Exception Chef.Bootstrap.WindowsAzure.ChefClient has not exited on time on Chef Version 14

[bawenna]

Encountered this error when trying to install the extension with chef 14, tried this on the latest extension version as well as older versions. chef version 15 or 16 works just fine but there are gem conflicts with our cookbooks and we are stuck with 14 for a while.
install.cmd ran just fine, it was the enable.cmd it is having issues, full stack trace below:
`[10/11/2021 21:21:29.24] Executing: C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002\enable.cmd
[10/11/2021 21:26:30.56] Execution Complete.

Execution Output:
C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002>set CHEF_EXT_DIR=C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002\
C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002>echo C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002\
C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002
C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002>REM Installing chef-client
C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002>powershell -nologo -noprofile -executionpolicy unrestricted Import-Module C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002\bin\chef-install.psm1;Install-ChefClient
Environment variables not passed.
Downloading Chef Client ...
ModuleType Version Name ExportedCommands

---

Script 0.0 Omnitruck {Get-ProjectMetadata, Install-Project, install}
Installing chef from C:\Windows\TEMP\chef-client-14.15.6-1-x64.msi

Execution Error:

Number of Tries:
1Command C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.12.110.1002\enable.cmd of Chef.Bootstrap.WindowsAzure.ChefClient has not exited on time! Killing it...
`

Any help would be appreciated, thanks!

[ayushbhatt29]

Hi @bawenna, from the logs it seems you are using very old version of Azure-chef-extension can you please try with latest release version 1210.14.1.1.

Also chef-client 15 and under version have come to EOL on April 30 2021 you can refer to this source, we would suggest to upgrade to newer versions chef-client 16 or chef-client 17.

[tsmallwood23]

Not sure if this project is still active, however I am still getting this error as well. It only happens if I have a run list with recipes that will push the runtime over the 5-6 minute limit. If I remove enough recipes to have the runtime be shorter than that it completes fine every time. I am running on D8ls_v5 machines, but I don't think that matters other than the effect it has on the overall runtime. Has anyone found a way to bypass this timeout?

│ API Response:
│
│ ----[start]----
│ {
│ "startTime": "2025-07-23T17:28:57.6322662+00:00",
│ "endTime": "2025-07-23T17:34:40.0898121+00:00",
│ "status": "Failed",
│ "error": {
│ "code": "VMExtensionProvisioningError",
│ "message": "VM has reported a failure when processing extension 'ChefClient' (publisher 'Chef.Bootstrap.WindowsAzure' and type 'ChefClient'). Error message: 'Extension '' of Handler 'Chef.Bootstrap.WindowsAzure.ChefClient' version '1210.14.1.2' faulted due to following exception during extension processing: Command C:\Packages\Plugins\Chef.Bootstrap.WindowsAzure.ChefClient\1210.14.1.2\enable.cmd of Chef.Bootstrap.WindowsAzure.ChefClient has not exited on time! Killing it.... Error: '. More information on troubleshooting is available at https://aka.ms/VMExtensionChefClientWindowsTroubleshoot. "
│ },