Authentic helps insurance brokers create better insurance products for their clients. We provide the technology platform and behind-the-scenes support that lets brokers build custom insurance solutions for specific industries or customer groups. Think of us as the operating system that powers these specialized insurance offerings. For brokers, this means they can offer unique products their competitors don't have, earn more money, and spend less time on paperwork and administrative tasks. We handle the complex (technology, compliance, and partnerships with highly-rated insurance carriers), so they can focus on serving their customers and growing their business.
We've partnered with leading carriers including Starr Companies, QBE, Ascot Group, and Everspan Group. We also work closely with top retail brokers such as Hub International, Alliant Insurance Services, Aon, Marsh, and others as we continue expanding the infrastructure and partnerships behind our programs.
We are hiring a VP of Finance / Head of Finance to be Authentic’s senior-most finance leader and a close partner to the CEO. This is an in-person role, 5x a week, in our NYC office.
You will own the finance function end to end, including FP&A, accounting, treasury, capital markets, audit, tax, board reporting, and finance partnership with go-to-market, operations, insurance, legal, and compliance teams.
This is a high-leverage role for someone who wants to build the finance function at a complex, high-growth insurance technology company. The right person will be equally comfortable with board-level financial strategy, detailed operating models, monthly close, treasury, reinsurance economics, and hands-on process building.
What you’ll do- Own the operating model, annual budget, rolling forecasts, scenario planning, and capital allocation analysis
- Prepare finance materials for board meetings, investor updates, and leadership team discussions
- Build reporting across GWP, revenue, renewals, commissions, loss ratios, collateral, cash, and department-level spend
- Own monthly close, financial reporting, revenue recognition, and management reporting
- Build scalable controls around commissions, AR, AP, expenses, vendor management, and reconciliation
- Own cash management, bank relationships, debt facility reporting, and liquidity forecasting
- Support future debt and equity financings alongside the CEO
- Partner with the CEO and external advisors on carrier, reinsurance, captive, and collateral economics
- Manage audit, tax, regulatory finance workstreams, and key external partners across accounting, legal, tax, audit, banking, and compliance
- Hire and develop a lean, high-performing finance team as the business scales
- 6–10+ years of progressive finance experience, including time as a senior finance leader or #2 finance leader at a high-growth company
- Insurance, insurtech, MGA, program business, carrier, or reinsurance experience strongly preferred
- Experience building or scaling a finance function at a venture-backed company
- Strong FP&A and accounting foundation; able to move between strategic finance and close-level operating detail
- Experience with debt facilities, treasury, cash forecasting, and investor / board reporting
- Comfort with reinsurance economics, collateral, ceding commissions, quota share structures, or other insurance balance sheet mechanics
- Demonstrated ability to manage external partners across accounting, tax, audit, legal, banking, and compliance
- High judgment, low ego, strong communication skills, and comfort operating in ambiguity
- Builder mindset: willing to roll up sleeves, create structure, and improve processes without slowing the company down
- CPA, private equity, or investment banking background
- Experience with M&A, reinsurance, captive structures, or other insurance capital structure transactions
- Experience working directly with a founder / CEO and board
Compensation includes a $200,000–$250,000 base salary and meaningful equity, offering the opportunity to participate directly in Authentic’s continued growth.
Our (FTE) benefits
- Competitive salary, equity, and role trajectory
- Comprehensive health benefits for you and your family
- 401(k) plan with company match
- Unlimited PTO
- Paid parental leave
About Authentic
Authentic builds the infrastructure that program insurance runs on. We partner with leading brokerages to design and manage custom insurance programs, backed by A and A- rated carriers operating nationwide. Brokers bring the data and distribution. We bring everything else: the technology, the capacity, and the underwriting expertise to stand up specialized programs at speed and build them to last. We’re a Series A company backed by top investors, including FirstMark Capital, Zigg Capital, Slow Ventures, Clocktower, Commerce Ventures, and Altai. We’ve grown over 15x in the past year with a massive market opportunity ahead.
Authentic is committed to building an inclusive working environment regardless of gender, sexual orientation, religion, ethnicity, race, education, age, or other personal characteristics. We believe that people do their best work when they can be themselves, and different perspectives and experiences make us stronger as a team. We’re proud of the supportive and inclusive workplace we're building together and are always working to make it even better.
Skills Required
- 6-10+ years of progressive finance experience
- Experience as a senior finance leader or #2 finance leader at a high-growth company
- Insurance, insurtech, MGA, program business, carrier, or reinsurance experience strongly preferred
- Strong FP&A and accounting foundation
- Experience with debt facilities, treasury, cash forecasting
- Comfort with reinsurance economics and insurance balance sheet mechanics
- Demonstrated ability to manage external partners
- High judgment, low ego, strong communication skills
- Builder mindset for improving processes
What We Do
We empower community leaders (associations, SaaS companies, affinity groups, etc.) to launch captive insurance programs. Learn more about Authentic and captive insurance on our website! Insurance was a simple structure for communities to pool assets for a rainy day. At Authentic, we’re returning insurance to these roots. Modern communities exist outside of geographic boundaries; our platform uses technology to restore the simplicity of insurance.
