Founding Chief of Staff — Strategy & Operations Full Time NEW

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