Director of Finance

Modern Life•New York, NY

34d

About The Position

Join our team and accelerate your career. Life insurance is a complex and consequential purchase that impacts hundreds of millions of Americans — and it's about to experience a massive AI transformation, impacting over 500,000 professionals today. We're building the AI-powered software, agents, and workflows that change how life insurance gets bought and sold, making it faster, smarter, and easier for advisors and their clients. We are a high-growth Series A company that has raised $35M from top-tier investors, including Thrive Capital (major investors in OpenAI, SpaceX, Stripe, Instagram, Spotify, and Slack), New York Life, and Northwestern Mutual. We're hiring a Director of Finance to own our finance function end-to-end — from the company financial model and budget through commissions, the revenue engine of our brokerage business. Reporting directly to the CEO, you'll be the company's finance leader: part strategic partner, part hands-on operator. You'll take over a function built by a founding operating team member and partner closely with our Head of Business Operations, our outsourced accounting firm, and leadership to keep the business financially sharp as we scale.

Requirements

7+ years of strategic finance (FP&A) experience ideally in high-growth startup finance
You've owned budgeting, forecasting, and financial modeling with a track record of driving financial performance against targets
Exceptional analytical skills — able to drill into the weeds (commission-level detail) while maintaining a strategic lens
Comfortable being the sole finance owner: managing an outsourced accounting firm rather than a big internal team, and doing the work yourself when needed
Excellent communication and leadership skills, working collaboratively across departments and with external stakeholders (carriers, accountants, investors)
Bachelor's degree in Finance, Accounting, Economics, or related field

Nice To Haves

experience with insurance, brokerage, or commission-based revenue models
foundation in management consulting or investment banking
MBA or CPA preferred

Responsibilities

Own the company financial model. Maintain and expand the model that links key business drivers to company goals, and keep leadership and the board honest about where we're headed.
Drive budgeting and forecasting. Run the annual budget and ongoing reforecasting cycles, working with every team to tie resource allocation to strategic goals.
Support fundraising and strategic finance. Prepare materials and analysis for fundraising, investor updates, and strategic partnerships.
Manage financial operations. Own the relationship with our outsourced accounting partner, oversee month-end close, AP/AR (Ramp), and ensure timely, accurate financial reporting to internal and external stakeholders.
Deliver management and board reporting. Build the reporting cadence that gives leadership and the board clear insight into business performance, unit economics, and runway.
Partner on headcount and unit economics. Work with the CEO and Head of People on headcount planning, comp modeling, staffing ratios, and the unit economics that drive org design decisions.
Own commissions. Oversee the commission engine at the heart of our brokerage economics: carrier commission structures and margins, advisor payout tiers, weekly commission processing, and the reporting that keeps advisors and carriers whole.
Work AI-natively. Use AI tooling to automate reporting, analysis, and finance workflows so a lean function punches above its weight.