Director, Accounting

WithCoverage; New York (NY); On-site; USD 130,000 - 180,000; Full time

Job summary

WithCoverage is building a next‑generation risk management platform and seeking a Senior Accounting Manager to own the accounting function and design the systems that move from 0 to 1. You’ll oversee fiduciary trust accounting, premium flows, and carrier reconciliation, while shaping revenue recognition under ASC 606 and the month‑end close.

This hands‑on role grows with the company as we scale. You will work closely with finance leadership to implement controls, drive process improvements, and

Responsibilities

• Own the premium trust accounting, reconciling client funds to bank and tracking to customer and policy level
• Design and operate carrier reconciliation, clearing unapplied payments backlog
• Establish fiduciary liability accounting for premiums payable to carriers and return premiums payable to insureds
• Build commission revenue recognition under ASC 606 with policy-level schedules and related items
• Own the revenue close and defend every number in it
• Month-end close responsibilities as the organization scales

Job description

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. We partner with over one thousand high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next‑generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed.

About WithCoverage

WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. We partner with over one thousand high-growth, category-defining companies, including GoPuff, Eight Sleep, Bombas, Chomps, and Blank Street Coffee. Our clients span iconic consumer brands, hospitality leaders, GCs, advanced manufacturers, and next‑generation defense contractors. They operate in complex risk environments and need a partner that can move at their speed. Instead of a fragmented, manual brokerage stack, we have built a new category: elite risk advisors operating on top of proprietary technology. Our in‑house Agency Management System gives our team and AI agents full visibility into policies, exposures, claims, billing, and commissions. This platform enables deep automation, better decisions, and a fundamentally higher standard of service. WithCoverage was founded by JD Ross (co‑founder of Opendoor) and Max Brenner (Bain, Compound). We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.

Why Join Us

• Grow Faster – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.
• Work That Matters – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.
• Redefine an Industry – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.
• Financial Rewards – We hire the best and invest in you. That means competitive comp, meaningful equity, and excellent benefits. We believe strongly in internal promotion and lay out a plan for everyone's career growth.

About The Role

Reporting to the Head of Finance, the Senior Accounting Manager owns the accounting function at WithCoverage and builds the insurance accounting system underneath it. We're going from 0 → 1. Accounting is the foundational pillar that gets us there.

Most Senior Accounting Manager roles are about running a close that already exists. This one is about designing it. We move client premium through a fiduciary trust account, and the policy‑level subledger, carrier reconciliation, and commission revenue recognition that sit on top of it are yours. You'll have a dedicated bookkeeper handling transaction processing, AP, and AR, so your time goes to architecture, controls, and judgment, not data entry. You'll also have an external controller as a technical sounding board and a Head of Finance who will get you whatever you need.

This is a hands‑on individual contributor seat that grows into that title and team as we scale

Your first 6 months

Fiduciary and Premium Trust Accounting

• Own the premium trust: client funds reconciled to the bank and tracked to the customer and policy level
• Design and operate carrier reconciliation as a recurring control, including clearing the current backlog of unapplied carrier payments
• Establish the fiduciary liability accounting for premiums payable to carriers and return premiums payable to insureds

Revenue Recognition

• Build our commission revenue recognition under ASC 606, including policy‑level schedules, expected versus received against carrier statements, cancellations, endorsements, return commission, and flat fees
• Own the revenue close and the defense of every number in it

Month‑End Close