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Posted May 30, 2026

Founding Chief of Staff — Strategy & Operations

We are a decision operating system that helps businesses create intelligent workflows to make better decisions. We focus on enabling financial services, fintechs, and insurers to become fully intelligent enterprises — where workflows become intelligent systems across the organization. We are looking for a Founding Operator who thinks fast, moves faster, and builds systems that compound. You will work directly alongside the Founder to run the company. What You’ll Do Company Operating System • Design and own the operating rhythm of the company — priorities, cadence, and accountability across every function • Build lightweight but durable systems that scale with the team as we grow from 10 to 50 • Translate the Founder’s vision into structured weekly execution, ensuring top priorities get executed with excellence Founder Leverage • Extend the Founder's capacity across capital, product, and team — providing structured and relentless execution • Prepare, debrief, and follow through on every high-stakes conversation — investor meetings, customer calls, recruiting • Be the person who catches what falls through and closes it without being asked Product Stability & Maturity • Partner with engineering and product to track platform stability metrics — uptime, error rates, deployment success across the OS platform • Own the internal product review rhythm — weekly status, flag blockers before they reach the Founder • Coordinate QA processes and ensure quality standards are met before any customer-facing deployment • Build the feedback loop between early customers and the product team — structured, fast, actionable • Maintain a live product roadmap dashboard visible to the full team and investors Customer Pilots • Own the operational side of every pilot — onboarding checklist, timeline, stakeholder map, success metrics Coordinate between the GTM team and engineering to ensure pilots launch on time and land well • Build the pilot playbook from scratch — reusable across every new customer • Capture and structure customer feedback into product briefs for the team Capital • Run investment close process with the Founder — investor CRM, outreach sequencing, materials, follow-up cadence • Own the data room — keep it current, organized, and investor-ready at all times • Prepare the Founder for every investor meeting — brief in, debrief out, action items closed • Track every open capital conversation to resolution • Coordinate due diligence requests across legal, finance, and product Team • Build and own the full recruiting operating system — pipelines, panels, scorecards, offers, onboarding • Own ongoing recruiting ops as headcount scales from 10 to 50+ • Develop onboarding playbooks so every new hire is productive and culturally aligned from week one • Build the advisor network ops — equity agreements, engagement cadence, activation for referrals and introductions Who You Are • 3–7 years at a growth startup, MBB, Big4, or Big Tech — you have seen how fast-paced organizations, teams, or client engagements operate • Your friends describe you as the person who always has a plan • You get unreasonably excited about a well-structured agenda • You have strong opinions about how things should run. You are usually right. • No job description has ever fully described your job. You liked it that way. • You are a closer. • You are motivated by ownership and mission — you are tired of making someone else’s vision look good in a deck • You hold yourself to a standard most people find uncomfortable. High ambition, high execution, and high accountability. Bonus • Experience supporting or leading an AI strategy or transformation, or complex cross-functional initiative • Experience in fintech, financial services, insurance, or enterprise SaaS • Prior experience supporting early-stage fundraising or technical diligence