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Compliance Innovation Senior Strategist

Ramp - New York, NY, United States - In-office - posted 2026-10-16

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Ramp is building smart infrastructure for finance teams, automating how over $200B in annualized spend flows through 70,000+ companies. The Financial Crime Compliance (FCC) team is seeking a senior strategist to transition from running individual compliance cases to scaling the systems and AI tools that automate compliance workflows at scale. In this role, you will partner directly with Engineering and the Head of FCC Tooling to transform compliance expertise into production-ready AI systems. You'll work across transaction monitoring (TM) alerts, sanctions screening, complex fraud detection, and enhanced due diligence (EDD) reviews. Your primary focus is moving AI/ML prototypes from one-off calibration exercises into defined, repeatable evaluation processes. Key responsibilities include: - Partner with engineers on automation and AI initiatives, building structured labeling and tagging workflows for model outputs (e.g., TM alert dispositions, sanctions/PEP hit review) - Design and maintain test sets, scenario coverage, and evaluation frameworks for compliance AI tools - Own documentation and governance for every automated or AI-assisted decision point - Collaborate with the FCC team to understand current workflows and guide innovative solutions - Recommend automation and AI adoption decisions with evidence, escalating control-posture or model-risk trade-offs to compliance leadership - Stay close to day-to-day FCC workflows while maintaining focus as a builder role This is fundamentally a builder role where you'll translate compliance judgment into build specifications, test cases, and evaluation criteria that engineers can act on. You'll work with minimal oversight on ambiguous automation problems, choosing approaches and delivering durable outcomes. REQUIREMENTS: - 5+ years of financial services experience in compliance, AML, or related regulatory advisory roles, preferably in fintech - Demonstrated senior-investigator experience across TM Alerts, AML Investigations, Complex Fraud, and EDD Reviews - Direct experience testing, labeling, or evaluating AI/ML model outputs, or strong aptitude with demonstrated fast ramp-up if new to formal model evaluation - Strong AI fluency and data analytics skills - Comfort partnering with engineers day-to-day and ability to translate compliance judgment into build specs, test cases, and evaluation criteria - Strong project management and documentation rigor - Ability to scope ambiguous automation problems, choose an approach, and deliver durable outcomes with minimal oversight NICE-TO-HAVES: - Data science background - Experience working with outsourced testing/QA partners on model tuning or signal collection

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