diff --git a/src/cli/validateToken.ts b/src/cli/validateToken.ts
index 122ffca..08178a0 100644
--- a/src/cli/validateToken.ts
+++ b/src/cli/validateToken.ts
@@ -1,6 +1,7 @@
 import { API as APIInterface } from '@metacall/protocol/protocol';
 import { unlink } from 'fs/promises';
-import { configFilePath, save } from '../config';
+import { auth } from '../auth';
+import { configFilePath, defaultPath, load, save } from '../config';
 import { exists } from '../utils';
 import args from './args';
 import { error, info } from './messages';
@@ -32,11 +33,18 @@ const validateToken = async (api: APIInterface): Promise<void> => {
 
 		(await exists(configFile)) && (await unlink(configFile));
 
-		info('Try to login again!');
+		info('Token expired, initiating token-based login...');
 
-		return error(
-			`Token validation failed, potential causes include:\n\t1) The JWT may be mistranslated (Invalid Signature).\n\t2) JWT might have expired.`
-		);
+		try {
+			const config = await load(defaultPath);
+
+			const newToken = await auth(config);
+			// Save the new token
+			await save({ token: newToken });
+			return;
+		} catch (loginErr) {
+			return error('Token validation failed. Please try again.');
+		}
 	}
 };