Pie Insurance is leveraging technology to transform how small businesses buy and experience commercial insurance, with the goal of making it affordable and as easy as pie. Backed by Headline (formerly e.ventures).
About the role
As the Team Lead, Billing & Collections, you own billing accuracy, cash application, and the non-pay lifecycle — notice of cancellation, rescission, reinstatement, and termination — so premium, coverage, and AR stay reconciled. You lead the billing operations team that invoices, applies cash, matches partner remittance, and processes cancels and reinstatements across installment billing, payroll-partner remittance, lockbox, and Stripe.
What they're looking for
- Prioritize collection effort on a risk basis, focusing attention on the large and jumbo balances that drive the majority of exposure
- Make sure every call, letter, and text complies with the FDCPA, Regulation F, the TCPA, and applicable state debt-collection laws. Partner with Compliance and Legal on consent, opt-out, and disclosure requirements
- Serve as as the top-level point of contact for billing, cash-application, remittance, and non-pay issues, complaints, and escalations, acting as subject matter expert and business stakeholder advocate within Pie
- Partner with Product and Engineering to build the systems and automations that streamline collections — automated ordering, tracking data, KPI reporting, and automated action triggers and process steps
- Track and drive continuous improvement for bad debt allowance processes, in partnership with Accounting
- Coordinate dispute resolution cross-functionally and identify upstream process improvements that reduce bad debt exposure
More about this role
Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.
Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.
As the Team Lead, Billing & Collections, you own billing accuracy, cash application, and the non-pay lifecycle — notice of cancellation, rescission, reinstatement, and termination — so premium, coverage, and AR stay reconciled. You lead the billing operations team that invoices, applies cash, matches partner remittance, and processes cancels and reinstatements across installment billing, payroll-partner remittance, lockbox, and Stripe. You are accountable for SLA and quality outcomes on that work, not for post-handoff recovery. Past-due collection strategy, litigation, settlement, and collection-vendor performance sit with the Team Lead, Collections. You work hand-in-hand with that team so unpaid balances are handed off cleanly, on time, and with the documentation Collections...
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