Note: The job is a remote job and is open to candidates in USA. Cash App, a product of Block, is focused on redefining the world’s relationship with money through innovative financial products. The Regulatory Program Manager will lead the integration of AI and automation into regulatory processes, enhancing efficiency and compliance across the organization.
Responsibilities
- Champion AI & Automation Adoption: Act as the primary evangelist for AI and automation tools within the SSOM Core Team and across the broader Matrix Team - running demos, enablement sessions, and hands-on workshops that build genuine capability and enthusiasm in a regulatory program context
- Identify & Build Automation Opportunities: Proactively map SSOM workflows end-to-end to identify high-impact automation opportunities - from requirements tracking and remediation pipeline management to regulatory reporting, escalation workflows, and document generation
- Own the AI & Automation Roadmap: Partner with SSOM leadership and BizOps to define, prioritise, and deliver a rolling roadmap of AI-powered initiatives that measurably improve the speed, accuracy, and consistency of SSOM execution
- Drive Tool Optimisation: Oversee the adoption and continuous improvement of program management tooling - ensuring automation, AI-assisted insights, and workflow enhancements are embedded into how the SSOM executes against regulatory commitments
- Translate AI for a Regulatory Audience: Bridge the gap between technical capability and regulatory program reality - communicating the value of AI tools in plain language, with clear use cases, risk considerations, and practical guidance tailored to Compliance, Legal, and BizOps stakeholders
- Build Scalable Frameworks: Develop reusable playbooks, automation blueprints, and AI-assisted templates that allow the SSOM to scale governance and remediation execution consistently across settlements, supervision workstreams, and future scope expansions
- Measure What Matters: Define and track KPIs for AI and automation initiatives - including time saved, error reduction, tracking accuracy, and remediation velocity - and report insights to the Steering Committee with clear recommendations
- Cross-Functional Collaboration: Work closely with Data Science, Engineering, Compliance Analytics, and external consultants to ensure the SSOM has access to the best tooling, pilots, and AI innovations - and that sensitive regulatory data is handled with appropriate controls
- Stay Ahead of the Curve: Continuously evaluate emerging AI platforms, agentic tools, and automation technologies - bringing informed, opinionated recommendations on what to adopt, pilot, or watch, with a clear eye on risk and compliance implications
- Roll Up Your Sleeves When It Counts: Step in as a hands-on generalist when the situation demands it - whether that's troubleshooting a complex workflow breakdown, facilitating a working session to unblock a stalled workstream, or leading a targeted intervention to get a remediation track back on course. You know when to let the tools do the work, and when to get in the room and do it yourself
Skills
- 8+ years of experience in program management, BizOps, regulatory operations, or a related field - with a clear track record of driving process improvement and technology adoption in complex, cross-functional environments
- Genuinely excited about AI and automation - you've used tools like AI assistants, workflow automation platforms, and LLM-powered tools, and you have real opinions about what works and what doesn't
- Experience leading change management and enablement initiatives - you know how to bring sceptical stakeholders on a journey and make new technology feel accessible, not threatening, in risk-sensitive environments
- Analytically strong - comfortable with program tracking data, remediation metrics, and building business cases for tooling investment
- Your EQ and ability to influence without authority will be just as important as your technical chops - the SSOM spans Compliance, Legal, Engineering, and BizOps, and you'll need to earn trust across all of them
- Experience in regulated industries - fintech, financial services, or similar - is a strong advantage. Familiarity with AML/BSA, CFPB supervision, or consent order management is highly desirable
- Understand the stakes: this program has direct visibility to Block's Steering Committee and Board of Directors. You bring the judgement, discretion, and professionalism the environment demands
Benefits
- Remote work
- Medical insurance
- Flexible time off
- Retirement savings plans
- Modern family planning
Company Overview
It all started with an idea at Block in 2013. It was founded in 2013, and is headquartered in New York, New York, USA, with a workforce of 1001-5000 employees. Its website is https://cash.app.