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Sophos XG Firewall: SSL VPN client, Tunnelblick 3.7.4a fails to connect Sign up to the Sophos Support Notification Service o get the latest product release information and critical issues. Previous article ID: 125374. Oct 25, 2020 Overview This article describes the steps to troubleshoot SSL VPN remote access connectivity and data transfer issues. Before proceeding to troubleshoot, please verify that the SSL VPN remote access is configured correctly by following Sophos XG Firewall: How to configure SSL VPN remote access. See full list on tunnelblick.net. Sophos Connect is supported for use on Windows and Mac clients (Microsoft Windows 7 with 'Convenience rollup' (Service Pack 2) update and later, and Mac OS 10.12 and later). Thank you for contacting us. Unfortunately, we do not have any other option than using Tunnelblick for MAC OS. You may share your idea on https://ideas.sophos.com.

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Important: See The Future of Tun and Tap VPNs on macOS for information about changes to future versions of macOS.

If you are using macOS Catalina, you should use the latest version of Tunnelblick. You should allow Tunnelblick to automatically check for updates on the 'Preferences' panel of Tunnelblick's 'VPN Details' window.

The following is the current status of issues that have been seen using the latest stable version of Tunnelblick on the latest version of macOS Catalina.

Express burn serial number. To report an issue, please follow the instructions at Tunnelblick Issues.

NEW macOS REQUIREMENT: Restarting the computer is required by macOS Catalina before connecting some configurations for the first time.

If a configuration requires a Tun or Tap system extension, the first time Tunnelblick asks macOS to load the appropriate system extension, macOS will tell the user that they must give permission to load system extensions signed by 'Jonathan Bullard' in System Preferences : Security & Privacy : General. If the user gives such permission by clicking 'Allow', macOS must restart the computer before the permission will be honored. After the permission has been given and the computer has been restarted, you may then connect all VPN configurations normally.

This only needs to be done one time. Once permission to load system extensions signed by 'Jonathan Bullard' has been granted and the computer has been restarted, no further action is needed. 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.

If you are using a Tun VPN, you can — and should — modify your OpenVPN configuration file so it will work without the 'Tun' system extension and avoid this problem. See Errors Loading System Extensions for instructions.

WON'T FIX: Sidecar does not work when a VPN is connected using Tunnelblick's default for a configuration.

Sidecar does not work if IPv6 is disabled. By default, Tunnelblick disables IPv6 while a VPN is connected. This is done to prevent information leaks in common VPN setups (see A Glance through the VPN Looking Glass: IPv6 Leakage and DNS Hijacking in Commercial VPN clients).

To fix this problem:

  1. Verify with your VPN service provider that no information is leaked if IPv6 traffic is allowed. If you cannot confirm that, you should not proceed and you will not be able to use Sidecar when your VPN is connected.
  2. Launch Tunnelblick.
  3. Click the Tunnelblick icon in the menu bar and then click 'VPN Details'.
  4. Click on the large 'Configurations' button at the top of the window.
  5. Select the configuration(s) you wish to modify.
  6. Remove the check from 'Disable IPv6 unless the server is accessed via IPv6'.

(This page was updated 2020-07-12.)





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