Tunnelblick won't open

[Dario Nicolini]

Hi all,

I'm running macOS 15.5 and encountering a persistent issue when trying to install the latest version of Tunnelblick. The error I receive is:
"Tunnelblick: The installation or repair took too long or failed. Try again."What I've Tried:
Deleted the Tunnelblick app.
Removed all related folders from:
/Library/Application Support/Tunnelblick
~/Library/Application Support/Tunnelblick
and attempted a fresh install.
Unfortunately, the error persists.

Any ideas?

[Tunnelblick Developer]

If there is an alias or symbolic link named Tunnelblick.app in /Applications, drag it to the Trash, then try installing Tunnelblick again.

If that doesn't work, please post the contents of /Library/Application Support/Tunnelblick/tunnelblick-installer-log.txt.

[Dario Nicolini]

Hi there isn't any symbolic link named Tunnelblick.app. 

Here is the content of the log file:

2025-06-30 10:54:16.108550: Tunnelblick installer (build 6300) getuid() = 502; geteuid() = 0; getgid() = 20; getegid() = 20
currentDirectoryPath = '/'; 1 arguments:
     0x0021 (ClearLog CopyAppToL_AS_T)
2025-06-30 10:54:16.110411: Determined username 'xxxxx' from getuid(): 502
2025-06-30 10:54:16.618666: Copied /Applications/Tunnelblick.app to /Library/Application Support/Tunnelblick/Tunnelblick.app
2025-06-30 10:54:16.618810: Copied the app to L_AS_T
2025-06-30 10:54:16.731831: Tunnelblick installer succeeded

Thanks

 

[Tunnelblick Developer]

What happens if you ignore the error and just launch Tunnelblick in /Applications?

Is your computer "managed" at all? For example, is it a company computer?

[Dario Nicolini]

It won't open, it returns the same error 

"The installation or repair took too long or failed. Try again?"

Yes, the laptop is managed with Kandji

Thanks

[Tunnelblick Developer]

The most likely explanation is that Kandji is installing Tunnelblick incorrectly.

Other management programs have had (some) similar problems; usually the script used to install Tunnelblick is faulty.

Contact Kandji and have them fix their script.

[Dario Nicolini]

I'm installing Tunnelblick outside Kandji. 

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Dario Nicolini
IT Engineer

📲 (+39) 02-97134027

[Tunnelblick Developer]

I'm not surprised that doesn't work to install Tunnelblick "outside of Kandji" when Kandji is installed.

Why aren't you using Kandji's Tunnelblick installer?

[Dario Nicolini]

Because also with Kandji we still get the same error. 

To view this discussion visit https://groups.google.com/d/msgid/tunnelblick-discuss/682ef604-1120-4f2d-a77c-ac9f97f2b5d3n%40googlegroups.com.

[Tunnelblick Developer]

Tunnelblick works with other application management systems. If Kandji's installer for Tunnelblick doesn't work, complain to Kandji – you're presumably paying them for a product that works.