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path: root/apps/web/app/api/billing/webhook/route.ts
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import { NextResponse } from "next/server"
import type Stripe from "stripe"
import { getStripe } from "@/lib/stripe"
import { createSupabaseAdminClient } from "@/lib/supabase/admin"
import { rateLimit } from "@/lib/rate-limit"

function determineTierFromSubscription(
  subscription: Stripe.Subscription
): "pro" | "developer" {
  const priceIdentifier = subscription.items?.data?.[0]?.price?.id
  const developerPriceIdentifiers = [
    process.env.STRIPE_DEVELOPER_MONTHLY_PRICE_IDENTIFIER,
    process.env.STRIPE_DEVELOPER_YEARLY_PRICE_IDENTIFIER,
  ]

  if (priceIdentifier && developerPriceIdentifiers.includes(priceIdentifier)) {
    return "developer"
  }

  return "pro"
}

function extractPeriodEnd(subscription: Stripe.Subscription): string | null {
  const firstItem = subscription.items?.data?.[0]
  if (firstItem?.current_period_end) {
    return new Date(firstItem.current_period_end * 1000).toISOString()
  }

  if (subscription.cancel_at) {
    return new Date(subscription.cancel_at * 1000).toISOString()
  }

  return null
}

async function updateBillingState(
  stripeCustomerIdentifier: string,
  updates: Record<string, unknown>
) {
  const adminClient = createSupabaseAdminClient()
  const { error } = await adminClient
    .from("user_profiles")
    .update(updates)
    .eq("stripe_customer_identifier", stripeCustomerIdentifier)

  if (error) {
    console.error("Failed to update billing state:", error)
  }
}

async function handleCheckoutSessionCompleted(
  session: Stripe.Checkout.Session
) {
  if (session.mode !== "subscription" || !session.subscription) return

  const userIdentifier = session.client_reference_id
  if (!userIdentifier) return

  const subscription = await getStripe().subscriptions.retrieve(
    session.subscription as string,
    { expand: ["items.data"] }
  )

  const adminClient = createSupabaseAdminClient()
  await adminClient
    .from("user_profiles")
    .update({
      tier: determineTierFromSubscription(subscription),
      stripe_customer_identifier: session.customer as string,
      stripe_subscription_identifier: subscription.id,
      stripe_subscription_status: subscription.status,
      stripe_current_period_end: extractPeriodEnd(subscription),
    })
    .eq("id", userIdentifier)
}

async function handleSubscriptionUpdated(subscription: Stripe.Subscription) {
  const stripeCustomerIdentifier = subscription.customer as string

  const updates: Record<string, unknown> = {
    stripe_subscription_status: subscription.status,
    stripe_current_period_end: extractPeriodEnd(subscription),
  }

  if (subscription.status === "active") {
    updates.tier = determineTierFromSubscription(subscription)
  }

  await updateBillingState(stripeCustomerIdentifier, updates)
}

async function handleSubscriptionDeleted(subscription: Stripe.Subscription) {
  const stripeCustomerIdentifier = subscription.customer as string

  await updateBillingState(stripeCustomerIdentifier, {
    tier: "free",
    stripe_subscription_identifier: null,
    stripe_subscription_status: "canceled",
    stripe_current_period_end: null,
  })
}

async function handleInvoicePaymentFailed(invoice: Stripe.Invoice) {
  const stripeCustomerIdentifier = invoice.customer as string

  await updateBillingState(stripeCustomerIdentifier, {
    stripe_subscription_status: "past_due",
  })
}

async function handleInvoicePaid(invoice: Stripe.Invoice) {
  const stripeCustomerIdentifier = invoice.customer as string
  const lineItem = invoice.lines?.data?.[0]
  const priceIdentifier = (lineItem as unknown as { price?: { id?: string } } | undefined)?.price?.id
  const developerPriceIdentifiers = [
    process.env.STRIPE_DEVELOPER_MONTHLY_PRICE_IDENTIFIER,
    process.env.STRIPE_DEVELOPER_YEARLY_PRICE_IDENTIFIER,
  ]
  const tier =
    priceIdentifier && developerPriceIdentifiers.includes(priceIdentifier)
      ? "developer"
      : "pro"

  await updateBillingState(stripeCustomerIdentifier, {
    tier,
    stripe_subscription_status: "active",
  })
}

export async function POST(request: Request) {
  const clientIp = request.headers.get("x-forwarded-for")?.split(",")[0]?.trim() ?? "unknown"
  const rateLimitResult = rateLimit(`webhook:${clientIp}`, 60, 60_000)
  if (!rateLimitResult.success) {
    return NextResponse.json({ error: "Too many requests" }, { status: 429 })
  }

  const body = await request.text()
  const signature = request.headers.get("stripe-signature")

  if (!signature) {
    return NextResponse.json({ error: "Missing signature" }, { status: 400 })
  }

  let event: Stripe.Event

  try {
    event = getStripe().webhooks.constructEvent(
      body,
      signature,
      process.env.STRIPE_WEBHOOK_SECRET!
    )
  } catch {
    return NextResponse.json({ error: "Invalid signature" }, { status: 400 })
  }

  switch (event.type) {
    case "checkout.session.completed":
      await handleCheckoutSessionCompleted(
        event.data.object as Stripe.Checkout.Session
      )
      break
    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_failed":
      await handleInvoicePaymentFailed(event.data.object as Stripe.Invoice)
      break
    case "invoice.paid":
      await handleInvoicePaid(event.data.object as Stripe.Invoice)
      break
  }

  return NextResponse.json({ received: true })
}