diff --git a/src/providers/Environment.ts b/src/providers/Environment.ts
index a2e041a..e29a957 100644
--- a/src/providers/Environment.ts
+++ b/src/providers/Environment.ts
@@ -1,24 +1,54 @@
 import * as path from 'path';
 import * as dotenv from 'dotenv';
+import validator from 'validator';
 
 import Logger from '../libs/Logger';
 
-const requiredENV = ['NODE_ENV', 'DATABASE_URL', 'DISCORD_TOKEN', 'PRIVATE_BOT', 'OSU_API_KEY'];
+const requiredENV = ['NODE_ENV', 'DATABASE_URL', 'DISCORD_TOKEN', 'PRIVATE_BOT'];
 
 class Environment {
     public init(): void {
         dotenv.config({ path: path.resolve(__dirname, '../../.env') });
 
         for (let param of requiredENV) {
-            if (this.isUndefinedOrEmpty(process.env[param]))
-                throw new Error(`.env ${param} is undefined`);
+            if (this.isUndefinedOrEmpty(process.env[param])) throw new Error(`.env ${param} is undefined`);
         }
 
         // NODE_ENV Checks
         if (this.get().NODE_ENV != 'production' && this.get().NODE_ENV != 'development')
             throw new Error('.env NODE_ENV must be either "production" or "development"');
 
-        // TODO: Discord token check
+        // DISCORD_TOKEN Checks
+        if (this.get().DISCORD_TOKEN.length != 59)
+            throw new Error('.env DISCORD_TOKEN is not a valid discord bot token');
+
+        // DEVELOPER_IDS Checks
+        if (this.get().DEVELOPER_IDS) {
+            let developerIds = this.get().DEVELOPER_IDS.split(',');
+            for (let id of developerIds) {
+                if (isNaN(parseInt(id))) throw new Error(`.env DEVELOPER_IDS contains an invalid id: ${id}`);
+            }
+        }
+
+        // PRIVATE_BOT Checks
+        if (this.get().PRIVATE_BOT.toLowerCase() != 'true' && this.get().PRIVATE_BOT.toLowerCase() != 'false')
+            throw new Error('.env PRIVATE_BOT must be either "true" or "false"');
+        
+        // SUPPORT_URL Checks
+        if (this.get().SUPPORT_URL && !validator.isURL(this.get().SUPPORT_URL))
+            throw new Error('.env SUPPORT_URL is not a valid URL');
+
+        // WEB_HOST Checks
+        if (this.get().WEB_HOST && this.get().WEB_HOST.toLowerCase() != 'localhost' && !validator.isIP(this.get().WEB_HOST))
+            throw new Error('.env WEB_HOST must be either localhost or a valid IP address');
+
+        // WEB_PORT Checks
+        if (this.get().WEB_PORT && !validator.isPort(this.get().WEB_PORT))
+            throw new Error('.env WEB_PORT must be a valid port number');
+
+        // YOUTUBE_COOKIE_BASE64 Checks
+        if (this.get().YOUTUBE_COOKIE_BASE64 && !validator.isBase64(this.get().YOUTUBE_COOKIE_BASE64))
+            throw new Error('.env YOUTUBE_COOKIE_BASE64 must be a valid base64 string');
 
         Logger.log('info', `Running in ${process.env.NODE_ENV} environment`);
     }