Chief of Staff

Sapien

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 Community is a first-class function at Sapien—not a marketing channel, not a nice-to-have. It's how we build trust with finance leaders, find the people we want to work with, and reinforce the culture that makes this company run. You'll work closely with the CEO as a hybrid community builder, talent scout, and chief of staff. We're looking for someone who understands the tech and finance ecosystem—likely from a few years in VC, startup ops, or a similar seat where you were constantly building relationships, evaluating people, and connecting dots. WHAT YOU'LL DO * Own events end-to-end. Plan and execute weekly dinners, monthly hiring events in NYC, and CFO dinners in NYC plus two additional cities each month. Manage the full Sapien event calendar on Luma—reading groups, team events, and external programming. * Run recruiting outbound and pipeline. Source candidates through LinkedIn, Sales Navigator, and warmer channels. Set up coffee chats, support screening, and move candidates through the funnel in Ashby. * Build the candidate experience. Make sure every prospective hire feels the Sapien community before day one—personal outreach, event invites, LinkedIn shoutouts for new teammates. Capture photos at events and across the team. * Track what's working. Own KPIs across community and recruiting: event-to-interview conversion, touchpoints to hire, channel performance. Use data to improve the process, not just report it. * Set the internal rhythm. Organize in-office programming—AI reading groups, poker nights, team dinners—and make sure those moments are captured and shared. * Support the CEO on cross-functional projects. Pick up high-leverage work across ops, eng, and GTM as it comes up—whatever the team needs most. WHAT WE'RE LOOKING FOR * 2–5 years in venture capital, startup operations, talent/recruiting, or a community-facing role in tech. * Natural relationship builder. People remember meeting you. You follow up and connect dots between people and opportunities without being asked. * Event planning chops. You've run dinners, panels, meetups, or recruiting events—and you know the difference between a forgettable happy hour and an evening people talk about afterward. You can also handle the unglamorous side: booking flights, coordinating travel, managing calendars. * Strong written communication. You can draft a LinkedIn post, a candidate outreach message, an event recap, and an eng blog brief all in the same afternoon. * Data-driven. You track what matters and use your numbers to decide where to invest time. * Fluent in tech and/or finance. You understand how startups work, how hiring works, and how finance teams think. You can hold a real conversation with a CFO and with a seed-stage founder. * Flexibility across tools. You'll live in Ashby, Luma, LinkedIn, and Sales Navigator daily. 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.

Hawk

About Us  Hawk is the leading provider of AI-supported anti-money laundering and fraud detection technology. Banks and payment providers globally are using Hawk’s powerful combination of traditional rules and explainable AI to improve the effectiveness of their AML compliance and fraud prevention by identifying more crime while maximizing efficiency by reducing false positives. With our solution, we are playing a vital role in the global fight against Money Laundering, Fraud, or the financing of terrorism. We offer a culture of mutual trust, support and passion – while providing individuals with opportunities to grow professionally and make a difference in the world.  Your Mission As Chief of Staff to the CEO, your mission is to multiply the CEO’s impact across everything that matters most to Hawk. You will run the operating rhythm that keeps the executive team aligned and moving, lead strategic initiatives from definition through to delivery, and make sure that the CEO’s priorities translate into the company’s actions. This is a role for someone who thrives on ambiguity, knows how to bring order to chaos without losing speed, and wants to be at the center of building a category-defining company in the fight against financial crime. You’ll do all of this as an AI-native operator – treating AI as the default first move, building agents and workflows, automating anything that can be automated. Key Responsibilities * Own the executive rhythm: design and run the cadence of leadership meetings, strategic reviews that keep the exec team coordinated and decisions moving * Lead special projects directly with the CEO. Taking a priority from a rough idea to a structured plan to measurable outcomes, often across multiple functions and without a dedicated team underneath you * Track and drive OKRS and CEO strategic priorities, resolve blockers before they become problems. Ensure impactful communication of strategy & progress * Prepare high-quality materials for decision making – synthesizing complex information into clear narratives that drive the right conversations * Serve as a trusted thought partner to the CEO & leadership. Pressure-testing ideas, flagging blind spots, and occasionally being the person in the room willing to say what others won’t * Work closely with the full executive team – not as a coordinator, but as a peer who can hold a thread across finance, product, engineering, sales, and operations and know when something needs escalating * Orchestrate the CEO's external advisor bench – bankers, consultants, board advisors, communications partners, and topic experts. Scope the work, brief them, hold them to deliverables, integrate their output back into the company * Proactively hunt for gaps, friction, and emerging problems across the company - in execution, the operating model, team performance, or external dependencies - and don't just surface them. Take ownership, and drive the fix yourself Your Profile * 5+ years of experience in a top strategy consulting firm, ideally in technology transformation or financial services * 3+ years of experience in a high-growth startup post Series B – as an operator, Chief of Staff or founder. You’ve seen a company scale, and you know what breaks when it does * You're comfortable being handed a vague but important problem and turning it into a plan you execute. Ambiguity doesn't paralyze you – it's where you do your best work * You have a sharp eye for what's broken or about to break, and you don't wait to be asked. You go and find the problems no one is owning yet, and then you fix them - rolling up your sleeves rather than writing a memo about who should * Exceptional written and verbal communicator. You can write a crisp exec briefing, run a tight leadership meeting, and adapt your style from the board to the engineering team without losing the thread * You know how to move things forward without direct authority. You influence through clarity, relationships, and follow-through – not hierarchy * AI is the operating system of how you work, not a tool you reach for occasionally. You use it across research, drafting, analysis, and decision support every day, and you're fluent enough to design prompts, build agents, and chain tools together to solve real problems * Genuinely curious about what AI means for financial services, compliance, and the future of companies like Hawk. You don’t need to be an engineer, but you want to be close to where the industry is going

Hawk

About Us  Hawk is the leading provider of AI-supported anti-money laundering and fraud detection technology. Banks and payment providers globally are using Hawk’s powerful combination of traditional rules and explainable AI to improve the effectiveness of their AML compliance and fraud prevention by identifying more crime while maximizing efficiency by reducing false positives. With our solution, we are playing a vital role in the global fight against Money Laundering, Fraud, or the financing of terrorism. We offer a culture of mutual trust, support and passion – while providing individuals with opportunities to grow professionally and make a difference in the world.  Your Mission As Chief of Staff to the CEO, your mission is to multiply the CEO’s impact across everything that matters most to Hawk. You will run the operating rhythm that keeps the executive team aligned and moving, lead strategic initiatives from definition through to delivery, and make sure that the CEO’s priorities translate into the company’s actions. This is a role for someone who thrives on ambiguity, knows how to bring order to chaos without losing speed, and wants to be at the center of building a category-defining company in the fight against financial crime. You’ll do all of this as an AI-native operator – treating AI as the default first move, building agents and workflows, automating anything that can be automated. Key Responsibilities * Own the executive rhythm: design and run the cadence of leadership meetings, strategic reviews that keep the exec team coordinated and decisions moving * Lead special projects directly with the CEO. Taking a priority from a rough idea to a structured plan to measurable outcomes, often across multiple functions and without a dedicated team underneath you * Track and drive OKRS and CEO strategic priorities, resolve blockers before they become problems. Ensure impactful communication of strategy & progress * Prepare high-quality materials for decision making – synthesizing complex information into clear narratives that drive the right conversations * Serve as a trusted thought partner to the CEO & leadership. Pressure-testing ideas, flagging blind spots, and occasionally being the person in the room willing to say what others won’t * Work closely with the full executive team – not as a coordinator, but as a peer who can hold a thread across finance, product, engineering, sales, and operations and know when something needs escalating * Orchestrate the CEO's external advisor bench – bankers, consultants, board advisors, communications partners, and topic experts. Scope the work, brief them, hold them to deliverables, integrate their output back into the company * Proactively hunt for gaps, friction, and emerging problems across the company - in execution, the operating model, team performance, or external dependencies - and don't just surface them. Take ownership, and drive the fix yourself Your Profile * 5+ years of experience in a top strategy consulting firm, ideally in technology transformation or financial services * 3+ years of experience in a high-growth startup post Series B – as an operator, Chief of Staff or founder. You’ve seen a company scale, and you know what breaks when it does * You're comfortable being handed a vague but important problem and turning it into a plan you execute. Ambiguity doesn't paralyze you – it's where you do your best work * You have a sharp eye for what's broken or about to break, and you don't wait to be asked. You go and find the problems no one is owning yet, and then you fix them - rolling up your sleeves rather than writing a memo about who should * Exceptional written and verbal communicator. You can write a crisp exec briefing, run a tight leadership meeting, and adapt your style from the board to the engineering team without losing the thread * You know how to move things forward without direct authority. You influence through clarity, relationships, and follow-through – not hierarchy * AI is the operating system of how you work, not a tool you reach for occasionally. You use it across research, drafting, analysis, and decision support every day, and you're fluent enough to design prompts, build agents, and chain tools together to solve real problems * Genuinely curious about what AI means for financial services, compliance, and the future of companies like Hawk. You don’t need to be an engineer, but you want to be close to where the industry is going