Compliance Innovation Senior Strategist

The role

You will partner with Engineering and the Head of FCC Tooling to scale compliance systems using AI. You will design labeling workflows, define evaluation frameworks, and own the documentation for automated decision points.

What you will do

• Partner with Engineering and the Head of FCC Tooling on automation experimentation and AI initiatives
• Design and run labeling and tagging workflows for model outputs
• Define and maintain test sets, scenario coverage, and evaluation frameworks for compliance AI/agent tools
• Own the documentation and governance layer for every automated or AI-assisted decision point
• Work with the FCC team to understand current workflows to guide innovative solutions
• Recommend automation and AI adoption decisions with evidence
• Escalate control-posture or model-risk trade-offs to compliance leadership

Required qualifications

• 5+ years of financial services experience in compliance, AML, or related regulatory advisory roles
• 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 day-to-day
• Ability to translate compliance judgment into build specs, test cases, and evaluation criteria engineers can act on
• Strong project management and documentation rigor
• Ability to scope an ambiguous automation problem, choose an approach, and deliver a durable outcome with minimal oversight

Nice to have

• Data science background
• Experience working with outsourced testing/QA partners on model tuning or signal collection

Benefits

• 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 at 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

About the company

Ramp builds smart infrastructure for finance teams to automate spend, authorize payments, flag risk, and close books. The company serves over 85,000 companies.