Stripe AR Automation, Powered by AI
Stop running Stripe Billing by hand. LedgerUp automates invoicing, collections, mid-cycle changes, and payout reconciliation — without replacing Stripe.
How it works
From deal close to Stripe billing, collections, and reconciliation — automatically.
CRMDeal closed in HubSpot, Salesforce, or Attio
AriContract terms extracted, billing built
StripeCustomer, subscription, or invoice created in Stripe
SlackTeam notified, payouts reconciled
Ari receives the deal event, reads the contract, creates the Stripe object, runs collections, and reconciles payouts back to your ERP.
Stripe AR automation connects your CRM, contracts, and ERP to Stripe Billing so invoices and subscriptions are created automatically, collections run on autopilot, and every payout reconciles back to your books without manual journal entries. LedgerUp is the AI layer between your revenue tools and Stripe — purpose-built for B2B SaaS and AI companies.
What LedgerUp does with Stripe
End-to-end AR automation around Stripe Billing — from contract to cash to clean books.
CRM Deal to Stripe Invoice or Subscription
When deals close in HubSpot, Salesforce, or Attio, LedgerUp creates the right Stripe object — invoice, subscription, or payment link — with the correct amount, terms, and metadata.
AI Contract Term Extraction
Ari reads contract PDFs and extracts billing schedule, ramps, discounts, and line items. Stripe billing matches what was actually signed — not what someone typed into the dashboard.
Mid-Cycle Billing Changes
Upgrades, downgrades, add-ons, proration, ramp deals, and one-off charges — Ari handles them across Stripe, your CRM, and the customer’s invoice without manual cleanup.
Collections on Stripe Invoices
Stripe Smart Retries handle card failures. LedgerUp handles everything Stripe doesn’t — overdue ACH and invoice payments, custom payment terms, and human escalations.
Stripe Payout Reconciliation
Match every Stripe payout to the underlying invoices in NetSuite, QuickBooks, or Sage Intacct. Fees, refunds, chargebacks, and timing differences booked correctly.
Customer Billing Questions, Answered
Ari drafts replies to customer billing emails using contract context, Stripe activity, and your tone. Less time fielding "what is this charge?" threads.
LedgerUp vs Other Stripe Billing Setups
How LedgerUp compares to native Stripe Billing, Maxio (SaaSOptics), and Chargebee.
| Feature | LedgerUp + Stripe | Stripe alone | Maxio | Chargebee |
|---|---|---|---|---|
| Auto-create Stripe billing on deal close | Yes, AI-powered | Manual or Zapier | Configuration required | Configuration required |
| Contract PDF extraction | Automatic | Not available | Not available | Not available |
| Collections beyond Smart Retries | AI dunning + customer email replies | Card retry only | Yes | Yes |
| Stripe payout reconciliation to ERP | Automatic to NetSuite, QBO, Intacct | CSV exports | Add-on | Add-on |
| Mid-cycle changes (upgrades, ramps, proration) | Handled end-to-end | Manual ops work | Yes, with config | Yes, with config |
| Replaces Stripe Billing | No — sits on top of it | N/A | Yes | Yes |
| Best for | B2B SaaS and AI teams scaling on Stripe | Self-serve and simple billing | SaaS with complex pricing teams | SaaS with complex pricing teams |
Stripe AR automation use cases
How B2B SaaS and AI companies scale on Stripe without scaling billing ops.
Usage-Based AI Billing
Token, seat, or event usage rolled up monthly into Stripe invoices. Ari verifies usage data, drafts the invoice, and routes for approval before sending.
A $14,830 usage invoice generated from raw events, with a clean line-item breakdown the customer can verify.
Annual Contract with Monthly Billing
Sales closes a $60K annual contract billed monthly. LedgerUp creates the Stripe subscription on the right cadence with the right amount.
12 monthly Stripe invoices scheduled automatically, prorated correctly when the start date shifts.
Stripe to NetSuite or QuickBooks Reconciliation
Daily Stripe payouts matched to ERP invoices. Processing fees posted to the right account. Refunds and chargebacks reconciled without spreadsheets.
A $26,400 Stripe payout reconciles 31 invoices and books $784 of fees in seconds.
Stripe AR automation FAQ
Common questions about automating billing, AR, and reconciliation around Stripe.
Does LedgerUp replace Stripe Billing?
No. Stripe Billing stays your billing system of record. LedgerUp is the AI layer that handles the manual work around Stripe — reading contracts, building the right Stripe objects, running collections, reconciling payouts, and answering customer billing questions.
How does LedgerUp connect to Stripe?
Via OAuth and the Stripe API. Setup takes minutes. We create and update customers, invoices, subscriptions, payment links, and credit notes with full audit logging.
Can LedgerUp handle usage-based billing?
Yes. Ari rolls up token, seat, event, or hybrid usage data into Stripe invoices on whatever cadence you need, including approval steps before sending to the customer.
How does Stripe payout reconciliation work?
LedgerUp ingests Stripe payout data, matches every charge back to the originating invoice in your ERP, posts processing fees and reserves to the correct accounts, and reconciles chargebacks and refunds — automatically.
How is this different from Maxio (SaaSOptics) or Chargebee?
Maxio and Chargebee are alternative billing systems that sit in front of Stripe (or replace it). LedgerUp keeps Stripe as your billing system and adds an AI teammate that handles the operational work — invoicing, collections, reconciliation, and customer communication.
How long does implementation take?
Most teams go live in days. Connect Stripe, your CRM, your ERP, and your inbox — Ari starts handling work the same week.