Principal Subject Matter Expert Regulatory Affairs - Banking & AI Compliance

About Monstro

Monstro is a governed AI platform for regulated financial institutions. We give banks and wealth managers a way to deliver trusted advice digitally — to every client, not just the top tier.

Institutions already have the relationships, data, and context to understand each client. Monstro turns that understanding into advice. It gives every client the experience of a personal advisor: bringing together their full financial picture, identifying what matters, and delivering personalized guidance across investments, tax, retirement, insurance, legal, and more.

For clients, that means clearer decisions, proactive support when life changes, and a better view of their financial lives. For institutions, it means deeper relationships, more clients served consistently, and more of each client's financial life managed in one place.

What makes this possible is how the system is built. Every recommendation reflects the institution's own views, policies, and permissions. Every output is auditable, traceable, and reversible, and client data stays under the institution's control. Generative AI shapes how advice is designed; at runtime, execution is deterministic — so every output can be explained and stood behind, not just trusted.

The work

We are building for a high-stakes industry where the work has real consequences. The challenge is to make advice more personal and more available without making it less trusted — to build AI that institutions can audit, explain, and reverse, in a domain where being wrong carries real cost. That is a hard problem, and it is the reason to be here.

You will work on technology that brings real financial advice to people who have rarely had access to it. You will be expected to think clearly, move with urgency, hold a high bar, and take responsibility for work that matters. We are an early team building something ambitious, and what you do here will shape both the product and the company.

About the Role

Monstro is hiring a seasoned banking and financial services compliance expert to serve as the company’s regulatory authority — both internally and in the market.

You will be the person in the room — whether that’s a product review, a bank’s vendor diligence session, or an industry working group — whose depth of knowledge shapes outcomes and unblocks decisions. Internally, you will translate regulatory expertise into clear, actionable guardrails that give product and engineering the confidence to build quickly. Externally, you will be the face of Monstro’s regulatory credibility, shortening the time it takes institutions to say yes.

We are looking for someone who has spent years inside or alongside financial institutions, understands how regulators think, and has built the kind of credibility that makes banks and compliance officers trust you. This is not a process management role — it’s for someone who sees mastery of the rules as what allows you to move through them with speed.

Why This Role Matters

Monstro operates at the intersection of artificial intelligence, financial decisioning, and regulated banking infrastructure. Our institutional partners cannot deploy technology they don't trust — and uncertainty about compliance is one of the most common reasons enterprise deals slow down or stall entirely.

The right person in this role is a velocity multiplier. They shorten sales cycles by resolving compliance questions authoritatively rather than letting them linger. They enable product teams to build faster by providing clear guidance upfront rather than raising concerns after the fact. They allow Monstro to enter new markets with confidence rather than caution, because the regulatory groundwork has already been laid.

Done well, this role doesn't just protect Monstro — it accelerates it.

What You’ll Do

Serve as Monstro's external regulatory authority

• Represent Monstro in conversations with banks' compliance, risk, and regulatory stakeholders during vendor diligence and deployment discussions — resolving concerns quickly and credibly so deals keep moving
• Participate in industry forums, regulatory working groups, and policy consultations as a recognised voice on AI and financial services compliance
• Build relationships with regulators proactively, so that when questions arise they are answered from a position of established trust rather than reactive scrambling
• Support enterprise sales by providing substantive, authoritative answers to compliance and risk questions in real time — turning what is often a bottleneck into a competitive advantage

Own Monstro's regulatory strategy and positioning

• Define and maintain Monstro's regulatory posture across U.S. and international markets, including open banking rules, consumer data protections, and emerging AI governance frameworks
• Develop clear, well-reasoned positions on nuanced questions: where AI-driven financial guidance sits relative to regulated advice, how data flows within banking ecosystems, and how Monstro is appropriately classified as a vendor
• Anticipate regulatory change far enough in advance that Monstro is ready before the market is — turning regulatory preparedness into a speed advantage over competitors who react rather than plan
• Partner with leadership on market expansion, sequencing entry into new jurisdictions with the regulatory pathway already mapped

Shape the product from a compliance and risk perspective

• Embed alongside product and engineering teams as the authoritative voice on what regulated financial institutions will and won't accept — providing decisions, not deliberations
• Define practical guardrails for AI outputs — including financial guidance boundaries, model explainability standards, and human oversight requirements — that are specific enough to build against immediately
• Translate regulatory expectations into concrete product requirements early in the development cycle, so compliance is built in rather than bolted on and rework is minimised
• Identify risks in proposed product directions early enough to propose solutions, not just flag concerns — keeping momentum intact
• Ensure regional regulatory variations are understood and reflected in product decisions before they become blockers

Build and maintain the compliance and risk framework

• Design Monstro's enterprise risk and compliance architecture, including policy frameworks, risk registers, and governance processes appropriate for a global financial infrastructure provider
• Build frameworks that are robust without being bureaucratic — structured enough to satisfy institutional scrutiny, lean enough not to slow the business down
• Own the trust and assurance roadmap in partnership with security and engineering — including SOC 2, data governance standards, and enterprise security expectations
• Establish the processes that allow Monstro to scale into new markets at pace, without compliance becoming the long pole in the tent

What Success Looks Like 

• Enterprise deals move faster because compliance questions are answered with authority, not deferred
• Banks and financial institutions engage with Monstro's compliance posture with confidence, not scepticism
• You are known by name in relevant industry circles — regulators, bank compliance officers, and industry bodies view you as a credible peer, not just a vendor representative
• Product teams build faster because they have clear regulatory guidance from day one, not uncertainty that causes them to stall or over-engineer
• Monstro enters new markets ahead of schedule because the regulatory pathway was mapped in advance
• Compliance is seen internally as an enabler of speed, not an obstacle to it
• You are the person internal teams and external partners turn to first when a regulatory question arises — and they get a clear answer, quickly

What We’re Looking For

• Deep, practitioner-level knowledge of banking and financial services regulation — ideally built inside a bank, regulatory body, financial infrastructure provider, or specialised advisory firm
• A reputation in the industry that precedes you: the kind of expertise that gives institutional compliance teams immediate confidence
• A demonstrable track record of using regulatory mastery to accelerate outcomes — closing diligence processes faster, unblocking product decisions, enabling market entry — not just ensuring correctness
• Genuine understanding of how banks evaluate third-party risk, conduct vendor diligence, and make deployment decisions for regulated technology
• Experience designing or materially evolving compliance and risk frameworks — not just operating within frameworks others built
• Comfort engaging directly with senior stakeholders: bank executives, regulators, board members, and enterprise sales conversations
• A working understanding of AI governance and the specific regulatory questions that arise when AI is applied to financial decisioning — and the intellectual curiosity to stay ahead of this as it evolves
• Willingness to be hands-on in an early-stage environment: you will be building, not managing a team that builds

Why Monstro?

• Impact: Build technology that helps millions of people make better financial decisions, through the institutions they already trust, and help define the category of Financial Intelligence.
• Ownership: High trust, high ownership, high standards. You will own meaningful problems end to end from day one.
• Experienced team: Work with leadership that has a track record of scaling companies from early stage to major exits.
• Principles-driven culture: We move fast, because the opportunity is urgent. We communicate directly, because clarity saves time. We hold a high standard, because institutions and clients need to trust what we build.
• In person, in New York: We are headquartered at The Spiral in Hudson Yards and work in the office four days a week, because our pace depends on fast collaboration.
• Compensation and benefits: Competitive cash compensation and meaningful equity, plus 100% employer-paid medical, dental, and vision coverage, disability coverage, flexible PTO, paid parental leave, and catered meals.

Base Compensation Range for New York City: $250,000 - $320,000

*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.

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Ready to Build With Us?

The standard is simple: do great work, own the outcome, communicate with purpose, move with urgency, raise the level. If that sounds like you, we’d love to hear from you.