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STR — New York City Hybrid
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
The Head of Strategic Operations is one of the most influential roles at Monstro. Working as a strategic partner to the Executive team, you'll help turn company strategy into execution, ensuring priorities stay aligned, decisions are implemented, and the business continues to scale with speed and precision. This is not an exec assistant role, but it is also not a role for someone who only advises from the sidelines.
You will be expected to get into the details when needed — from preparing an exec meeting and coordinating follow-up, to resolving a cross-functional blocker or rebuilding a broken process. As Monstro continues its rapid growth, there will be more opportunities than time. Your role is to ensure the leadership team is focused on the work that creates the greatest impact.
You will take an ambiguous priority, structure it, identify the real decision makers and blockers, create the plan, keep pressure on the work, and make sure it gets finished. You'll work across Product, Engineering, Commercial, Operations, People, Finance, Customer Success and Marketing — helping each function stay connected to the company's objectives while acting as an extension of the Executive Team in driving accountability and momentum. No two weeks will look the same.
You might be structuring a new strategic initiative, resolving an operational bottleneck between departments, rebuilding a broken process, improving executive decision-making, or coordinating the launch of a major client deployment. If you enjoy variety, solving difficult problems, and helping exceptional teams perform at their highest level, you'll thrive in this role. What You'll Own Operating Rhythm: Own the company’s source of truth (priorities, owners, deadlines, dependencies).
Implement and maintain a "Company Gantt Chart" that provides true transparency across Product, GTM, Recruiting, and Delivery. Execution Accountability: Don't just track tasks; push for completion.