Staff Product Manager, Billing Infrastructure

Behavioral health is booming, demand keeps growing, but getting paid for it keeps getting harder. For providers, getting paid for it is the hard part. Reimbursement is wildly variable and timely, in-full payment can be the difference between a practice staying open and a patient losing access to care. That's the stakes underneath the systems you'll build, for Headway's 80K+ providers, getting billing right isn't back-office hygiene, it's what keeps their doors open. You will own two connected halves of Headway's billing platform. First, building the billing system into an engine where every new appointment comes out right, going forward and second, turning that financial data into the datasets, dashboards, and general-ledger outputs Finance and Accounting rely on to close the books. Today, this infrastructure is fragmented — manual reconciliation, undetected payment failures, and limited real-time visibility create operational drag and growing risk as we scale. Your job is to turn it into a unified platform that Finance, Engineering, Support, and Compliance can all build on and trust.

Responsibilities

Own two connected halves of Headway's billing platform: building the billing system into an engine where every new appointment comes out right, going forward and turning that financial data into the datasets, dashboards, and general-ledger outputs Finance and Accounting rely on to close the books; Prevent breakage going forward: define the billing state machine, enforced handoffs, and guardrails so new appointments come out right without manual intervention; Make financial data usable: build the trusted datasets, dashboards, and general-ledger/audit outputs Finance and Accounting rely on to close the books — moving time-to-close from yearly to quarterly to monthly; Own the billing platform architecture and roadmap — the ledger, reconciliation, and data-integrity systems underneath patient charges, provider payouts, and payer collections; Partner with Data and Engineering to monitor payment/reconciliation health and drive systemic fixes, not point patches; Partner with Finance, Accounting, and Compliance so financial reporting and audit prep are trustworthy and fast, not multi-week fire drills; Serve as the platform other teams build on — Provider Payouts, Payer Collections, and Pricing consume your platform's guarantees without you owning their roadmaps.

Requirements

8+ years building billing platforms, ledgers, or accounting systems — ideally in healthcare, fintech, or marketplaces with complex payment flows; Comfortable diving deep with engineering teams on complex technical problems and driving hard architectural decisions; Trusted partner to Finance, Accounting, and Compliance, not just Engineering — you can translate ledger reality into language each audience acts on; Strong and clear communicator — clear and concise translating between accounting/ops language and engineering language.