Director of Finance

About the role

As our Director of Finance, you'll own the full financial function for a bootstrapped, highly profitable, and rapidly growing startup building AI-native executive peer communities — from strategic planning and forecasting to the daily mechanics of close, reporting, and budgeting. With two primary revenue streams (membership fees and sponsorship) and ~500 events annually, you'll bring both the analytical rigor of a seasoned finance leader and the builder mindset of someone who automates what shouldn't require human attention.

This is a department of one. You're not inheriting or building an internal team — you're owning the finance function end-to-end, leveraging outside resources as needed and reporting directly to one of our founders. That means setting the strategy, making judgment calls, and designing the systems that let the rest of the business move fast with financial confidence.

We're a fully remote-first and AI-pilled team. We default to async, communicate with clarity, and automate wherever possible. You'll need to be self-directed, proactive, AI-fluent, and comfortable being the most senior finance voice in the room.

Responsibilities

Financial Operations & Reporting

• Own the monthly close process in Rillet, including AP/AR, reconciliations, and consolidated financial reporting

• Manage per-event budget tracking and reconciliation across ~500 annual events spanning a wide range of size and complexity

• Oversee membership revenue recognition and the recurring financial rhythms of a subscription-based model

• Coordinate payroll and headcount cost tracking in partnership with our PEO and Head of People

• Lead expense management and policy enforcement via Ramp

• Deliver month-end and year-end reporting packages to the founders and leadership team

Strategic Finance

• Own financial planning and analysis: annual budgeting, quarterly forecasting, scenario modeling, and cash flow management

• Serve as a strategic thought partner to the founders on capital allocation, pricing decisions, and growth investments

• Develop and maintain financial models that give leadership clear visibility into unit economics, margins, and runway

• Identify and flag financial risks proactively — before they become problems

The AI-Forward Mandate

This is where you'll have real leverage. We want someone who is excited to build agents that do the tedious work and scale our impact — not just use AI as a writing or research assistant.

• Design and deploy finance agents for recurring workflows (e.g., invoice matching, budget vs. actuals alerts, anomaly detection, close checklists)

• Build event budget reconciliation tools the events team can use themselves, without needing to ping finance every time

• Automate data flows between Rillet, Ramp, Justworks, Chargebee, and Google Sheets/Drive

• Continuously expand the agent stack as the business grows and new needs emerge

• Document your agents and workflows so the whole team can understand and maintain them

Qualifications

• 6+ years of progressive finance experience; CPA preferred

• Demonstrated experience in a senior finance role at a high-growth startup - either managing the entire finance function independently, or owning a strategic piece of it directly under the CFO — this role requires strategic judgment, not just execution

• Genuine enthusiasm for AI tooling — real-world experience building workflow automations is a hard requirement

• Strong financial modeling and FP&A chops alongside solid technical accounting fundamentals

• Experience with (or fast ramp-up ability on) our stack: Ramp, Rillet, Justworks

• Exceptional communicator who can translate financial complexity for non-finance colleagues and present with confidence to founders

• Comfortable with ambiguity and a high-event-volume environment where no two months look the same

• Self-directed and async-fluent — remote-first means you manage your own work, surface issues proactively, and don't wait to be asked

About The Suite

We are a team of ~80 of the world’s greatest community builders and technologists.

We build high-quality and highly-curated professional communities. We run two of these communities today, including our flagship The L Suite / TechGC, which is a private, invite-only community for General Counsels / Chief Legal Officers and their teams at high-growth tech companies and venture funds, and The F Suite, which is a private, invite-only community for Chief Financial Officers and their teams.

We currently have 5,000+ active members across our communities, representing C-Suite executives and their deputies from most of today’s leading tech companies (e.g., OpenAI, Anthropic, Airbnb, Slack, Coinbase, Uber, Notion, Bolt, Figma, Airtable, Dropbox, Bilt, Datadog, etc.) and venture funds (e.g., a16z, Softbank, Tiger, Accel, Thrive, Battery Ventures, FirstMark, Kleiner Perkins, Insight, etc.).

Each of our communities is unique, but they are all underpinned by our custom-built member platform - the Braintrust. The Braintrust has rapidly emerged as the next evolution of the professional community platform, powering real-time conversations with the right peers at the right time as well as personalized research, insights, and strategies. The Braintrust is one of the strategic pillars supporting our mission to help today’s business leaders excel in their jobs with better and faster answers to their most pressing challenges.

We are a well-funded, profitable, and rapidly scaling startup with a high-impact team.

What Makes Us Unique

We fill a painful hole in the market at an unprecedented time in history. As executives are being pressured to master AI and “do more with less” while at the same time navigating an increasingly complex business environment, the right information and perspective has become harder and harder to find. The dominant networking platforms of the day are too broad and diluted to be effective resources, and it has become difficult to parse through the noise and misinformation to hone in on what really matters. Executives are rapidly retreating back to private, trusted communities for their information, support, and their most interesting conversations.

That’s where we come in. We connect executives to their most valuable resource - their peers - through a highly-curated collection of professional communities. In addition to attending live events, our members get access to the Braintrust, which is a comprehensive research and curated networking platform enhanced by Lloyd (our community-powered AI agent). After logging in, members are immediately connected with their closest peers, and are able to leverage their knowledge and experience for advice, service provider recommendations, benchmarking data, peer coaching/mentorship, and much more. The Braintrust also features a resource library with hundreds of educational videos, templates, and other materials from our community events.

Ready to join us? Fill out an application below.