or with users. This expectation may vary depending on role, team and location. For example, Stripes in Stripe Delivery Center roles in Mexico City, Mexico, Bengaluru, India, and Dublin, Ireland work 100% from the office. Also, some teams have greater in-office attendance requirements, to appropriately support our users and workflows, which the hiring manager will discuss. This approach helps strike a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility when possible.

Pay and benefits

The annual salary range for this role in the primary location is CA$127,700 - CA$191,500. This range may change if you are hired in another location. For sales roles, the range provided is the role’s On Target Earnings (“OTE”) range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. This salary range may be inclusive of several career levels at Stripe and will be narrowed during the interview process based on a number of factors, including the candidate’s experience, qualifications, and specific location. Applicants interested in this role and who are not located in the primary location may request the annual salary range for their location during the interview process.

Specific benefits and details about what compensation is included in the salary range listed above will vary depending on the applicant’s location and can be discussed in more detail during the interview process. Benefits/additional compensation for this role may include: equity, company bonus or sales commissions/bonuses; retirement plans; health benefits; and wellness stipends.

We look forward to hearing from you.

At Stripe, we're looking for people with passion, grit, and integrity. You're encouraged to apply even if your experience doesn't precisely match the job description. Your skills and passion will stand out—and set you apart—especially if your career has taken some extraordinary twists and turns. At Stripe, we welcome diverse perspectives and people who think rigorously and aren't afraid to challenge assumptions. Join us.

Company: Stripe

Team: People Functions

Office location: Toronto

Employment type: Full time

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