Billing Automation

Master automated billing systems including recurring billing, invoice generation, dunning management, proration, and tax calculation.

When to Use This Skill

• Implementing SaaS subscription billing
• Automating invoice generation and delivery
• Managing failed payment recovery (dunning)
• Calculating prorated charges for plan changes
• Handling sales tax, VAT, and GST
• Processing usage-based billing
• Managing billing cycles and renewals

Core Concepts

1. Billing Cycles

Common Intervals:

• Monthly (most common for SaaS)
• Annual (discounted long-term)
• Quarterly
• Weekly
• Custom (usage-based, per-seat)

2. Subscription States

trial → active → past_due → canceled
              → paused → resumed

3. Dunning Management

Automated process to recover failed payments through:

• Retry schedules
• Customer notifications
• Grace periods
• Account restrictions

4. Proration

Adjusting charges when:

• Upgrading/downgrading mid-cycle
• Adding/removing seats
• Changing billing frequency

Quick Start

from billing import BillingEngine, Subscription

# Initialize billing engine
billing = BillingEngine()

# Create subscription
subscription = billing.create_subscription(
    customer_id="cus_123",
    plan_id="plan_pro_monthly",
    billing_cycle_anchor=datetime.now(),
    trial_days=14
)

# Process billing cycle
billing.process_billing_cycle(subscription.id)

Subscription Lifecycle Management

from datetime import datetime, timedelta
from enum import Enum

class SubscriptionStatus(Enum):
    TRIAL = "trial"
    ACTIVE = "active"
    PAST_DUE = "past_due"
    CANCELED = "canceled"
    PAUSED = "paused"

class Subscription:
    def __init__(self, customer_id, plan, billing_cycle_day=None):
        self.id = generate_id()
        self.customer_id = customer_id
        self.plan = plan
        self.status = SubscriptionStatus.TRIAL
        self.current_period_start = datetime.now()
        self.current_period_end = self.current_period_start + timedelta(days=plan.trial_days or 30)
        self.billing_cycle_day = billing_cycle_day or self.current_period_start.day
        self.trial_end = datetime.now() + timedelta(days=plan.trial_days) if plan.trial_days else None

    def start_trial(self, trial_days):
        """Start trial period."""
        self.status = SubscriptionStatus.TRIAL
        self.trial_end = datetime.now() + timedelta(days=trial_days)
        self.current_period_end = self.trial_end

    def activate(self):
        """Activate subscription after trial or immediately."""
        self.status = SubscriptionStatus.ACTIVE
        self.current_period_start = datetime.now()
        self.current_period_end = self.calculate_next_billing_date()

    def mark_past_due(self):
        """Mark subscription as past due after failed payment."""
        self.status = SubscriptionStatus.PAST_DUE
        # Trigger dunning workflow

    def cancel(self, at_period_end=True):
        """Cancel subscription."""
        if at_period_end:
            self.cancel_at_period_end = True
            # Will cancel when current period ends
        else:
            self.status = SubscriptionStatus.CANCELED
            self.canceled_at = datetime.now()

    def calculate_next_billing_date(self):
        """Calculate next billing date based on interval."""
        if self.plan.interval == 'month':
            return self.current_period_start + timedelta(days=30)
        elif self.plan.interval == 'year':
            return self.current_period_start + timedelta(days=365)
        elif self.plan.interval == 'week':
            return self.current_period_start + timedelta(days=7)

Billing Cycle Processing

class BillingEngine:
    def process_billing_cycle(self, subscription_id):
        """Process billing for a subscription."""
        subscription = self.get_subscription(subscription_id)

        # Check if billing is due
        if datetime.now() < subscription.current_period_end:
            return

        # Generate invoice
        invoice = self.generate_invoice(subscription)

        # Attempt payment
        payment_result = self.charge_customer(
            subscription.customer_id,
            invoice.total
        )

        if payment_result.success:
            # Payment successful
            invoice.mark_paid()
            subscription.advance_billing_period()
            self.send_invoice(invoice)
        else:
            # Payment failed
            subscription.mark_past_due()
            self.start_dunning_process(subscription, invoice)

    def generate_invoice(self, subscription):
        """Generate invoice for billing period."""
        invoice = Invoice(
            customer_id=subscription.customer_id,
            subscription_id=subscription.id,
            period_start=subscription.current_period_start,
            period_end=subscription.current_period_end
        )

        # Add subscription line item
        invoice.add_line_item(
            description=subscription.plan.name,
            amount=subscription.plan.amount,
            quantity=subscription.quantity or 1
        )

        # Add usage-based charges if applicable
        if subscription.has_usage_billing:
            usage_charges = self.calculate_usage_charges(subscription)
            invoice.add_line_item(
                description="Usage charges",
                amount=usage_charges
            )

        # Calculate tax
        tax = self.calculate_tax(invoice.subtotal, subscription.customer)
        invoice.tax = tax

        invoice.finalize()
        return invoice

    def charge_customer(self, customer_id
how to use billing-automation
CursorClaude CodeClineCodexWindsurfGooseGitHub CopilotVS CodeGemini CLIKiloOpencodeKimi CLIRoo ClineAiderContinueZedBolt.newLovablev0Replit AgentSweepSmol DeveloperDevinCavemanAmpAntigravity
How to use billing-automation on Cursor
AI-first code editor with Composer
1
Prerequisites
Before installing skills in Cursor, ensure your development environment meets these requirements:
›Cursor installed and configured on your development machine
›Node.js version 16.0+ with npm package manager (verify with node --version)
›Active project directory or workspace where you want to add billing-automation
2
Execute installation command
Execute the skills CLI command in your project's root directory to begin installation:
$npx skills add https://github.com/wshobson/agents --skill billing-automationcopy
The skills CLI fetches billing-automation from GitHub repository wshobson/agents and configures it for Cursor.
3
Select Cursor when prompted
The CLI will show a list of available agents. Use arrow keys to navigate and space to select Cursor:
◆ Which agents do you want to install to?
│
│ ── Universal (.agents/skills) ── always included ────
│   • Amp
│   • Antigravity
│   • Cline
│   • Codex
│ ●Cursor(selected)
│   • Cursor
│   • Windsurf
4
Verify installation
Confirm successful installation by checking the skill directory location:
.cursor/skills/billing-automation
Reload or restart Cursor to activate billing-automation. Access the skill through slash commands (e.g., /billing-automation) or your agent's skill management interface.
⚠
Security & Verification Notice
We perform automated surface-level scans (Gen AI Scanner, Socket, Snyk) during installation. These checks detect common vulnerabilities but do not guarantee complete security. Always review skill source code and verify the publisher's reputation before production use.
Skills execute code in your development environment. Always verify the publisher's identity, review recent commits, and test in isolated environments before production deployment.
Additional Resources
›View source code on GitHub›Skills CLI documentation›Learn more about Cursor›What are agent skills?