Head of Trust, Risk & Regulatory

About Monstro

Monstro is the operating system for governed financial intelligence. We build governance and intelligence infrastructure that enables artificial intelligence to operate safely, explainably, and at institutional scale.

We exist because the level of financial guidance historically available to a small group should be accessible to many more people. By combining AI with deep institutional infrastructure, we help financial institutions deliver more personalized, responsible, and life-changing financial support to millions of individuals.

We’re building mission-critical systems in a highly regulated domain, and we care deeply about doing it right. If you’re motivated by meaningful problems, high standards, and shaping infrastructure that improves financial outcomes, you’ll feel at home here.

About the Role

Monstro is hiring a senior regulatory, risk, and compliance leader to build and own the company’s trust architecture as we scale globally with financial institutions.

This role exists to ensure Monstro can build, sell, and operate as trusted financial infrastructure in highly regulated environments. You will define how Monstro aligns with banking regulations, risk frameworks, and emerging AI governance expectations — while enabling product innovation and institutional adoption.

Monstro is not hiring a traditional compliance operator. We are hiring a strategic builder who can design the frameworks that allow AI-driven financial intelligence to be deployed responsibly at scale.

You will partner closely with product, engineering, legal, and executive leadership to translate regulatory realities into practical guardrails, ensuring Monstro remains both forward-looking and institutionally credible.

This role combines strategic ownership, hands-on framework design, and external credibility with banks, regulators, and industry bodies.

Why This Role Matters

Monstro operates at the intersection of artificial intelligence, financial decisioning, and regulated infrastructure — an environment where trust is not optional.

Financial institutions must be confident that Monstro’s technology aligns with their risk models, regulatory obligations, and governance standards before they can deploy it within their environments.

This role ensures Monstro stays ahead of regulatory change, builds durable trust with partners, and establishes a clear, defensible posture around how AI is used in financial services.

Success in this role directly accelerates enterprise adoption, reduces partner risk concerns, and enables Monstro to expand into new markets with confidence.

What You’ll Do

Regulatory Strategy & Global Alignment

• Define and own Monstro’s regulatory posture across U.S. and international markets


• Translate evolving frameworks (e.g., open banking rules, AI governance expectations) into actionable company strategy


• Develop clear positions on topics such as:


• AI-driven financial guidance and advice boundaries


• Data usage and consumer protections


• Vendor classification within banking ecosystems


• Partner with leadership on expansion into new regulatory jurisdictions

Risk & Compliance Framework Design

• Design and maintain Monstro’s enterprise risk and compliance architecture


• Establish policy frameworks, risk registers, and governance processes


• Define internal controls and oversight structures appropriate for a global financial infrastructure provider


• Support board and executive risk reporting

Security & Trust Roadmap Ownership

• Partner with security and engineering leaders to define Monstro’s trust maturity roadmap, including:


• SOC 2 and future assurance pathways


• Enterprise security expectations (e.g., ISO alignment, vendor risk)


• Data governance and control standards


• Ensure Monstro’s control environment scales with institutional requirements

Product & AI Governance Partnership

• Work closely with product and engineering to define guardrails for:


• Financial guidance outputs


• Model transparency and explainability expectations


• Human oversight and escalation frameworks


• Regional regulatory variations


• Help translate regulatory expectations into practical product requirements

Enterprise & External Engagement

• Serve as a credible partner to banks’ risk, compliance, and regulatory stakeholders during diligence and deployment conversations


• Support enterprise sales cycles by articulating Monstro’s risk and governance approach


• Represent Monstro in industry forums, working groups, and policy discussions as the company grows


• Help shape how regulators and the market understand responsible AI in financial services

What Success Looks Like

• Monstro has a clear, coherent regulatory and risk posture understood internally and externally


• Enterprise partners view Monstro as credible and low-friction to adopt from a risk perspective


• Product teams have clear guardrails that enable faster, safer innovation


• Security and compliance initiatives align with a long-term trust roadmap


• Monstro is able to enter new markets without reactive regulatory surprises


• Executives and partners rely on this role as the source of truth for regulatory and risk matters

What We’re Looking For

• Senior experience in regulatory, risk, or compliance leadership within financial services, fintech infrastructure, or similarly regulated environments


• Strong understanding of how banks evaluate vendor risk and governance


• Experience building or evolving risk and compliance frameworks, not just operating within them


• Comfort working at the intersection of product innovation and regulatory expectations


• Credibility engaging with senior stakeholders including executives, regulators, and institutional partners


• Strategic mindset paired with willingness to be hands-on in early stages


• Interest in emerging topics such as AI governance, data regulation, and financial decisioning systems

Why Monstro?

• Ownership & Impact: Shape how AI is deployed responsibly across global financial systems.


• Category-Defining Work: Help define the trust layer for AI-driven financial intelligence.


• Elite Team: Join leaders with a track record of building and scaling transformative companies.


• Mission & Scale: Contribute to expanding access to high-quality financial guidance worldwide.


• Comprehensive Compensation Package: Competitive salary, equity, and robust benefits including health, dental, vision, and disability coverage.

Base Compensation Range for New York City: $231,000 - $289,000

*The posted range reflects the base salary for this role across the market ranges for each location. Final compensation will depend on a variety of factors, including experience, skills, internal leveling, and market conditions, and will be offered within the stated range in accordance with applicable pay transparency laws.

A Note on Interviewing: We sometimes use AI note-takers to help us transcribe interview notes, so we can be more present in your interview. If you’d like to opt out of us using automatic transcribers, please note this in the free text field in your application, otherwise we’ll take your application as confirmation that you’re happy for us to use notetakers (whether added to video calls or in the background). 

Ready to Build With Us?

If you’re excited to contribute to a high-bar team building something meaningful, we love to hear from you!