cleanmgr is probably waiting for window to display progress, but winrm has 
no window available so that's probably why it hangs

See 
https://stackoverflow.com/questions/28852786/automate-process-of-disk-cleanup-cleanmgr-exe-without-user-intervention

You might be able to use something like this, but I haven't tried it myself 

Start-Process -FilePath CleanMgr.exe -ArgumentList '/sagerun:1' -WindowStyle 
Hidden -Wait


or perhaps


Start-Process -FilePath CleanMgr.exe -ArgumentList '/sagerun:1' -NoNewWindow 
-Wait



On Wednesday, August 22, 2018 at 1:43:24 PM UTC+1, SurferL wrote:
>
> Using Ansible 2.6.2, I've set `cleanmgr.exe /sagerun:3` to everything 
> possible manually on the Windows 10 machine.
>
> In my playbook I have the following task:
>
> - name: windows | disk cleanup
> win_shell: "cmd.exe /c cleanmgr.exe /sagerun:3"
> args:
> chdir: "C:\\Windows\\system32"
>
> However it hangs on this task it seems, and I can't seem to figure out 
> why, or what I could be debugging. 
>
> Running the command manually on the machine locally works fine. Also, the 
> command works fine for Windows 7 machine, so I'm not sure this could be a 
> configuration issue on the Windows 10 machine?
>
> Ansible debug (showing the ping task just before it hangs):
>
> TASK [cleanup : windows | verify connection] 
> ***********************************
> task path: 
> /Users/ansible/builds/0/clean_base_vms/ansible/roles/cleanup/tasks/windows.yml:3
> ok: [win10_base] => {
> "changed": false, 
> "ping": "pong"
> }
> Using module file 
> /Users/ansible/clean_base_vms/virtualenv/lib/python2.7/site-packages/ansible/modules/windows/win_shell.ps1
> <ip-address> ESTABLISH WINRM CONNECTION FOR USER: ansible on PORT 5985 TO 
> <ip-address>
> checking if winrm_host <ip-address> is an IPv6 address
> <ip-address> WINRM CONNECT: transport=plaintext 
> endpoint=http://<ip-address>:5985/wsman
> <ip-address> WINRM OPEN SHELL: <shell-thing>
> EXEC (via pipeline wrapper)
> <ip-address> WINRM EXEC 'PowerShell' ['-NoProfile', '-NonInteractive', 
> '-ExecutionPolicy', 'Unrestricted', '-']
>
>
> I've left this task running for 5 hours before it fails...
>
> Any ideas would be greatly appreciated, thank you in advance :) 
>

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