Senior Workday Analyst, Payroll

Stripe•Toronto, ON

About The Position

Stripe's People Systems Team is seeking a Senior Workday Analyst, Payroll to serve as a technical anchor for their Workday ecosystem. This role involves bringing new Workday feature knowledge, automating manual payroll processes, and modernizing payroll operations using emerging Workday capabilities. The analyst will own the technical health of Workday Payroll environments, balancing operational tasks with strategic projects, and collaborating with other tech stacks and stakeholders for seamless data flow and user experience.

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 escalate 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.

Nice To Haves

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.
A "low-ego, high-talent" person who likes bringing order to complexity.

Responsibilities

Act as the primary technical partner for the Payroll team, translating business needs into scalable Workday solutions and setting clear expectations on delivery.
Lead technical configuration for Workday Payroll changes end to end, from requirements through implementation, testing, and deployment.
Lead implementation to onboard new payroll countries as Stripe expands, covering configuration, testing, and knowledge transfer.
Stay current on new Workday Payroll features and functionality, and assess and pilot them for Stripe's environment.
Identify manual, repetitive payroll processes and redesign them using Workday automation, integrations, or agent-based tools.
Work alongside People Solutions to lead product-led strategic projects from discovery to deployment.
Influence stakeholders on workday and HRIS best practices to deliver scalable and supportable solutions and projects.
Provide operations support on the Workday HCM & Payroll side to resolve and close Stripe's open Workday tickets.
Handle integration-specific tasks including issue resolution, data access requests, report writing, and managing integration errors and warnings.
Act as the escalation point for complex HCM, Payroll, and security issues.
Develop Workday configurations, create Workday dashboards, and produce custom Workday reports.
Partner with Payroll, Compliance, Legal, and Internal Audit to manage payroll compliance controls.
Manage annual access certifications, EEO-1/VETS-4212 filings, and T4/ROE year-end processes.
Contribute to a supportive team culture by sharing knowledge and helping peers, and use good judgment to escalate risks and roadblocks early.