ABOUT OUTMARKET

Outmarket is an AI-powered platform purpose-built for commercial insurance agencies. We help agencies grow revenue and reduce E&O risk without adding headcount by amplifying what their best people do across every customer engagement and workflow.

We are building for the AI era, where growth can be exponential and operating models must evolve accordingly. Our customers are learning how to compete and win at a new scale using AI, and we are building that same model internally.

ABOUT THE ROLE

We are hiring our first Senior Accounting Manager / Controller to lead day-to-day accounting and build the financial infrastructure the company runs on. This is a foundational role for someone who can own the close, build strong systems and controls, and create the reporting foundation that helps take the company from startup to category leader.

You will report to the Head of Finance & Strategy and work closely with finance and leadership. You will own the numbers and the processes behind them, making sure the company can move quickly with confidence in its financial reporting, internal controls, and operating discipline.

WHY THIS ROLE

• Build the accounting function from the ground up at a company entering its next stage of scale

• Own the systems, controls, and reporting infrastructure that leadership, the board, and investors will rely on

• Partner closely with finance and cross-functional leaders on decisions that shape how the company operates

• Create an AI-native finance stack and help define how automation and intelligent workflows support the accounting function

• Join a company where the playbook is still being written and your impact will be visible immediately

WHAT YOU’LL DO

• Own the monthly, quarterly, and year-end close, and deliver timely, GAAP-compliant financials that are board- and investor-ready, including ownership of revenue recognition for subscription and usage based

• Maintain a clean, well-documented general ledger with account coding that scales as the business grows.

• Run (and partially automate) AP and AR end to end, including customer invoicing, collections, and expense management.

• Manage tax compliance and filings, and own relationships with external audit, tax, and legal partners.

• Build and enforce internal controls, and prepare the company to be audit-ready ahead of future financing rounds and a first external audit.

• Define and own the AI-native finance tool stack, evaluating and selecting the right systems while identifying where AI can automate and improve workflows.

• Hire, mentor, and build the accounting team as the function scales.

WHAT WE’RE LOOKING FOR

• Bachelor’s degree in Accounting or Finance. CPA strongly preferred.

• 5 to 10+ years of progressive accounting experience, including experience in a high-growth SaaS company

• Strong command of U.S. GAAP, financial reporting, and internal controls, including ASC 606 revenue recognition and deferred revenue for subscription & usage businesses.

• Experience managing month-end close and preparing financial statements, and experience in completing audits.

• Ability to build sophisticated financial models, automate workflows, and work comfortably with large datasets.

• A proven track record of building accounting processes in an early-stage environment.

BONUS IF YOU HAVE

• InsurTech Experience.

• Big 4 Accounting Experience.

• Experience with venture-backed startup accounting and external audit or diligence preparation.

• Experience with accounting process automation, reporting dashboards, and systems integrations.

WHAT YOU’LL GET

• Direct partnership with finance and leadership at a company defining a new category in commercial insurance.

• The opportunity to build the accounting foundation and financial operating systems from the ground up.

• A front-row seat to hyper-growth in the AI era, with real ownership and scope.

• Competitive compensation, meaningful equity, and clear room to grow.

• Remote-first flexibility.