Director of Finance

Prosper AI•New York City, NY

11d•Onsite

About The Position

Prosper is hiring its first finance employee to build and own the company’s finance function end to end. The role spans strategic finance—including planning, metrics, and reporting—and finance operations—including accounting, monthly close, payroll, and taxes—working with an outsourced partner whom the Director will select and manage. The position will establish the finance playbook as Prosper scales its rapidly growing healthcare AI business. The Director will build the operating model from the ground up, own the company’s operating metrics, prepare monthly investor updates, and ensure accurate gross-margin reporting. They will also run finance operations, including close, payroll, taxes and filings, invoicing and collections, and implementation of spend controls. The role offers direct access to the founders and board, ownership of the finance plan and metrics, and an opportunity to build the team.

Requirements

4–6 years of experience, ideally beginning in investment banking and followed by finance experience at a high-growth startup.
Strong rigor and accuracy in financial work, such that others can trust the numbers without repeated checks.
Builder mentality and comfort being the initial, sole finance professional.
Ability to work hands-on with close details and communicate the meaning of financial results to founders.

Nice To Haves

Healthcare or health tech exposure, either at a company or through sector coverage in banking.
Hands-on experience with modern finance tools such as Brex, Carta, NetSuite, or QuickBooks.
Experience supporting a fundraise, a first audit, or a finance system rollout.
Experience managing an outsourced accounting firm and holding it to a high standard.

Responsibilities

Build the operating model, including the annual plan, budget, monthly forecast, and underlying drivers.
Own company metrics, including ARR bridge, contracted versus live ARR, time to go-live, gross margin, burn, and runway.
Prepare monthly investor updates.
Ensure accurate gross-margin reporting, including appropriate monthly categorization of COGS and vendor costs such as voice AI infrastructure.
Run a fast and accurate monthly close with an accounting partner selected and managed by the Director.
Own payroll, taxes, and filings.
Ensure invoices are sent on time and cash is collected on schedule.
Establish spend controls, including department budgets, expense policies, and a weekly AP and approval process.