Compliance Innovation Senior Strategist

About RampRamp is building the smart infrastructure for finance teams, embedded in the transaction flow of every dollar a business spends. We automate how over $275B in annualized spend flows in and out of 85,000+ companies: authorizing payments, flagging risk, categorizing spend, and closing books.The problems are high-stakes, data-dense, and unforgiving.We hire people with high agency and high urgency. We look for slope over intercept. We care less about where you trained and more about what you’ve built. At Ramp, everyone is a builder who owns problems end to end and makes consequential decisions that shape the outcome.The median Ramp customer saves 7.5% and grows revenue 16% in their first year – far in excess of businesses operating without Ramp. We believe every ambitious company deserves the same.If you want to build systems that directly shape how companies move and manage billions, Ramp is the place to do it.About the Role Ramp's Financial Crime Compliance (FCC) team is looking for a senior investigator ready to shift from running cases to scaling the systems that run cases. You've built real depth in TM Alerts, AML Investigations, Complex Fraud, and EDD Reviews; you know what a good escalation looks like, where analysts get stuck, and where automation actually holds up in production versus just looks good in a demo. In this role, you'll spend most of your time partnering with Engineering and the Head of FCC Tooling to turn that judgment into scaled AI systems: testing model outputs, labeling and calibrating results, and making sure every automated decision point is well-documented and properly governed. You'll stay close enough to FCC's day-to-day workflows and will partake in some of them, but this is fundamentally a builder role.What You'll DoPartner directly with Engineering and the Head of FCC Tooling on automation experimentation and AI initiatives across TM, sanctions, complex fraud, and EDD, moving prototypes from one-off calibration exercises to defined, repeatable evaluation processes.Design and run labeling and tagging workflows for model outputs (e.g., TM alert dispositions, sanctions/PEP hit review) building a structured, documented pipeline in place of today's ad hoc processDefine and maintain test sets, scenario coverage, and evaluation frameworks for compliance AI/agent tools in partnership with the engineers building themOwn the documentation and governance layer for every automated or AI-assisted decision pointWork with the FCC team to understand current workflows to guide innovative solutionsRecommend automation and AI adoption decisions with evidence and escalate control-posture or model-risk trade-offs to compliance leadershipWhat You Need5+ years of financial services experience in compliance, AML, or related regulatory advisory roles, preferably in fintechDemonstrated senior-investigator experience across TM Alerts, AML Investigations, Complex Fraud, and EDD ReviewsDirect experience testing, labeling, or evaluating AI/ML model outputs, or strong aptitude and demonstrated fast ramp-up if new to formal model evaluationStrong AI fluency and data analytics skillsComfort partnering with engineers day-to-day and ability to translate compliance judgment into build specs, test cases, and evaluation criteria engineers can act onStrong project management and documentation rigorAbility to scope an ambiguous automation problem, choose an approach, and deliver a durable outcome with minimal oversightNice-to-HavesData science backgroundExperience working with outsourced testing/QA partners on model tuning or signal collectionBenefits available to all full-time Ramp employees (Global)Flexible PTOCentralized home-office equipment orderingHealth and wellness stipendBudget for intra-office travelWeekly coffee stipendUnited States100% medical, dental & vision insurance coverage for you, with partial coverage for dependentsOne Medical annual membership401(k), including employer match on contributions made while employed by RampFertility HRA (up to $10,000 per year)Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% payPet insuranceIn-office perks: lunch, snacks, drinks, and moreRelocation expense coverage to NYC or SF (if needed)CanadaGroup medical, dental, and vision coverage through Sun LifeLife, AD&D, and disability coverageFertility drug coverage (up to $4,000 lifetime)Group Retirement Plan with employer match (RRSP + DPSP)Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay, with additional time available at reduced payEmployee Assistance Program and virtual care through Lumino HealthUnited KingdomPrivate medical insurance through Freedom EliteVirtual GP and at-home care via eMed x LiviWorkplace pension through Penfold, with salary sacrifice optionParental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay with additional time available at reduced payReferral InstructionsIf you are being referred for the role, please contact that person to apply on your behalf.Other noticesPursuant to the San Francisco Fair Chance Ordinance, we will consider for employment qualified applicants with arrest and conviction records.Beware of recruiting scams: Ramp will only contact you through official @Ramp.com email addresses and will never ask for payment or sensitive personal information during the hiring process.Ramp Applicant Privacy NoticeCompensation Range: $145K - $220KLocationNew York, NY (HQ)Employment TypeFull timeLocation TypeHybridDepartmentComplianceCompensationSF/NYTarget Base Salary $160K – $220K • Offers EquityNationwideTarget Base Salary $145K – $200K • Offers EquityThe final compensation will depend on the location and level at which the candidate is hired.