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Head Of Finance

In office 5 days/week💼 Full-time🗓 2026-07-25

Core

Architecting and operating financial systems, processes, and strategy to scale a high-growth AI voice platform from $10M to $100M ARR.

Role type

Head of Finance (first internal hire)

Builds

Scalable financial systems, forecasting models, and investor narratives

Domain

High-growth AI/SaaS startups

Deliverable

production ML models | product features | dashboards & analysis | research | client delivery | infrastructure | physical/clinical work

Required skills

SaaS metrics (ARR, CAC/LTV, gross margin), financial modeling, GAAP compliance, multi-jurisdiction tax strategy, fundraising strategy, board presentation, internal control design

Preferred skills

CPA/CFA/MBA, investment banking/PE/VC experience

Technologies

QuickBooks, Bill.com, Brex, Hubspot

Responsibilities

Design financial systems and processes for scaling; oversee accounting, tax, audit, and compliance; build forecasting and budgeting models; partner with CEO on capital strategy and fundraising; manage investor reporting and board communications; implement internal controls and revenue recognition policies

Seniority

Senior, hands-on IC

Rewrite
## About the Role As the first internal Finance hire, you will be both architect and operator: designing our financial systems, processes, team/automation needed to scale from $10M ARR to $100M ARR over the next ~3 years. Reporting to and partnering closely with our CEO and the founders you will lead strategy, future fundraising and diligence, and the accounting execution. You will be rolling up your sleeves in Quickbooks one minute and then next advising the CRO and our BOD the next. ## Responsibilities ### Accounting & Compliance - Oversee accounting, tax, audit, and compliance (currently using QuickBooks, Bill.com, Brex, etc.) - Implement scalable systems and processes for billing, collections, revenue recognition, and financial controls - Deliver timely and accurate financial statements and consolidated reporting - Continually review accounting policies and procedures to ensure that the company is compliant with GAAP and statutory accounting - Create, document and implement internal control process initiatives - Manage multi-jurisdiction tax strategy and compliance, including tax planning and reporting. ### Strategic Finance & FP&A Modeling - Build scalable forecasting, budgeting, and reporting processes to guide decision-making - Partner with GTM, and Product to align resource allocation with company priorities - Develop and monitor KPIs and unit economics to track business performance ### Financial Systems & Business Operations - Vendor negotiations on core tech systems - Partner with close functional peers on reporting and revenue dashboards ### Fundraising & Investor Relations - Partner with the CEO on capital strategy, future fundraising, and board management. - Build financial models and narratives to support investor conversations. - Own investor reporting, ensuring clear, consistent communication of metrics ## Requirements - 7-12 years of progressive experience in finance, ideally high-growth AI or SaaS start ups - Prior experience in FP&A, corporate finance, or investment banking/PE/VC - 5+ years of Finance/Accounting experience, at least 2 years of Audit experience, with time spent in a leadership role - Strong command of SaaS metrics (ARR, retention, CAC/LTV, payback, gross margin, etc.) - Experience scaling a company through Series A → B → C and beyond - Hands-on operator: can manage books today, but also build systems for tomorrow - Strong financial modeling, board presentation, and communication skills - Collaborative leader who thrives in fast-paced, dynamic environments ## Nice to have - CPA/CFA/MBA is a plus but not required - Investment banking either PE/VC ## What We Offer - Comprehensive healthcare and unlimited vacation, including a mandatory half week for everyone over July 4, and a full week off at the end of the year - In office 5 days/week ## About the Company Who Is Flip? Ever call your local taxi company, healthcare provider, or favorite eCommerce brand, and have a crazy good voice ai answer? That's Flip. Hundreds of brands from Brooklinen, Princess Polly, and Hexclad Cookware to Tory Burch, Belk and the NFL trust Flip to have millions of phone calls with their customers every year. We've built our company on the idea that the best way to grow is to have a reference list as long as our customer list, and constant belief that the team is the best thing we've built. Both are true today and increasingly so every day. Many on our team would tell you this is their favorite place they've ever worked, and the hardest they've ever worked. It's ideal for people who want to go all-in, do the work, ride the roller coaster, and have a great flippin' time doing it. We're a small and mighty team of 50 today with offices in NYC, LA, and the UK. More About Us Our sales tech stack includes QBO, bill.com, Brex, Hubspot, and Omni Pulse We're international, spanning the US, UK, and Canada We've raised +$30M to date including our recent $20M Series A - backed by Ridge, Next Coast, ScOp, Bullpen Capital, Data Point and Forum Ventures, as well as founders & executives from Amazon Alexa, Ada, Attentive, and Simon Data
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