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 Strategic Supportability Operations (SSO) sits within Risk Operations and User Policy Operations. Our team is focused on protecting and advancing Stripe's business, brand, and mission by deploying industry-leading supportability solutions that instill user and partner trust in Stripe, while enabling progressive and sustainable business growth. Unlike other Risk Operations teams, SSO handles the most complex, high-stakes, and ambiguous user business cases—ones that require deep investigation, custom risk analysis, and creative problem-solving at the intersection of user experience, compliance, financial partner requirements, and Stripe's growth ambitions. What you’ll do As a Risk Operations Analyst on the Strategic Supportability Operations team, you will investigate and assess complex, gray-area user business cases that require deep risk judgment and tailored solutions. You will go beyond standard procedures to understand the full risk profile of users, develop custom recommendations, and collaborate across internal teams to drive cohesive, well-reasoned decisions. You will also play a key role in identifying patterns across individual cases to improve our processes, policies, and detection systems at scale—bridging tactical case work with strategic, systemic impact across Risk Operations. Responsibilities - Investigate complex, high-risk, and gray-area user business cases, applying deep risk knowledge to make sound, non-binary judgments - Navigate ambiguity confidently—develop custom, evidence-based solutions where standard frameworks do not fully apply - Identify and escalate systemic trends across cases, proposing scalable solutions to cross-functional stakeholders - Collaborate across Risk Operations, User Support, Risk Partnerships, Legal, Compliance, and Product to develop holistic risk mitigation strategies - Engage directly with users—in both positive and sensitive conversations—always maintaining a Users First mindset while balancing regulatory and financial partner requirements - Communicate complex risk findings clearly to internal partners, financial partners, and Stripe leadership - Contribute to the design and continuous improvement of SSO processes, decision frameworks, and tooling - Build and maintain documentation, procedures, and playbooks to support team scalability and knowledge management - Identify gaps in current systems, policies, and strategies and recommend enhancements through a collaborative approach with stakeholders 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 of experience in risk management, compliance, fraud, financial operations, or a closely related field in a fast-moving environment - Demonstrated ability to navigate gray-area and non-binary decision-making in complex risk environments - Strong critical thinking and analytical skills, with the ability to synthesize multiple data sources into a coherent risk narrative - Experience collaborating cross-functionally on complex problems and driving alignment across teams with competing priorities - Ability to engage directly with users—including in difficult or sensitive conversations—with empathy, clarity, and professionalism - Strong written and verbal communication skills; ability to articulate complex risk findings to varied audiences - Comfort with ambiguity and fast-paced, constantly evolving environments - Track record of identifying systemic problems from individual case patterns and driving process improvements - Deep empathy for entrepreneurs and businesses, and genuine motivation to solve problems that empower them - The ability and desire to challenge the status quo as a creative thinker who considers problems from a user perspective while being pragmatic and solutions-oriented Preferred requirements - Familiarity with compliance or financial partnership relationship management - Experience with risk assessment and mitigation strategies in a fintech or payments environment - Working knowledge of data analysis and AI tools to quantify risk & inform decisions - Background in regulatory compliance within financial services - Experience developing scalable operational frameworks or playbooks in an ambiguous, high-stakes environment - Knowledge of payment processing systems and associated risks