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About the Role Sapien is moving fast. The Chief of Staff exists to make sure the company moves with intention, not just speed. You'll sit directly with the founders, own the operational layer that keeps everything running, and drive the cross-functional work that doesn't fit neatly into any one function. This is a high-trust, high-leverage role. You'll have visibility into everything and ownership of things that matter: strategic planning, investor relations, hiring, internal communications, and the GTM systems that drive revenue. If you've thrived in high-output environments and gravitate toward the work that others can't quite categorize -- this is for you. What You'll Own Founder & Leadership Leverage * Extend the capacity of the CEO and leadership team -- own their context, manage their priorities, and make sure the right decisions happen at the right time * Lead preparation for board meetings, investor updates, and key internal reviews * Manage high-priority cross-functional projects from framing to execution GTM & Revenue Operations * Own the operational layer behind sales and CS: pipeline hygiene, CRM discipline, outbound coordination, and performance reporting * Build and maintain dashboards that give leadership real-time visibility into revenue, deployment health, and operational KPIs * Support customer-facing work where needed -- able to hold a conversation with a CFO and represent Sapien credibly Strategy & Company Operations * Turn ambiguous priorities into structured plans with clear owners and timelines * Identify operational gaps across the business, design the fix, and leave behind a repeatable process * Support recruiting and team scaling as headcount grows What We're Looking For * 4-7 years in investment banking, PE, management consulting, or a senior operator role at a high-growth startup * Finance fluency -- comfortable with P&Ls, operating metrics, and corporate finance concepts * Proven builder of systems and processes, not just deliverables * Sharp written communicator -- crisp across exec briefs, investor updates, and internal memos * AI-native -- you use AI tools daily, pick up new systems fast, and actively look for leverage * High agency, low ego -- you figure out what needs to happen and go do it How You Work * Ambiguity-shaping. You turn nebulous problems into a first pass and drive to resolution * Extreme ownership. If you say it, it gets done * Speed & hustle. Urgency without sacrificing quality * AI-native. Energized by applying AI to transform how businesses run
WHO WE ARE Sapien is rethinking how finance teams operate in the age of AI. We’re building toward an autonomous CFO -- systems that run company financials end-to-end. Our platform analyzes complex financial data in real time to increase decision cadence, prevent costly mistakes, and surface value. Sapien has caught multi-million-dollar errors, saved thousands of jobs, and returned significant dollars to customers’ bottom lines. We partner with traditional businesses—manufacturing, healthcare, restaurants, and large enterprises to deeply understand and automate their financial workflows. We’re HQ’d by Madison Square Park in NYC and backed by General Catalyst, Neo, and top operators from Google, OpenAI, Microsoft, Ramp, and Stripe (over $9M raised). THE ROLE Every wave of enterprise software created a new kind of operator. On-prem had implementation managers. SaaS had solutions engineers. Agentic AI demands something different: people who don't install software, they deploy intelligence. They rewire how finance teams think, work, and decide. That's this role. You'll be the bridge between Sapien and the finance orgs we serve, dropping into customer environments, learning their workflows cold, and redesigning them around our agents. But deployment is only half of it. You'll sit at the center of the company: feeding what you learn in the field back to sales, shaping the product roadmap with engineering, and giving the founders ground truth on where the market is going. Part strategist, part operator, part finance translator. The connective tissue between customers, sales, product, and leadership. If you've ever watched a finance team grind through a process and thought "there has to be a better way", we built this role for you. WHAT YOU’LL OWN Customer Deployments * Own customer implementations end-to-end: scoping, workflow mapping, deployment, training, and optimization. You are the reason a customer succeeds. * Embed with finance teams (CFOs, FP&A, analysts) to learn how they actually operate, then transform those workflows onto Sapien. * Build the deployment playbook from zero: repeatable frameworks for onboarding, integrating, and scaling Sapien across organizations. Cross-Functional Impact & Strategy * Arm the sales team with what you learn in the field, including real customer pain points, objections, success stories, and the language CFOs actually use, so every deal benefits from every deployment. * Work directly with engineering to set the product roadmap: translate real finance workflows into product requirements, stress-test new features, and push for what customers actually need. * Spot patterns across deployments that shape where the product and GTM motion go next. * Partner with the founders on customer materials, internal strategy, and high-priority initiatives. WHAT WE’RE LOOKING FOR * Finance and operating background. 2–6 years in banking, PE, consulting, or a similarly analytical role. You know your way around financial statements, operating metrics, and corporate finance. * Strong in front of customers. You can hold a room with a CFO. You listen more than you talk, build trust quickly, and turn vague concerns into concrete next steps. * You build systems, not just deliverables. When you solve a problem, you make sure it stays solved. You leave behind processes, not just outputs. * AI-native. You use AI tools every day. You pick up new tech faster than anyone around you and you can't help but show others how to use it too. * High agency. You don't wait for a brief. You figure out what needs to happen and you go do it, with attention to detail that holds up under scrutiny. HOW YOU WORK (VALUES WE CARE ABOUT) * AI-native. You’re energized by applying AI to transform how businesses run. * Ambiguity-shaping. You turn nebulous problems into a first pass and drive to resolution. * Extreme ownership. You identify what’s next—and do it. If you say it, it gets done. * Speed & hustle. You bias to action and move with urgency without sacrificing quality.