Chargebee · Subscription & Billing Automation

Billing automation is not a bill run. It is every exception you stopped handling by hand.

Generating invoices on a schedule is the easy part. The work is the mid-term upgrade, the ramp that steps in month seven, the usage overage against an included quota, the pause, and the renewal priced on a term nobody remembers agreeing. We model those in the catalog so they run without a person in the loop.

Subscription Lifecycle Automation
LIFECYCLE TRIGGERS New Subscription Signup · Closed-won · Quote Mid-Term Change Upgrade · Downgrade · Pause Usage & Metering Renewal & Term Payment Outcome TWOPIR AUTOMATION LAYER Catalog & Rules Price models Proration policy Billing Engine Invoice runs Tax · Entities Collect & Recover Retries · Dunning Receivables EVERY EXCEPTION MODELLED · NOT HANDLED BY A PERSON 2πr A LIFECYCLE THAT RUNS Right First Time Invoices correct without a credit note to fix them Changes Billed Fairly Proration nobody has to explain on a call Renewals That Happen On time, priced right, without a reminder MODEL · BILL · COLLECT · RENEW
12+
Years CRM & revenue delivery
500+
Clients served worldwide
40+
Consultants & engineers
250+
Deployments delivered

Trusted by 500+ organizations — including SaaS, subscription and usage-based businesses running their quote-to-revenue operations on Salesforce, HubSpot and Chargebee with Twopir Consulting.

Amberscript
RChilli
Spinify
Kacific
Mitratech

Automation Coverage

  • Salesforce Partner
  • HubSpot Partner
  • Usage-Based Billing
  • Proration & Ramps
  • Entitlements
  • Multi-Entity Invoicing
  • Dunning & Retries
  • Tax Automation
Where The Human Is Still In The Loop

The manual steps hiding inside an automated system

Most teams describe their billing as automated and then list six things somebody does every month. These are the usual six.

Mid-term changes are calculated by hand

An upgrade lands on the fifteenth and somebody works out the credit in a spreadsheet, raises a manual adjustment, and hopes the renewal picks up the right amount.

Usage is collected and reconciled manually

The product exports consumption, someone aggregates it, checks it against the included quota, and uploads the overage before the bill run — every single month.

Renewals are tracked on a calendar

Term dates, price escalators and notice periods live in a spreadsheet, so a renewal that should have uplifted goes out at last year's price and nobody notices for a year.

Exceptions become credit notes

The catalog cannot express the deal, so the invoice goes out wrong and a corrective credit note follows. The correction workflow is now a routine part of the month.

Provisioning is a ticket

A customer upgrades and support manually enables the features, because nothing connects the entitlement on the subscription to what the product actually allows.

Failed payments are worked in an inbox

The retry sequence runs on defaults, and when it ends somebody exports a list and emails people individually — if they have time that week.

What Gets Automated

The subscription lifecycle, stage by stage

Subscription and billing automation means encoding the whole post-sale lifecycle — activation, mid-term changes, usage measurement, invoicing, tax, collection, recovery and renewal — in the billing system's catalog and rules, so that the routine path runs without a person and only genuine exceptions reach a human.

The test is not whether invoices generate on a schedule. It is whether finance can close a period without opening an invoice, and whether a customer can upgrade mid-month without anyone calculating anything.

Lifecycle stageWhat automation looks likeWhat it replaces
ActivationClosed-won, accepted quote or checkout creates the subscription with the right plan, term, currency and entity.Re-keying a signed deal into the billing system from a document.
Mid-term changeUpgrades, downgrades and add-ons apply with a proration rule finance already agreed, and the credit or charge is calculated by the system.A spreadsheet calculation and a manual adjustment on the next invoice.
Usage measurementEvents ingested by API, aggregated by metered features into billable units, drawn against the included entitlement quota.A monthly export, a pivot table and an upload before the bill run.
InvoicingScheduled bill runs per entity and currency, with tax determined at transaction time and documents templated per market.Manual invoice assembly and a tax rate table somebody maintains.
CollectionCards charged against vaulted tokens with smart routing; invoiced customers chased by automated sequences with payment links.An AR spreadsheet and a person sending reminder emails.
RecoveryRetry schedules tuned by failure reason, dunning sequences that escalate, and card-expiry campaigns before failure rather than after.Discovering involuntary churn in the monthly churn report.
ProvisioningEntitlement changes flow to the product on a webhook, idempotent on event id, so access matches what was bought.A support ticket to turn features on after an upgrade.
RenewalTerm, escalator and notice period held on the subscription; renewal invoices priced correctly without intervention.A calendar reminder and a renewal that went out at last year's price.
Automation is judged by what stops happening manually, not by what the system is capable of in principle.
The Proration Decisions

The rules finance should decide before go-live

Proration is where billing automation becomes a customer-facing policy question. Every row below is a choice, not a setting with an obvious default, and discovering them after launch means renegotiating with customers who already have an invoice.

ScenarioThe decisionWhy it matters
Mid-term upgradeCharge the difference immediately, or add it to the next invoice?Immediate charge improves cash and surprises customers. Deferred is gentler and complicates the renewal.
Mid-term downgradeCredit the unused portion, hold it as account credit, or refuse the change until renewal?Refunding downgrades mid-term is a real revenue decision, not a configuration default.
Proration basisDaily, or by fraction of the billing period? Rounded, or to decimals?Usage-based plans often need decimal precision; flat plans usually do not. Mixing the two produces invoices that look wrong.
Quantity change on seatsProrate from the day of change, or bill the new quantity for the whole period?Customers who add and remove seats frequently will notice either choice, so it has to be stated in the contract.
Included usage on a mid-term changeDoes the entitlement quota reset, prorate, or carry?The most commonly missed decision in hybrid pricing, and the one that generates the angriest support tickets.
Pause and resumeDoes the term extend, or does the paused period count toward it?Determines whether a pause is a retention tool or a discount.
Plan change with a different billing cycleAlign to the existing anniversary, or restart the term?Affects renewal dates, revenue recognition and the forecast, all at once.
Cancellation mid-periodImmediate with a credit, or at period end?Drives both the refund policy and how churn is dated in reporting.
We bring the options and the trade-offs; finance makes the call. Every one of these belongs in the design phase, not in UAT.
Related Pages

For the boundary these rules sit inside, see Chargebee customization — what is configuration and what is custom code Chargebee implementation — how these decisions get made during a first deployment Chargebee consulting services — the wider Chargebee practice

What We Build

Automation work, in the order it pays off

Pricing Model Configuration

The catalog is where automation succeeds or fails. Flat fee, per unit, tiered, volume, stairstep and package pricing combine with included-usage quotas to express most commercial models without code.

  • Plans, addons, charges and price points
  • Tiered, volume and stairstep configuration
  • Hybrid platform fee plus metered overage
  • Ramps, escalators and committed terms
  • Regional price points and currency variants

Usage-Based Billing

Getting consumption from your product into a billable invoice line without a human touching a spreadsheet — which requires the meter design to be right before the pipeline is built.

  • Usage event ingestion by API or bulk upload
  • Metered features and aggregation rules
  • Included quota and overage rate configuration
  • Credit wallets and committed usage drawdown
  • Usage-against-entitlement visibility for customers

Lifecycle & Change Automation

Every mid-term event applying the rule finance agreed, automatically, with the customer-facing consequence made explicit at the point of change.

  • Upgrade, downgrade and quantity change rules
  • Proration policy implemented across scenarios
  • Pause, resume and cancellation handling
  • Renewal, term and escalator automation
  • Self-serve plan changes in the customer portal

Entitlement Provisioning

Closing the loop between what was bought and what the product allows, so an upgrade takes effect immediately and a downgrade actually restricts access.

  • Feature and entitlement level definitions
  • Entitlements mapped to plans and price points
  • Webhook-driven provisioning, idempotent on event id
  • Grandfathering for legacy plans
  • Entitlement data exposed to your application

Collection & Recovery Automation

The money-in half. Retry schedules tuned by failure reason, dunning sequences that escalate sensibly, and automated collections for invoiced customers.

  • Smart routing by payment method and currency
  • Retry timing differentiated by decline type
  • Dunning sequences and escalation paths
  • Card expiry campaigns before failure
  • Receivables collections for invoiced revenue

Multi-Entity & Tax Automation

Invoicing across legal entities, currencies and jurisdictions without a person deciding which template and which tax rate applies.

  • Business entity and currency structure
  • Invoice numbering and templates per entity
  • Tax determination through Avalara
  • VAT including OSS, GST and US sales tax
  • Consolidated reporting across entities
What Automation Touches

The systems a lifecycle event reaches

One upgrade should move five systems without anybody being asked to update them.

Into Salesforce

The subscription, invoice and payment state land on the Account as custom objects, so a rep opening a record before a renewal call sees the current plan, the last invoice and whether a payment failed — without leaving the CRM.

Into HubSpot

Subscription status, MRR, dues and payment state on the contact and company record drive lists, segmentation and lifecycle workflows — including sequences triggered specifically by a failed payment.

From your product

Usage events flow in by API, bulk upload or UI and are aggregated by metered features into billable units, drawing down the entitlement quota the plan granted.

Back to your product

Entitlement changes push out on subscription events so the application enforces what was actually bought. The consumer is idempotent on event id because Chargebee retries failed webhooks.

Through Avalara

Tax determined at transaction time for recurring charges, trials and usage, using current rules per nexus rather than a rate table somebody maintains by hand.

Into the ledger

Invoices, credit notes and payments post to NetSuite, QuickBooks or Xero, and where RevRec is in scope the recognition schedules and journal entries follow with the billing context needed to reconcile.

How We Deliver It

Model the exceptions, then automate the path

Five stages. The first one is where the value is: automation only works if the exceptions were modelled rather than excluded.

Step 01

Lifecycle Mapping

We document every event that changes a subscription today, including the ones currently handled by a person, and the rule that person is applying from memory.

Step 02

Policy Decisions

Finance decides proration, credit, pause and renewal policy from the options table. Written down and signed off before any configuration starts.

Step 03

Catalog & Rule Build

Pricing models, entitlements, metered features and lifecycle rules configured, with the awkward deals modelled rather than treated as exceptions.

Step 04

Scenario Testing

We run every scenario from the mapping — including the ugly ones — and check the invoice, the entitlement, the CRM record and the ledger entry each time.

Step 05

Launch & Tune

Live, then measured: credit note volume, failed payment recovery, and how many invoices still need a human before they go out.

Related Work

Automation engagements from the same practice

Automating the commercial lifecycle across connected systems is the core of Twopir's delivery work.

Case Study

Accounting Seed & Salesforce Integration

Billing automation running natively against the CRM record, with financial reporting and reconciliation designed into the same flow.

  • Automated billing on the CRM record
  • Recurring invoicing and payment handling
  • Bi-directional financial synchronisation
  • Reconciliation built into month end
Read the Integration Story
Case Study

Salesforce CPQ & Multi-Tool Integration

Quote, approval and downstream handover automated so commercial terms reached fulfilment and billing without being re-keyed.

  • Quote and approval automation
  • Closed-won handover to downstream systems
  • Catalog and price book modelling
  • Consolidated operational reporting
Read the CPQ Case Study
Case Study

Sales Operations & Lead Management

The upstream process automated and cleaned so the data entering the billing lifecycle was correct at the point of capture.

  • Routing and ownership automation
  • Pipeline and stage model redesign
  • Data quality enforced at capture
  • Operating reporting for leadership
Read the Case Study
Why Twopir

We automate the exceptions, not just the happy path

We help growing and mid-market companies solve complex CRM, integration and business system challenges, and we work with enterprise organizations on the same lifecycle problems across more entities and markets.

We start with the deals that break the price list

Automating the standard plan is straightforward and rarely the problem. We ask for the ramps, the custom tiers and the bundled credits in week one, because those are what the catalog has to express if the automation is going to hold.

We make finance decide the policy questions

Proration, credit, pause and renewal treatment are customer-facing policy, not configuration defaults. We bring the options and the trade-offs and get them signed off before anything is built.

We test the ugly scenarios

A mid-term downgrade on a hybrid plan with unconsumed included usage, in a second currency, on a customer with account credit. That is the test that matters, and it is the one that gets skipped.

We close the loop into the product

Entitlement provisioning on a webhook, idempotent on event id, so an upgrade takes effect immediately and a downgrade actually restricts. Billing automation that stops at the invoice leaves the support ticket in place.

We measure what stopped being manual

Credit note volume, failed payment recovery, and how many invoices still need a human before they go out. Those three numbers tell you whether the automation is real.

Common Questions

Automation questions we are asked most

Yes, and hybrid models are one of the main reasons businesses move to it. A typical shape is a fixed platform fee that grants a defined quota of included usage as an entitlement, with consumption beyond that quota billed as overage at a per-unit rate. Configuring it means defining the catalog, ingesting usage events by API, bulk upload or the UI, and defining metered features that aggregate those events into billable units.

Chargebee prorates upgrades and downgrades automatically, and lets you choose the basis — including whether measurements are taken to decimals or rounded to a day, which matters most on usage-based plans. The configuration is straightforward; the real work is deciding the policy. Whether a downgrade is credited or held as account credit, and whether an included-usage quota resets, prorates or carries on a mid-term change, are commercial decisions finance should make before go-live.

Whatever you decide — which is exactly why it needs deciding. The quota can reset to the new plan's allowance, prorate across the two plans, or carry the unconsumed balance forward. It is the single most commonly missed decision in hybrid pricing and the one that generates the most support escalations when it is left to a default.

Yes. In Salesforce a closed-won Opportunity can create or update the Chargebee subscription through the managed package. In HubSpot a workflow creates the subscription when a deal is won or a quote is accepted, and can send the checkout link from inside HubSpot. Either way the commercial terms come from the catalog rather than being re-typed from a document.

Entitlements. Features and their levels attach to plans, addons and charges, and item-price entitlements let specific price points carry different limits. A webhook consumer then applies the change in your product when the subscription changes. The consumer must be idempotent on event id, because Chargebee retries failed webhooks with increasing delays for up to two days.

Yes. Chargebee runs invoicing across multiple business entities, currencies and geographies with parent-child account hierarchies and consolidated reporting. The structure has to be designed up front though — adding a second legal entity after go-live affects invoice numbering, tax determination and the catalog, so it is a rebuild rather than a configuration change.

For most businesses the routine path should be fully automated within a quarter of go-live: activation, mid-term changes, usage measurement, invoicing, tax, collection, retries and renewal. Genuine exceptions — a disputed invoice, a bespoke settlement, a customer in administration — should still reach a human. The measure worth tracking is how many invoices need manual intervention before they go out, and it should be close to zero.

Next Step

If somebody calculates a proration every month, the automation is not finished

We will map every event that changes a subscription today, get the policy decisions made, model the awkward deals in the catalog, and test the scenarios that actually break billing systems.

Usage, proration, entitlements and renewals — modelled, not handled manually