Senior Compliance Innovation Strategist

Ramp

. Partner with Engineering and the Head of FCC Tooling on automation experimentation and AI initiatives across TM, sanctions, complex fraud, and EDD .

Posted 10/16/2026full-timeNew York City • New York • United StatesSenior💰 $160,000 - $220,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in compliance, AML, and regulatory advisory roles within financial services, with a strong focus on AI and automation initiatives. Capable of designing evaluation frameworks and managing documentation for AI-assisted decision-making processes.

Highest-signal resume keywords

Financial Services ExperienceCompliance ExpertiseAI/ML Model EvaluationProject Management SkillsData Analytics Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Automation ExperimentationAI InitiativesModel Evaluation FrameworksLabeling and Tagging WorkflowsTest Set DefinitionScenario CoverageDocumentation GovernanceAML InvestigationsComplex Fraud AnalysisEDD Reviews

Soft Skills

CollaborationProblem-SolvingCommunicationAdaptabilityAttention to Detail

Industry Keywords

FintechRegulatory ComplianceAMLTM AlertsPEP Hit ReviewControl-PostureModel-Risk Trade-OffsAutomation SolutionsCompliance AIDocumentation Rigor

About the role

Key responsibilities & impact

Partner with Engineering and the Head of FCC Tooling on automation experimentation and AI initiatives across TM, sanctions, complex fraud, and EDD
Move prototypes from one-off calibration exercises to defined, repeatable evaluation processes
Design and run labeling and tagging workflows for model outputs, including TM alert dispositions and sanctions/PEP hit review
Build a structured, documented pipeline to replace the current ad hoc process
Define and maintain test sets, scenario coverage, and evaluation frameworks for compliance AI/agent tools
Own documentation and governance for every automated or AI-assisted decision point
Work with the FCC team to understand current workflows and guide innovative solutions
Recommend automation and AI adoption decisions with evidence
Escalate control-posture or model-risk trade-offs to compliance leadership
Participate in some day-to-day FCC workflows

Requirements

What you’ll need

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 and demonstrated fast ramp-up if new to formal model evaluation
Strong AI fluency and data analytics skills
Comfort partnering with engineers and translating compliance judgment into build specs, test cases, and evaluation criteria
Strong project management and documentation rigor
Ability to scope an ambiguous automation problem, choose an approach, and deliver a durable outcome with minimal oversight

Benefits

Comp & perks

Flexible PTO
Centralized home-office equipment ordering
Health and wellness stipend
Budget for intra-office travel
Weekly coffee stipend
100% medical, dental & vision insurance coverage for you, with partial coverage for dependents
One Medical annual membership
401(k), including employer match on contributions made while employed by Ramp
Fertility HRA (up to $10,000 per year)
Parental leave: up to 16 weeks (birthing + bonding) or 8 weeks (bonding only) at 100% pay
Pet insurance
In-office perks: lunch, snacks, drinks, and more
Relocation expense coverage to NYC or SF (if needed)
Offers Equity