<p><strong>About </strong><a href="https://withcoverage.com/"><strong>WithCoverage</strong></a><strong>:</strong></p> <p><strong>WithCoverage replaces the traditional insurance brokerage with AI-supercharged risk management designed for the modern economy. </strong></p> <p>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.</p> <p>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.</p> <p>WithCoverage was founded by JD Ross (co-founder of Opendoor) and Max Brenner (Bain, Compound). <strong>We have raised over $43M from leading investors including Sequoia, 8VC, Khosla Ventures and Crystal Venture Partners. </strong></p> <p>Our ambition is not to build a better brokerage. It is to redefine how risk is managed across the economy.</p> <p><strong>Why Join Us:</strong></p> <ul> <li><strong>Grow Faster</strong> – We’re scaling quickly, giving you significant opportunities to learn, lead, and shape your career and the company's future.</li> <li><strong>Work That Matters</strong> – We protect the world’s most innovative brands: consumer icons, hospitality leaders, next-gen defense contractors, and US manufacturers.</li> <li><strong>Redefine an Industry</strong> – Insurance is one of the largest, slowest-moving markets. We rewrite the playbook with proprietary technology, automation, and AI.</li> <li><strong>Financial Rewards</strong> – 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.</li> </ul> <p><strong>About The Role:</strong></p> <p>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.</p> <p>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.</p> <p>This is a hands-on individual contributor seat that grows into that title and team as we scale</p> <p><strong>Your first 6 months: </strong></p> <p><em>Fiduciary and Premium Trust Accounting</em></p> <ul> <li>Own the premium trust: client funds reconciled to the bank and tracked to the customer and policy level</li> <li>Design and operate carrier reconciliation as a recurring control, including clearing the current backlog of unapplied carrier payments</li> <li>Establish the fiduciary liability accounting for premiums payable to carriers and return premiums payable to insureds</li> </ul> <p><em>Revenue Recognition</em></p> <ul> <li>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</li> <li>Own the revenue close and the defense of every number in it</li> </ul> <p><em>Month-End Close and Financial Reporting</em></p> <ul> <li>Own the monthly close and GAAP financial statements, including the transition of corporate books from cash to accrual basis</li> <li>Review journal entries, balance sheet reconciliations, and accruals prepared by the bookkeeper</li> <li>Own the compliance calendar: surplus lines taxes, 1099s, and state filings, with external preparers filing</li> </ul> <p><em>Systems and Automation</em></p> <ul> <li>Design the policy-level subledger and how it feeds the general ledger. QuickBooks stays as the GL and we build around it, using modern tooling and AI where it beats a spreadsheet</li> <li>Automate recurring work: statement reconciliations, remittance matching, unapplied cash, refund tracking</li> <li>Decide what the finance stack becomes as we scale</li> </ul> <p><em>Controls, Policy, and Audit Readiness</em></p> <ul> <li>Rechart the accounts, department mapping, and cost attribution so the numbers can support decisions without being re-derived each month</li> <li>Document accounting policies and build the evidence trail to get us audit ready for 2027</li> <li>Partner with RevOps, Growth, and Operations on billing, commission, and carrier questions</li> </ul> <p>&