All Collections
Tips and Tricks
Configure Tunnelblick on macOS to auto-connect on boot
Configure Tunnelblick on macOS to auto-connect on boot
Mac avatar
Written by Mac
Updated over a week ago

That being so, our VPN client is not mandatory to enjoy our OpenVPN servers. In this guide we are going to configure Tunnelblick OpenVPN client to auto-connect on boot as the title suggests.

Before, we start, I assume you already installed Tunnelblick on your Mac, if not then go through our other guide first.

Let’s start!

Step 1

Pick a single client configuration

In order for this guide to function, you need to make sure that you only have a single configuration imported in Tunnelblick. For the purpose of this guide we are going to use OpenVPN-TUN TCP configuration from Stockholm in Sweden because my Mac is behind an office firewall mostly.

Step 2

Configure Tunnelblick client

Navigate to VPN Details option from Tunnelblick icon at your top Menu Bar on Mac.

enter image description here

In VPN details, click on the Settings tab. In Settings tab page, change the Connect option to “When Tunnelblick launches” and click on Advanced button.

enter image description here

In Advanced Settings page, under Connecting & Disconnecting tab, tick Keep connected option to enable it and you may now close all option Tunnelblick settings pages. That’s all.

enter image description here

Note: It does not mean you should ‘Quit Tunnelblick’ from Top Menu Bar now, if you do this guide would not work for you. As Tunnelblick is set to auto-start on boot by default unless you manual quit it.

Step 3

Connect to configured VPN server

Navigate to the Connect option (Connect PrivateVPN-SE-Stockholm-TUN-443 in my case) from Tunnelblick icon at your top Menu Bar on Mac again and click to connect.

enter image description here

A dialog box appears requiring your PrivateVPN username and password. Kindly input your credentials and check/tick Save in Keychain option for both as shown in the image below. Click OK to continue.

enter image description here

If everything is good, it will connect successfully.

enter image description here

Step 4

Restart your Mac

The reason why we configured our client is to get our VPN up automatically when Mac starts. So, you need to restart your Mac and you should automatically get connected to the configured PrivateVPN location.

Visit to make sure it works!

Did this answer your question?