Web PlatformBillingCheckoutRevenue Ops

Subscription Billing Flow Re-Architecture

We rebuilt the billing lifecycle from checkout to dunning so finance and product teams could manage plans without engineering tickets.

+22%
Payment Recovery

Dunning sequences and retry logic recovered failed renewals that were previously written off.

+34%
Plan Change Completion

Clear proration logic and in-app previews reduced failed upgrade and downgrade attempts.

-41%
Billing Support Tickets

Self-serve invoices and transparent charge breakdowns reduced confusion-driven tickets.

-3 days
Finance Close Cycle

Reconciled event logs removed manual corrections at month end.

Project Details

Industry
Revenue Operations
Timeline
4 months
Role
2 full-stack engineers, 1 backend engineer, 1 product designer
Technology Stack
Next.jsNode.jsPostgreSQLStripeWebhook Workers

Problem

Billing logic was spread across UI code, cron jobs, and spreadsheets. Plan changes were error-prone and finance reporting required manual cleanup.

Approach

We centralized billing state transitions in backend services, implemented event-driven webhooks, and added an admin layer for plan management. The trade-off was stricter validation that temporarily slowed custom deal workflows.

Result

The team gained reliable billing operations with fewer support issues and cleaner month-end reconciliation.

What Could Be Better

The first version of proration rules confused sales-assisted contracts. We introduced contract templates and role-based overrides.

Planning a similar rebuild?

Share your constraints and timeline, and we will map the technical path with trade-offs.