Senior Accounting Manager
About The Position
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. 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.
Requirements
- CPA with a mix of Big 4 public accounting and high-growth industry roles.
- You know brokerage accounting, or you'll learn it fast. Trust funds, agency vs direct bill, commission and return commission, premium finance.
- You automate before you ask for headcount. You've killed a piece of recurring work for good and can walk us through how. SQL doesn't scare you.
- You think of the books as a system, not a stack of workbooks. Our subledgers are v1: built in code, controls that run as tests. Tomorrow's version is yours to shape.
- Agents do the reconciliation. You own what the entries mean. Only a person catches an entry that balances but is wrong. Every close is gated on your judgment.
- You've been the number two to a great controller and you want the wheel. No direct reports to start.
- Scope excites you. Billing questions, carrier weirdness, a control nobody's built before.
- New tools don't intimidate you. QuickBooks, a modern billing platform, homegrown tooling where nothing off the shelf fit yet.
Responsibilities
- Own the premium trust. Client money, eight figures a month, tied to the bank weekly down to the customer and policy. Clear the backlog of payments carriers never applied, then make carrier reconciliation a control that runs, not a cleanup that repeats.
- Build our rev rec. Policy, schedules, expected vs received against carrier statements, cancellations, endorsements, return commission, flat fees. You build it, you close it, you defend every number.
- Own the corporate books. Monthly close, GAAP financials, and the compliance calendar: surplus lines taxes, 1099s, state filings. Our bookkeeper processes and external preparers file; you own the numbers and the deadlines.
- Automate everything that repeats. Statement recs, invoice deltas, remittance reading, unapplied cash, refund clocks. If it shows up twice, build it or point AI at it.
- Make the numbers decide things. Take a view and rechart the accounts, department mapping, and event attribution so we know where money is earned and spent without re-deriving it every time.
- Get us audit ready for 2027. Documented policy, evidence dated at the source, payroll and equity comp, clean opening balances. No plugs.
- Your leverage is what you build, not who you manage.
- Grab the thing outside your lane.
- Part of your job is deciding what this stack becomes.
Benefits
- Competitive compensation that includes equity
- Comprehensive benefit plans for medical, dental, vision, life, and disability
- Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
- 401(k) provider
- Flexible time off, sick leave, family and medical leave, and major national holidays
- A curated in-office employee experience, designed to foster community, team connections, and innovation
- Collaborative, transparent, and fun culture
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What This Job Offers
Job Type
Full-time
Career Level
Senior
Education Level
No Education Listed
