diff --git a/backend/UserConfig.ts b/backend/UserConfig.ts
index 8b452e0..1a94a0a 100644
--- a/backend/UserConfig.ts
+++ b/backend/UserConfig.ts
@@ -3,6 +3,7 @@ import { UserConfiguration, UserConfigTypeChecker, PostgresConfiguration } from
 import fs from 'fs-extra';
 import { path } from '@tycrek/joint';
 import { log } from './log.js';
+import fetch from "node-fetch";
 
 const FILEPATH = path.join('.ass-data/userconfig.json');
 
@@ -40,6 +41,10 @@ const Checkers: UserConfigTypeChecker = {
 	idSize: numChecker,
 	gfySize: numChecker,
 	maximumFileSize: numChecker,
+	discordWebhook: (val) => {
+		const regex = /^https:\/\/discord\.com\/api\/webhooks\/\d+\/\S+$/;
+		return regex.test(val);
+	},
 
 	s3: {
 		endpoint: basicStringChecker,
@@ -96,6 +101,7 @@ export class UserConfig {
 		if (!Checkers.idSize(config.idSize)) throw new Error('Invalid ID size');
 		if (!Checkers.gfySize(config.gfySize)) throw new Error('Invalid Gfy size');
 		if (!Checkers.maximumFileSize(config.maximumFileSize)) throw new Error('Invalid maximum file size');
+		if (!Checkers.discordWebhook(config.discordWebhook)) throw new Error('Invalid Discord webhook');
 
 		// * Optional S3 config
 		if (config.s3 != null) {
diff --git a/backend/routers/index.ts b/backend/routers/index.ts
index b62aa59..3a44cc3 100644
--- a/backend/routers/index.ts
+++ b/backend/routers/index.ts
@@ -3,6 +3,7 @@ import { BusBoyFile, AssFile } from 'ass';
 import fs from 'fs-extra';
 import bb from 'express-busboy';
 import crypto from 'crypto';
+import fetch from 'node-fetch';
 import { Router } from 'express';
 import { Readable } from 'stream';
 
@@ -88,7 +89,21 @@ router.post('/', rateLimiterMiddleware("upload", UserConfig.config?.rateLimit?.u
 		data.put('files', assFile.fakeid, assFile);
 
 		log.debug('File saved to', !s3 ? assFile.save.local! : 'S3');
-		return res.type('json').send({ resource: `${req.ass.host}/${assFile.fakeid}` });
+		await res.type('json').send({ resource: `${req.ass.host}/${assFile.fakeid}` });
+
+		// Send to Discord webhook
+		try {
+			await fetch(UserConfig.config.discordWebhook, {
+				method: "POST",
+				headers: {
+					'Content-Type': 'application/json',
+				},
+				body: JSON.stringify({ content: `New upload: ${req.ass.host}/${assFile.fakeid}` })
+			})
+		} catch (err) {
+			log.warn("Failed to send request to Discord webhook");
+			console.error(err);
+		}
 	} catch (err) {
 		log.error('Failed to upload file', bbFile.filename);
 		console.error(err);
diff --git a/backend/utils.ts b/backend/utils.ts
index 64df481..ece47cf 100644
--- a/backend/utils.ts
+++ b/backend/utils.ts
@@ -1,4 +1,7 @@
 import { DateTime } from 'luxon';
+import { id } from 'william.js';
+
+export const customId = (length: number, alphabet: string = "abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789") => id(length, 1, alphabet);
 
 export const randomHexColour = () => { // From: https://www.geeksforgeeks.org/javascript-generate-random-hex-codes-color/
 	const letters = '0123456789ABCDEF';
diff --git a/common/types.d.ts b/common/types.d.ts
index 299b1ad..e3572a9 100644
--- a/common/types.d.ts
+++ b/common/types.d.ts
@@ -25,6 +25,7 @@ declare module 'ass' {
 		idSize: number;
 		gfySize: number;
 		maximumFileSize: number;
+		discordWebhook: string;
 
 		s3?: S3Configuration;
 		database?: DatabaseConfiguration;
@@ -154,6 +155,7 @@ declare module 'ass' {
 		idSize: (val: any) => boolean;
 		gfySize: (val: any) => boolean;
 		maximumFileSize: (val: any) => boolean;
+		discordWebhook: (val: any) => boolean;
 		s3: {
 			endpoint: (val: any) => boolean;
 			bucket: (val: any) => boolean;
diff --git a/package.json b/package.json
index c50dda2..98e926a 100644
--- a/package.json
+++ b/package.json
@@ -54,6 +54,7 @@
     "luxon": "^3.4.4",
     "memorystore": "^1.6.7",
     "mysql2": "^3.6.5",
+    "node-fetch": "^3.3.2",
     "node-vibrant": "^3.1.6",
     "pg": "^8.11.3",
     "pug": "^3.0.2",
@@ -61,7 +62,8 @@
     "shoelace-fontawesome-pug": "^6.4.3",
     "shoelace-pug-loader": "^2.11.0",
     "tailwindcss": "^3.3.6",
-    "typescript": "^5.3.2"
+    "typescript": "^5.3.2",
+    "william.js": "^1.2.2"
   },
   "devDependencies": {
     "@types/bcrypt": "^5.0.2",