Tunnelblick Was Not Able To Load A System Extension



  1. Tunnelblick will be able to load Tun and Tap system extensions for any configuration without user interaction, and that ability will persist after computer restarts, 'safe boots', and updates to Tunnelblick.
  2. System.IO.FileNotFoundException: Could not load file or assembly 'System.Net.Http, Version=4.2.0.0, Culture=neutral, PublicKeyToken=b03f5f7f11d50a3a' or one of its dependencies. The system cannot find the file specified.

Consult the extension's README (visible in the Extensions view details page) or go to the extension page on the VS Code Marketplace (click on the extension name in the details page). Many extensions are open source and have a link to their repository on their Marketplace page.

Tunnelblick Was Not Able To Load A System Extension On Chrome

Disclaimer: Installation and use of any software made by third party developers is at your own discretion and liability. We share our best practices with third party software but do not provide customer support for them.
Tunnelblick was not able to load a system extension button

Please Note: This guide assumes that you are using Safari and have 'Allow files to Open/Execute (aka Safe Files) upon download completion' enabled. If you are not, you may have issues with Step 9 ongoing.


  1. Download the Latest TunnelBlick install from https://tunnelblick.net/downloads.html
  2. Double Click the Tunnelblick dmg from your downloads folder to mount the image
  3. Double Click on the Tunnelblick icon to install.
  4. If you get a notice that 'Tunnelblick is an Application downloaded from the Internet' Click Open to confirm that you want to Open it.
  5. Type your computer Admin password to allow the Install.
  6. Click Launch
  7. Click I Have Configuration Files
  8. Download the Configuration Files https://www.privateinternetaccess.com/openvpn/openvpn.zip
  9. Rename this downloaded file as openvpn.tblk and on the window that appears, choose “Add” to accept the file extension change. Double click openvpn.tblk, and allow the option to apply installation of multiple files.
  10. Tunnelblick will ask if you want to add for All users, or just your user.
  11. Enter your computer Admin password to allow the configuration file to be added.
  12. Click the Tunnelblick icon in the Menu bar to connect
  13. Enter your Username and password when prompted.

EASY Setup Guides for Alternate Configurations (Advanced):


If you need encryption, please use the Private Internet Application or OpenVPN protocol with our service.




  • OpenVPN Configuration Files (Recommended Default)
    OpenVPN Configuration Files (Recommended Default windows only plus block-outside-dns)
    OpenVPN Configuration Files (Strong)

  • Legacy

    Although quite different from a VPN, we provide a SOCKS5 Proxy with all accounts in the event users require this feature.
    SOCKS5 Proxy Usage Guides
    proxy-nl.privateinternetaccess.com port 1080
    Enable port forwarding in the application by entering the Advanced area, enabling port forwarding and selecting one of the following gateways:
    After enabling port forwarding and re-connecting to one of the above gateways, please hover your mouse over the System Tray or Menu Bar icon to reveal the tooltip which will display the port number. You can then enter this port into your software.
    Port Forwarding reduces privacy. For maximum privacy, please keep port forwarding disabled.

Tunnelblick Was Not Able To Load A System Extension Cable

    IPv6 leak protection disables IPv6 traffic while on the VPN. This ensures that no IPv6 traffic leaks out over your normal internet connection when you are connected to the VPN. This includes 6to4 and Teredo tunneled IPv6 traffic.
    The dns leak protection feature activates VPN dns leak protection. This ensures that DNS requests are routed through the VPN. This enables the greatest level of privacy and security but may cause connectivity issues in non-standard network configurations.
    This can be enabled and disabled in the Windows application, while it is enabled by default on our macOS application.
    We use our own private DNS servers for your DNS queries while on the VPN. After connecting we set your operating system's DNS servers to 209.222.18.222 and 209.222.18.218. When using a DNS Leak testing site you should expect to see your DNS requests originate from the IP of the VPN gateway you are connected to.
    If you change your DNS servers manually or if for some other reason they are changed this does not necessarily mean your DNS is leaking. Even if you use different DNS servers the queries will still be routed through the VPN connection and will be anonymous.

Tunnelblick Was Not Able To Load A System Extension Cable

    The internet kill switch activates VPN disconnect protection. If you disconnect from the VPN, your internet access will stop working. It will reactivate normal internet access when you deactivate the kill switch mode or exit the application.
    Users who may be connected to two connections simultaneously (ex.: wired and wireless) should not use this feature, as it will only stop 1 active connection type.