diff --git a/server/routes/blog/account/stripe/webhook.post.ts b/server/routes/blog/account/stripe/webhook.post.ts
new file mode 100644
index 0000000..1253fb7
--- /dev/null
+++ b/server/routes/blog/account/stripe/webhook.post.ts
@@ -0,0 +1,29 @@
+import { Stripe } from "stripe";
+
+export default defineEventHandler(async (event): Promise<{ success: boolean, message?: string }> => {
+	const config = useRuntimeConfig(event);
+	const stripe = useStripe(event);
+	if (!stripe || !config.stripeWebhookSecret) throw new Error('Stripe not configured on this instance');
+
+	let webhookEvent: Stripe.Event;
+	try {
+		const signatureHeader = getHeader(event, 'stripe-signature');
+		if (!signatureHeader) throw new Error('No signature header on webhook event');
+		const rawBody = await readRawBody(event) ?? '';
+		if (!rawBody) throw new Error('No body on webhook event');
+		webhookEvent = stripe.webhooks.constructEvent(rawBody, signatureHeader, config.stripeWebhookSecret);
+	} catch (error) {
+		console.error(error);
+		setResponseStatus(event, 400);
+		return {
+			success: false,
+			message: 'Invalid webhook',
+		}
+	}
+
+	await handleStripeEvent(stripe, webhookEvent);
+
+	return {
+		success: true,
+	}
+});
diff --git a/server/utils/handleStripeWebhook.ts b/server/utils/handleStripeWebhook.ts
new file mode 100644
index 0000000..206fd9f
--- /dev/null
+++ b/server/utils/handleStripeWebhook.ts
@@ -0,0 +1,267 @@
+import { Stripe } from "stripe";
+
+async function sendEmailToCustomer(customer: Stripe.Customer, ops: { pid: number, title: String, body: string }): Promise<void> {
+	try {
+		await mailer.sendMail({
+			to: customer.email,
+			subject: ops.title,
+			text: ops.body,
+		});
+	} catch (error) {
+		console.error(`Error sending email | ${customer.id}, ${ops.pid}, ${customer.email} |`, error);
+	}
+}
+
+async function sendToNotificationEmails(notificationEmails: string[], ops: { title: String, body: string }): Promise<void> {
+	for (const email of notificationEmails) {
+		// * Send notification emails for new sub
+		try {
+			await mailer.sendMail({
+				to: email,
+				subject: `[Pretendo] - ${ops.title}`,
+				text: ops.body,
+			});
+		} catch (error) {
+			console.error(`Error sending notification email | ${email} |`, error);
+		}
+	}
+}
+
+export async function handleStripeEvent(event: H3Event, stripe: Stripe, webhook: Stripe.Event, notificationEmails: string[]) {
+	if (webhook.type === 'customer.subscription.updated' || webhook.type === 'customer.subscription.deleted') {
+		const subscription = webhook.data.object;
+		const subscriptionItem = subscription.items.data[0];
+		if (!subscriptionItem) throw new Error("No subscription item subscription");
+		const product = await stripe.products.retrieve(subscriptionItem.plan.product as string);
+		const customer = await stripe.customers.retrieve(subscription.customer as string);
+
+		if (customer.deleted) {
+			// Customer doesn't exist, no need to do anything
+			return;
+		}
+
+		if (!customer?.metadata?.pnid_pid) {
+			// No PNID PID linked to customer
+			if (subscription.status !== 'canceled' && subscription.status !== 'unpaid') {
+				// Abort and refund!
+				console.error(`Stripe user ${customer.id} has no PNID linked! Refunding order`);
+
+				try {
+					await stripe.subscriptions.cancel(subscription.id);
+
+					const invoice = await stripe.invoices.retrieve(subscription.latest_invoice as string);
+					const intent = invoice.payments?.data[0]?.payment.payment_intent;
+					if (!intent) throw new Error("No intent found")
+					await stripe.refunds.create({
+						payment_intent: intent as string
+					});
+				} catch (error) {
+					console.error(`Error refunding subscription | ${customer.id}, ${subscription.id}`, error);
+				}
+
+				await sendEmailToCustomer(customer, {
+					pid: 0,
+					title: 'Pretendo Network Subscription Failed - No Linked PNID',
+					body: `Your recent subscription to Pretendo Network has failed.\nThis is due to no PNID PID being linked to the Stripe customer account used. The subscription has been canceled and refunded. Please contact Jon immediately.\nStripe Customer ID: ${customer.id}`
+				})
+			} else {
+				console.error(`Stripe user ${customer.id} has no PNID linked!`);
+			}
+
+			return;
+		}
+
+		const pid = Number(customer.metadata.pnid_pid);
+		const pnid = await database.PNID.findOne({ pid });
+
+		if (!pnid) {
+			// PNID does not exist
+			if (subscription.status !== 'canceled' && subscription.status !== 'unpaid') {
+				// Abort and refund!
+				console.error(`PNID PID ${pid} does not exist! Found on Stripe user ${customer.id}! Refunding order`);
+
+				try {
+					await stripe.subscriptions.cancel(subscription.id);
+
+					if (subscription.latest_invoice) {
+						const invoice = await stripe.invoices.retrieve(subscription.latest_invoice as string);
+						const intent = invoice.payments?.data[0]?.payment.payment_intent;
+						if (!intent) throw new Error("No intent found")
+						await stripe.refunds.create({
+							payment_intent: intent as string
+						});
+					}
+				} catch (error) {
+					console.error(`Error refunding subscription | ${customer.id}, ${subscription.id} |`, error);
+				}
+
+				await sendEmailToCustomer(customer, {
+					pid: 0,
+					title: 'Pretendo Network Subscription Failed - PNID Not Found',
+					body: `Your recent subscription to Pretendo Network has failed.\nThis is due to the provided PNID not being found. The subscription has been canceled and refunded. Please contact Jon immediately.\nStripe Customer ID: ${customer.id}\nPNID PID: ${pid}`
+				})
+			} else {
+				console.error(`PNID PID ${pid} does not exist! Found on Stripe user ${customer.id}!`);
+			}
+
+			return;
+		}
+
+		const latestWebhookTimestamp = pnid.get('connections.stripe.latest_webhook_timestamp');
+
+		if (latestWebhookTimestamp && latestWebhookTimestamp >= webhook.created) {
+			// Do nothing, this webhook is older than the latest seen
+			return;
+		}
+
+		const currentSubscriptionId = pnid.get('connections.stripe.subscription_id');
+		const discordId = pnid.get('connections.discord.id');
+
+		if (subscription.status === 'canceled' && currentSubscriptionId && subscription.id !== currentSubscriptionId) {
+			// Canceling old subscription, do nothing but update webhook date and remove Discord roles
+			if (product.metadata.beta === 'true') {
+				util.removeDiscordMemberTesterRole(discordId).catch((error) => {
+					console.error(`Error removing user Discord tester role | ${customer.id}, ${discordId}, ${pid} |`, error);
+				});
+			}
+
+			util.removeDiscordMemberSupporterRole(discordId, product.metadata.discord_role_id).catch((error) => {
+				console.error(`Error removing user Discord supporter role | ${customer.id}, ${discordId}, ${pid}, ${product.metadata.discord_role_id} |`, error);
+			});
+
+			const updateData = {
+				'connections.stripe.latest_webhook_timestamp': webhook.created
+			};
+
+			await database.PNID.updateOne({
+				pid,
+				'connections.stripe.latest_webhook_timestamp': {
+					$lte: webhook.created
+				}
+			}, { $set: updateData }).exec();
+
+			return;
+		}
+
+		const updateData = {
+			'connections.stripe.subscription_id': subscription.status === 'active' ? subscription.id : null,
+			'connections.stripe.price_id': subscription.status === 'active' ? subscriptionItem.plan.id : null,
+			'connections.stripe.tier_level': subscription.status === 'active' ? Number(product.metadata.tier_level || 0) : 0,
+			'connections.stripe.tier_name': subscription.status === 'active' ? product.name : null,
+			'connections.stripe.latest_webhook_timestamp': webhook.created
+		};
+
+		if (product.metadata.beta === 'true') {
+			if (subscription.status === 'active') {
+				if (pnid.access_level < 2) { // * Only change access level if not staff member
+					updateData.access_level = 1;
+					updateData.server_access_level = 'test';
+				}
+
+				util.assignDiscordMemberTesterRole(discordId).catch((error) => {
+					console.error(`Error assigning user Discord tester role | ${customer.id}, ${discordId}, ${pid} |`, error);
+				});
+			} else {
+				// * Assume any status other than active means payment has not been fulfilled
+				// * Once the payment goes through, status should update to active
+				if (pnid.access_level < 2) { // * Only change access level if not staff member
+					updateData.access_level = 0;
+					updateData.server_access_level = 'prod';
+				}
+
+				util.removeDiscordMemberTesterRole(discordId).catch((error) => {
+					console.error(`Error removing user Discord tester role | ${customer.id}, ${discordId}, ${pid} |`, error);
+				});
+			}
+		}
+
+		await database.PNID.updateOne({
+			pid,
+			'connections.stripe.latest_webhook_timestamp': {
+				$lte: webhook.created
+			}
+		}, { $set: updateData }).exec();
+
+		if (subscription.status === 'active') {
+			// Get all the customers active subscriptions
+			const { data: activeSubscriptions } = await stripe.subscriptions.list({
+				limit: 100,
+				status: 'active',
+				customer: customer.id
+			});
+
+			// Order subscriptions by creation time and remove the latest one
+			const orderedActiveSubscriptions = activeSubscriptions.sort((a, b) => b.created - a.created);
+			const pastSubscriptions = orderedActiveSubscriptions.slice(1);
+
+			// Remove any old past subscriptions that might still be hanging around
+			for (const pastSubscription of pastSubscriptions) {
+				try {
+					await stripe.subscriptions.cancel(pastSubscription.id);
+				} catch (error) {
+					console.error(`Error canceling old user subscription | ${customer.id}, ${pid}, ${pastSubscription.id} |`, error);
+				}
+			}
+
+			await sendEmailToCustomer(customer, {
+				pid,
+				title: `Pretendo Network ${product.name} Subscription - Active`,
+				body: `Thank you for purchasing the ${product.name} tier! We greatly value your support, thank you for helping keep Pretendo Network alive!\nIt may take a moment for your account dashboard to reflect these changes. Please wait a moment and refresh the dashboard to see them!`
+			})
+
+			util.assignDiscordMemberSupporterRole(discordId, product.metadata.discord_role_id).catch((error) => {
+				console.error(`Error assigning user Discord supporter role | ${customer.id}, ${discordId}, ${pid}, ${product.metadata.discord_role_id} |`, error);
+			});
+
+			await sendToNotificationEmails(notificationEmails, {
+				title: `New ${product.name} subscription`,
+				body: `${pnid.get('username')} just became a ${product.name} tier subscriber`,
+			})
+		} else if (subscription.status === 'canceled') {
+			await sendEmailToCustomer(customer, {
+				pid,
+				title: `Pretendo Network ${product.name} Subscription - Canceled`,
+				body: `Your subscription for the ${product.name} tier has been canceled. We thank for your previous support, and hope you still enjoy the network! `
+			})
+
+			util.removeDiscordMemberSupporterRole(discordId, product.metadata.discord_role_id).catch((error) => {
+				console.error(`Error removing user Discord supporter role | ${customer.id}, ${discordId}, ${pid}, ${product.metadata.discord_role_id} |`, error);
+			});
+
+			await sendToNotificationEmails(notificationEmails, {
+				title: `Canceled ${product.name} subscription`,
+				body: `${pnid.get('username')} just canceled their ${product.name} tier subscription`,
+			})
+		} else if (subscription.status === 'unpaid') {
+			await sendEmailToCustomer(customer, {
+				pid,
+				title: `Pretendo Network ${product.name} Subscription - Unpaid`,
+				body: `Your subscription for the ${product.name} tier has been canceled due to non payment. We thank for your previous support, and hope you still enjoy the network! `
+			})
+
+			util.removeDiscordMemberSupporterRole(discordId, product.metadata.discord_role_id).catch((error) => {
+				console.error(`Error removing user Discord supporter role | ${customer.id}, ${discordId}, ${pid}, ${product.metadata.discord_role_id} |`, error);
+			});
+
+			await sendToNotificationEmails(notificationEmails, {
+				title: `Removed ${product.name} subscription`,
+				body: `${pnid.get('username')}'s ${product.name} tier subscription has been canceled due to non payment`,
+			})
+		} else {
+			await sendEmailToCustomer(customer, {
+				pid,
+				title: `Pretendo Network ${product.name} Subscription - ${subscription.status}`,
+				body: `Your subscription for the ${product.name} tier has changed status to ${subscription.status}. This is usually caused by payment failure. Your account has been reverted back to default until payment resumes. If you believe this to be an error, please reach out for support on our Discord server, and we thank you for your previous support!`
+			})
+
+			util.removeDiscordMemberSupporterRole(discordId, product.metadata.discord_role_id).catch((error) => {
+				console.error(`Error removing user Discord supporter role | ${customer.id}, ${discordId}, ${pid}, ${product.metadata.discord_role_id} |`, error);
+			});
+
+			await sendToNotificationEmails(notificationEmails, {
+				title: `Removed ${product.name} subscription`,
+				body: `${pnid.username}'s ${product.name} tier subscription status has been changed to ${subscription.status}`,
+			})
+		}
+	}
+}