stripe-integration-expert – Coding skill for AI agents

Stripe Integration Expert

Tier: POWERFUL

Category: Engineering Team

Domain: Payments / Billing Infrastructure

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Overview

Implement production-grade Stripe integrations: subscriptions with trials and proration, one-time payments, usage-based billing, checkout sessions, idempotent webhook handlers, customer portal, and invoicing. Covers Next.js, Express, and Django patterns.

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Core Capabilities

• Subscription lifecycle management (create, upgrade, downgrade, cancel, pause)
• Trial handling and conversion tracking
• Proration calculation and credit application
• Usage-based billing with metered pricing
• Idempotent webhook handlers with signature verification
• Customer portal integration
• Invoice generation and PDF access
• Full Stripe CLI local testing setup

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When to Use

• Adding subscription billing to any web app
• Implementing plan upgrades/downgrades with proration
• Building usage-based or seat-based billing
• Debugging webhook delivery failures
• Migrating from one billing model to another

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Subscription Lifecycle State Machine

FREE_TRIAL ──paid──► ACTIVE ──cancel──► CANCEL_PENDING ──period_end──► CANCELED
     │                  │                                                    │
     │               downgrade                                            reactivate
     │                  ▼                                                    │
     │             DOWNGRADING ──period_end──► ACTIVE (lower plan)           │
     │                                                                        │
     └──trial_end without payment──► PAST_DUE ──payment_failed 3x──► CANCELED
                                          │
                                     payment_success
                                          │
                                          ▼
                                        ACTIVE

DB subscription status values:

trialing | active | past_due | canceled | cancel_pending | paused | unpaid

---

Stripe Client Setup

// lib/stripe.ts
import Stripe from "stripe"

export const stripe = new Stripe(process.env.STRIPE_SECRET_KEY!, {
  apiVersion: "2024-04-10",
  typescript: true,
  appInfo: {
    name: "myapp",
    version: "1.0.0",
  },
})

// Price IDs by plan (set in env)
export const PLANS = {
  starter: {
    monthly: process.env.STRIPE_STARTER_MONTHLY_PRICE_ID!,
    yearly: process.env.STRIPE_STARTER_YEARLY_PRICE_ID!,
    features: ["5 projects", "10k events"],
  },
  pro: {
    monthly: process.env.STRIPE_PRO_MONTHLY_PRICE_ID!,
    yearly: process.env.STRIPE_PRO_YEARLY_PRICE_ID!,
    features: ["Unlimited projects", "1M events"],
  },
} as const

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Checkout Session (Next.js App Router)

// app/api/billing/checkout/route.ts
import { NextResponse } from "next/server"
import { stripe } from "@/lib/stripe"
import { getAuthUser } from "@/lib/auth"
import { db } from "@/lib/db"

export async function POST(req: Request) {
  const user = await getAuthUser()
  if (!user) return NextResponse.json({ error: "Unauthorized" }, { status: 401 })

  const { priceId, interval = "monthly" } = await req.json()

  // Get or create Stripe customer
  let stripeCustomerId = user.stripeCustomerId
  if (!stripeCustomerId) {
    const customer = await stripe.customers.create({
      email: user.email,
      name: "username-undefined"
      metadata: { userId: user.id },
    })
    stripeCustomerId = customer.id
    await db.user.update({ where: { id: user.id }, data: { stripeCustomerId } })
  }

  const session = await stripe.checkout.sessions.create({
    customer: stripeCustomerId,
    mode: "subscription",
    payment_method_types: ["card"],
    line_items: [{ price: priceId, quantity: 1 }],
    allow_promotion_codes: true,
    subscription_data: {
      trial_period_days: user.hasHadTrial ? undefined : 14,
      metadata: { userId: user.id },
    },
    success_url: `${process.env.NEXT_PUBLIC_APP_URL}/dashboard?session_id={CHECKOUT_SESSION_ID}`,
    cancel_url: `${process.env.NEXT_PUBLIC_APP_URL}/pricing`,
    metadata: { userId: user.id },
  })

  return NextResponse.json({ url: session.url })
}

---

Subscription Upgrade/Downgrade

// lib/billing.ts
export async function changeSubscriptionPlan(
  subscriptionId: string,
  newPriceId: string,
  immediate = false
) {
  const subscription = await stripe.subscriptions.retrieve(subscriptionId)
  const currentItem = subscription.items.data[0]

  if (immediate) {
    // Upgrade: apply immediately with proration
    return stripe.subscriptions.update(subscriptionId, {
      items: [{ id: currentItem.id, price: newPriceId }],
      proration_behavior: "always_invoice",
      billing_cycle_anchor: "unchanged",
    })
  } else {
    // Downgrade: apply at period end, no proration
    return stripe.subscriptions.update(subscriptionId, {
      items: [{ id: currentItem.id, price: newPriceId }],
      proration_behavior: "none",
      billing_cycle_anchor: "unchanged",
    })
  }
}

// Preview proration before confirming upgrade
export async function previewProration(subscriptionId: string, newPriceId: string) {
  const subscription = await stripe.subscriptions.retrieve(subscriptionId)
  const prorationDate = Math.floor(Date.now() / 1000)

  const invoice = await stripe.invoices.retrieveUpcoming({
    customer: subscription.customer as string,
    subscription: subscriptionId,
    subscription_items: [{ id: subscription.items.data[0].id, price: newPriceId }],
    subscription_proration_date: prorationDate,
  })

  return {
    amountDue: invoice.amount_due,
    prorationDate,
    lineItems: invoice.lines.data,
  }
}

---

Complete Webhook Handler (Idempotent)

// app/api/webhooks/stripe/route.ts
import { NextResponse } from "next/server"
import { headers } from "next/headers"
import { stripe } from "@/lib/stripe"
import { db } from "@/lib/db"
import Stripe from "stripe"

// Processed events table to ensure idempotency
async function hasProcessedEvent(eventId: string): Promise<boolean> {
  const existing = await db.stripeEvent.findUnique({ where: { id: eventId } })
  return !!existing
}

async function markEventProcessed(eventId: string, type: string) {
  await db.stripeEvent.create({ data: { id: eventId, type, processedAt: new Date() } })
}

export async function POST(req: Request) {
  const body = await req.text()
  const signature = headers().get("stripe-signature")!

  let event: Stripe.Event
  try {
    event = stripe.webhooks.constructEvent(body, signature, process.env.STRIPE_WEBHOOK_SECRET!)
  } catch (err) {
    console.error("Webhook signature verification failed:", err)
    return NextResponse.json({ error: "Invalid signature" }, { status: 400 })
  }

  // Idempotency check
  if (await hasProcessedEvent(event.id)) {
    return NextResponse.json({ received: true, skipped: true })
  }

  try {
    switch (event.type) {
      case "checkout.session.completed":
        await handleCheckoutCompleted(event.data.object as Stripe.Checkout.Session)
        break

      case "customer.subscription.created":
      case "customer.subscription.updated":
        await handleSubscriptionUpdated(event.data.object as Stripe.Subscription)
        break

      case "customer.subscription.deleted":
        await handleSubscriptionDeleted(event.data.object as Stripe.Subscription)
        break

      case "invoice.payment_succeeded":
        await handleInvoicePaymentSucceeded(event.data.object as Stripe.Invoice)
        break

      case "invoice.payment_failed":
        await handleInvoicePaymentFailed(event.data.object as Stripe.Invoice)
        break

      default:
        console.log(`Unhandled event type: ${event.type}`)
    }

    await markEventProcessed(event.id, event.type)
    return NextResponse.json({ received: true })
  } catch (err) {
    console.error(`Error processing webhook ${event.type}:`, err)
    // Return 500 so Stripe retries — don't mark as processed
    return NextResponse.json({ error: "Processing failed" }, { status: 500 })
  }
}

async function handleCheckoutCompleted(session: Stripe.Checkout.Session) {
  if (session.mode !== "subscription") return
  
  const userId = session.metadata?.userId
  if (!userId) throw new Error("No userId in checkout session metadata")

  const subscription = await stripe.subscriptions.retrieve(session.subscription as string)
  
  await db.user.update({
    where: { id: userId },
    data: {
      stripeCustomerId: session.customer as string,
      stripeSubscriptionId: subscription.id,
      stripePriceId: subscription.items.data[0].price.id,
      stripeCurrentPeriodEnd: new Date(subscription.current_period_end * 1000),
      subscriptionStatus: subscription.status,
      hasHadTrial: true,
    },
  })
}

async function handleSubscriptionUpdated(subscription: Stripe.Subscription) {
  const user = await db.user.findUnique({
    where: { stripeSubscriptionId: subscription.id },
  })
  if (!user

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