Who we are About Stripe 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 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, the wider People team including Talent and Total Rewards 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 People Systems Analyst, you will be a technical anchor for our Workday ecosystem. This role isn't just about maintenance; it’s about architecting the future of our People data. You will own the technical health of our HCM, Compensation and Prism environments, balancing critical KLTO (Keep Lights On) operations with high-impact strategic projects. Beyond core Workday, you will act as a bridge to our broader tech stack, supporting and optimizing HRIS tools built on top of Workday to ensure a seamless data flow and a unified user experience. You will play a pivotal role during high-pressure cycles like Annual Total Rewards (ATR), acting as a bridge between complex technical requirements and the urgent needs of our Compensation stakeholders. Responsibilities Architect & Execute: Lead the technical configuration for annual cycles (ATR/Comp Planning), driving technical requirements, implementation, testing, and deployment to ensure a frictionless user experience. High-Pressure Stakeholder Management: Serve as the primary technical partner for the Compensation team. You will navigate high-stakes environments with composure, translating urgent business needs into scalable Workday solutions. Collaborative Escalation: Actively contribute to our supportive team culture by sharing knowledge and assisting peers. You must demonstrate the judgment to escalate risks and roadblocks timely, ensuring that "pressure" doesn't become "blockage." System Subject Matter Expertise: Serve as the primary expert and point-of-contact for day-to-day support of Workday HCM & Compensation, managing business processes, integrations, reporting, and dashboards to ensure consistent, high-quality operations. Data Orchestration: Leverage Workday Prism to ingest, transform, and report on high-volume data sets, providing leadership with actionable insights. Document Engineering: Design and maintain professional, pixel-perfect compensation and stock statements using BIRT or Workday docs. Strategic Roadmapping: Work alongside People Solutions to drive product-led strategic projects from discovery to deployment, ensuring our Workday footprint evolves ahead of Stripe’s growth Operational Excellence: Manage KLTO work with high precision, serving as the Tier 3 expert for HCM, Advanced Comp, and Security. Compliance & Governance: Maintain a rigorous posture on SOX compliance and Workday security model integrity. Stakeholder Diplomacy: Partner with the wider Solutions team and our stakeholders to translate complex business needs into scalable technical requirements, setting clear expectations and managing project timelines. Who you are We are looking for a seasoned systems professional who thrives in high-growth environments with a passion to optimize Workday. 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 Experience: 5+ years in HRIS/People Systems, with at least 3+ years of deep configuration experience in the Workday HCM, Reporting, and Advanced Compensation modules, including Merit, Bonus, and Stock impacting compensation review processes. Data Discretion: Proven experience working with highly confidential information and supporting critical business operations and processes. Communication: Strong interpersonal skills with the ability to set clear expectations with senior stakeholders and the confidence to escalate issues when necessary. Technical Tooling: Proven expertise in Workday Prism Analytics, EIB and BIRT (Business Intelligence and Reporting Tools). Cycle Leadership: Successful track record leading the technical backend of Annual Comp/Performance cycles in a medium-to-large global enterprise. Reporting Mastery: Advanced proficiency in Matrix and Composite reporting; you understand how to tell a story with data. Project Ownership: Ability to lead cross-functional projects, navigating ambiguity and high-pressure timelines with a sense of urgency. Academic: Bachelor’s degree or equivalent practical experience. Preferred qualifications Certified Expert: Workday certifications in Advanced Compensation or Prism. Integrations Knowledge: Understanding of EIBs, Studio, or Core Connectors to support data flow between Workday and third-party vendors. Stripe Culture Fit: You are a "low-ego, high-talent" individual who loves adding organization to chaos. This role is available either in an office or a remote location (35+ miles or 56+ km from a Stripe office). Office-assigned Stripes spend at least 50% of the time in a given month in their local office or with users. This hits a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility about how to do this in a way that makes sense for individuals and their teams. A remote location is defined as being 35 miles (56 kilometers) or more from one of our offices. While you would be welcome to come into the office for team/business meetings, on-sites, meet-ups, and events, our expectation is you would regularly work from home rather than a Stripe office. Stripe does not cover the cost of relocating to a remote location. We encourage you to apply for roles that match the location where you currently live or plan to live. The annual US base salary range for this role is $143,700 - $215,500. 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 location. Applicants interested in this role and who are not located in the US may request the annual salary range for their location during the interview process. Additional benefits for this role may include: equity, company bonus or sales commissions/bonuses; 401(k) plan; medical, dental, and vision benefits; and wellness stipends. Office locations Atlanta, Toronto, or Chicago Remote locations Remote in United States Team People Functions Job type Full time Apply for this role