Head of Strategic Operations

Monstro•New York, NY

13h•$156,750 - $268,850•Remote

About The Position

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.

Requirements

6 –10+ years' experience in high-growth startups or scale-ups, with experience in a Founder’s Office, Chief of Staff, Business Operations, Strategy, Operating, Investing, or top-tier Management Consulting environment. You’ve operated in fast-moving businesses before and understand what it takes to scale.
Trusted partner to founders and executives, with experience working directly alongside CEOs, founders, executive leadership teams, boards, and investors on high-priority strategic initiatives.
Exceptional operator with outstanding organisational and project management skills. You can orchestrate multiple complex, business-critical initiatives simultaneously without losing attention to detail.
Comfortable thriving in ambiguity. You enjoy environments where priorities evolve quickly, ownership is high, and there isn't a playbook to follow. You naturally bring structure to complexity.
Strategic thinker with an execution mindset. You can move seamlessly between high-level business strategy and hands-on execution, building scalable processes rather than simply managing tasks.
Outstanding communicator with exceptional written and verbal communication skills. You have the confidence to challenge ideas, influence senior stakeholders, and engage effectively with executives, investors, partners, and board members.
High urgency, grit, and relentless follow-through. You are driven to see work through to completion, maintaining momentum until outcomes are delivered. You thrive in high-performance environments where speed and quality are equally important.
Strong analytical capability, using data and structured thinking to solve problems, improve operational efficiency, and support informed business decisions.
Influential without authority. You build trusted relationships across all levels of an organisation and consistently drive alignment, accountability, and execution.
Externally credible and highly polished, with the presence and professionalism to represent Monstro with financial institutions, strategic partners, advisors, investors, and other senior stakeholders.
AI-native mindset, with enthusiasm for leveraging modern AI tools to improve productivity, communication, decision-making, and operational effectiveness.
Bachelor's degree required.

Nice To Haves

Experience within AI, fintech, SaaS, BankingTech, or another regulated technology environment is highly desirable.
An MBA or equivalent experience in strategy consulting or executive-level business operations is advantageous.

Responsibilities

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.
Ensure that decisions made in executive meetings are translated into clear, actionable, and tracked workstreams. Push back when plans lack rigor or feasibility.
Act as the operational backbone for our commercial expansion—keeping track of banks, advisors, and conferences, and managing the operational mechanics behind the scenes.
Lead high-impact, confidential initiatives ranging from hiring and fundraising support to legal and operational process rebuilding.
Identify bottlenecks before they impact delivery. Improve how we work by applying an "AI-native" mindset to our internal workflows, reporting, and knowledge management.