Head of Risk, Agentic Operations

Pockyt is building the AI-native infrastructure for global money movement. We give merchants a single platform to accept payments from anywhere, send money globally, and manage funds through Global Virtual Accounts and stablecoins — but our ambition runs deeper than the rails themselves. We serve a wide spectrum of merchants, from sophisticated enterprise platforms running complex multi-currency operations to the next generation of AI-powered startups, including the one-person unicorns we believe are about to reshape the global economy. Today, that means one integration, one account view, and one place to track everything. Tomorrow, it means a financial layer that AI agents can natively transact on — where money flows are orchestrated, optimized, and reconciled without human bottlenecks. We're not building another payments platform. We're building the operating system for how value moves in an agentic, borderless economy. We're hiring a Head of Risk & Agentic Operations to own the arc from "merchant approved" to "merchant transacting" — and to make every step of it intelligent, instrumented, and increasingly agent-run. This is our first risk leadership hire in NYC and a peer role to our Applied AI engineering lead. Together, the two of you set the operating model for the next phase of Pockyt: a self-improving company where policy is machine-readable, decisions feed back into the system, and every human review trains the next automated one. This role brings the full arc together under one neck — merchant acceptance, underwriting policy, ongoing merchant monitoring, sponsor-bank risk dialogue, and the operational throughput from approval to first transaction. You'll inherit a senior underwriter on day one, hire two to three more risk and merchant-ops team members over the next twelve months, and own the policy and the throughput end-to-end. You'll work directly with our CEO, partner closely with our CCO on the AML-adjacent surfaces of onboarding, and pair tightly with our Applied AI engineering lead on encoding risk policy into rules and rubrics that agents can execute against. Your first priorities will be defining and enforcing the risk appetite at the front of the funnel, designing the SLA system that compresses time from approval to transaction, and standing up the Risk & Agentic Operations dashboard that becomes the executive team's source of truth. If you've spent your career in merchant risk and have been waiting for the seat where you get to write the policy, build the team, design the dashboard, and be the human counterpart to the agents executing it — this is it. Own merchant risk strategy end-to-end: acceptance criteria, underwriting framework, risk appetite by segment, ongoing merchant monitoring policy, sponsor-bank risk dialogue Own the merchant operations arc from approval to first transaction: configure, enable, integrate, activate — with segment-level SLAs and a clean dashboard the executive team trusts Define and enforce the high-risk pipeline gating: published acceptance criteria, what gets declined at the door, and what gets pushed back to Sales BD with reasons attached Translate risk policy into machine-readable rubrics that drive the agents running underwriting, monitoring, and RFI workflows — a defining half of this role and the work that makes this seat distinct from any other risk leadership job in fintech Manage and develop the senior underwriter who joins you on day one; hire and ramp two to three more risk and merchant-ops team members as volume scales Partner with the CCO on the AML-driven elements inside onboarding (CDD/EDD, sanctions, beneficial ownership) — clean ownership, no co-owned ambiguity Own sponsor-bank and partner risk reviews — the quarterly pack, the live dialogue, and the remediation plans that come out of it Build and own the Risk & Agentic Operations metrics dashboard, populated with baselines, targets, owners, and live trends Translate ambiguous executive asks ("we're getting too many high-risk merchants through the door") into shipped policy, instrumentation, and process 8–15 years in merchant risk and merchant operations at a payments processor, acquirer, fintech, or sponsor bank — Stripe, Adyen, Marqeta, Brex, Mercury, Cross River, Column, or peer ~ Direct experience owning both sides: risk decisioning (UW, acceptance, monitoring) and post-decision throughput (configure-to-transact, time-to-live, SLA design) ~ A track record of killing bad merchant categories, defending acceptance criteria against commercial pressure, and rebuilding policy from the ground up when it stops fitting the business ~ You think about risk policy the way an engineer thinks about an API — clear inputs, defined outputs, edge cases enumerated, observable behavior. Comfort and credibility in the room with regulators, sponsor banks, and the board — clear written policy, sharp verbal communication, calm under examination ~ Bonus Points Direct relationships with US sponsor banks or BIN sponsors; recent experience presenting a risk program to one Experience in cross-border payments, digital wallets, virtual accounts, or stablecoin merchant risk Built a risk or underwriting team from a single IC to a multi-person function Experience with high-risk verticals (gaming, crypto, marketplaces) or with fast-moving AI-native merchants whose risk profiles don't fit traditional UW templates Hands-on experience writing machine-readable risk policy, contributing to automated decisioning systems, or owning eval rubrics for LLM-assisted reviews Background as an examiner, regulator, or in a bank risk function — the perspective from the other side of the table Build at the frontier of AI + payments at a company shipping for both enterprise platforms and the next generation of AI-native merchants Real ownership and direct work with the CEO from day one — and a peer-level partnership with our Applied AI engineering lead on what may be the most interesting risk-meets-AI build in fintech right now A clear path to expanded scope as the business scales — Risk and Compliance leadership, operating committee membership, board-facing exposure The chance to be the first risk leader in NYC and shape the function from the foundation Competitive compensation, employer-paid health insurance, 401(k) match, and unlimited PTO Quarterly bonus pay-outs of up to 20% your base salary Eligibility for senior leadership equity grant, vesting over 4 years with a 1-year cliff (subject to Board approval) Rhythm: Set policy → instrument → pilot → measure → iterate; weekly executive review of the Risk & Agentic Ops dashboard Daily collaboration with the CCO, our Applied AI engineering lead, Finance Ops, and Sales BD; quarterly sponsor-bank and partner risk reviews; Quality bar: Every policy written in a form that's both human-readable and machine-executable; Team building: Success looks like: the high-risk pipeline operating within policy with a clear, published gating system; a published, machine-readable risk policy library the Applied AI team is actively building agents against; a Risk & Agentic Ops dashboard the executive team uses as the source of truth; and a team of two to three additional risk and merchant-ops hires ramped to plan within twelve months.