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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 The Operations Performance & Enablement Team supports the TaxJar product and broader Tax Operations teams by using data to drive better decisions and continuous improvement. We make performance visible, decisions deliberate, and improvement repeatable—acting as a force multiplier by uncovering insights early, translating signals into action, and building systems that ensure one-time fixes become repeatable capabilities. Our work enables the tax operations organization to scale with stability and confidence. WHAT YOU’LL DO We're looking for an Operations Insights analyst to help us understand and improve how our Tax operations scale and deliver. In this role, you'll investigate operational performance, analyze data to uncover meaningful patterns, and build reporting infrastructure that enables teams to make better decisions. You'll work at the intersection of data analysis, operations, and product insights—translating complex operational data into clear insights that drive action. This role is ideal for someone who excels at digging into robust operational data, asking "why" repeatedly, and building systems that help others find answers independently. RESPONSIBILITIES * Investigate operational performance: Conduct deep-dive analyses to uncover why metrics change, distinguish signal from noise, and identify root causes across filing operations, user operations, and risk workflows * Partner with operations teams: Work directly with operational teams to analyze workflows, understand user behavior, and translate findings into actionable recommendations * Improve measurement rigor: Refine metric definitions, ensure data reliability, and strengthen how we measure operational performance across the organization * Support experiments and improvements: Apply statistical analysis to evaluate the impact of operational changes and experiments * Enable operational observability: Create systems, dashboards, and self-serve reporting tools that allow operational teams to explore and interpret performance data on their own and reduce recurring data requests * Communicate insights to leadership: Prepare clear, compelling operational insights for leadership reviews and strategic planning discussions 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. * Curious investigator: You naturally ask "why" and don't stop until you understand what's really happening * Systems thinker: You see how operational pieces connect and look for leverage points for improvement * Builder mindset: You don't just answer questions — you build infrastructure so teams can answer their own * Clear communicator: You translate complex analysis into insights that drive decisions * Collaborative partner: You work effectively with varied operations teams, product, engineering, and leadership MINIMUM REQUIREMENTS * 3+ years of experience in operations analytics, business intelligence, or data analysis * Strong SQL skills and experience working with large operational datasets * Experience building dashboards and reporting tools (e.g., Tableau, Looker, or similar) * Demonstrated ability to conduct investigations and identify root causes in operational data * Clear communication skills—able to explain technical findings to non-technical audiences * Comfort with ambiguity and ability to structure open-ended analytical problems PREFERRED QUALIFICATIONS * Experience in tax operations, financial services, or regulated operational environments * Familiarity with statistical analysis and experimentation frameworks * Experience with Python or R for data analysis * Background working closely with operations or product teams to improve processes * Demonstrated ability to leverage AI and automation to transform data in actionable insights
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 The Complex Tax Operations team supports the TaxJar product and broader Tax Operations and Delivery teams by increasing operational effectiveness. The team resolves complex operational issues and escalations while helping the organization to support new capabilities before they scale. WHAT YOU’LL DO As technology evolves, so do our tax reporting requirements and filing capabilities. Our indirect obligations and filing requirements continue to grow with the business, and we are looking for someone who can not only maintain but help further build our path to global sales tax execution. This individual will need to be well versed in indirect non-US tax requirements, registration and filing, and be able to work with our talented cross-functional teams who support the indirect tax function. RESPONSIBILITIES * Own high-risk, cross-functional escalations that do not have a clear playbook * Drive accountability through metrics, project tracking, and operational reporting * Investigate recurring issues and identify root causes * Partner cross-functionally to remove blockers and prevent repeat failures * Serve as an escalation partner for issues requiring leadership visibility, root cause thinking, or coordinated resolution * Support operational readiness and respond quickly to external changes impacting the organization * Ensure timely follow-through and closure on issues, decisions, and action items * Provide visibility into friction points, risks, and remediation strategies 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. * Clear communicator: You translate complex research into insights that drive decisions * Collaborative partner: You work effectively with operations teams, product, and leadership * Systems thinker: You see how operational pieces connect and look for leverage points for improvement * Builder mindset: You don't just answer questions—you build infrastructure so teams can answer their own MINIMUM REQUIREMENTS * 2+ years of relevant indirect filing experience in VAT and/or GST/HST * Deep knowledge of global indirect tax issues and solutions in the technology industry * Proven ability to investigate complex issues and drive them to resolution * Ability to manage multiple priorities with urgency and accuracy * Excellent communication and interpersonal skills, with a proven ability to research and communicate complex technical tax issues clearly to non-tax team members and work effectively across functional teams * Comfort working in ambiguity and high-accountability environments PREFERRED QUALIFICATIONS * An advanced degree or professional qualification in tax or accounting (CPA, Chartered Accountant) * Comfortable working with LLM and/or SQL knowledge * Experience with non-US tax registrations and communicating with international tax authorities * Experience in tax operations, financial services, or regulated operational environments * Understanding of operational workflows (filing processes, user operations, risk management) * Experience partnering with operations leads and data analysts