Hello I am wandering if this ever got resolved. I am also running a play 
book to upgrade a windows 10 box to 1909. The play book seems to run fine 
it says there were changes the windows 10 box re-boots several times but at 
the end it is not upgraded. I tried the play from this post which was:

- name: ensure Windows 10 has 1909 feature upgrade installed
  win_updates:
    category_names:
    - Upgrades
    whitelist:
    reboot: yes

with out the KB and it ran for hours but the windows 10 box was never 
updated. I also run a playbook to find what updates are needed and it keeps 
finding these:
{
    "updates":  {
                    "ac2b20ab-6186-4267-8d55-4b3ca35197d1":  {
                                                                 
"categories":  [
                                                                            
        "Upgrades"
                                                                            
    ],
                                                                 "title":  
"Feature 
update to Windows 10, version 1909",
                                                                 "id":  
"ac2b20ab-6186-4267-8d55-4b3ca35197d1",
                                                                 "installed"
:  false,
                                                                 "kb":  [
                                                                            
"4560960"
                                                                        ]
                                                             }
                },
    "found_update_count":  1,
    "changed":  false,
    "reboot_required":  false,
    "installed_update_count":  0,
    "filtered_updates":  {
                             "f9d81e60-32f2-41f3-b553-2261ff953ee8":  {
                                                                          
"id":  "f9d81e60-32f2-41f3-b553-2261ff953ee8",
                                                                          
"filtered_reason":  "category_names",
                                                                          
"title":  "Security Intelligence Update for Microsoft Defender Antivirus - 
KB2267602 (Version 1.319.975.0)",
                                                                          
"categories":  [
                                                                            
                 "Definition Updates",
                                                                            
                 "Microsoft Defender Antivirus"
                                                                            
             ],
                                                                          
"kb":  [
                                                                            
         "2267602"
                                                                            
     ],
                                                                          
"installed":  false
                                                                      }

if you were able to resolve this and get the system upgraded to 1909 I 
would love to know how. I also started a topic on this here that shows teh 
playbook I was using I have changed it several times to see if I can get it 
working to no avail- 
https://groups.google.com/forum/#!searchin/ansible-project/windows$2010$20upgrades|sort:date/ansible-project/GhF7VndaQWU/_F9eVDaIBQAJ

On Wednesday, January 22, 2020 at 11:39:36 AM UTC-8, Jimmy wrote:
>
> Nothing changed on the target host, not even rebooted but able to ping and 
> can do a handshake
> Playbook -
>
> PLAY [windows] 
> *************************************************************************************************************************************************************
>
> TASK [Gathering Facts] 
> *****************************************************************************************************************************************************
> ok: [MQN-CKMH5E31UM7.corp.medqia.com]
>
> TASK [Install all security, critical, and rollup updates without a 
> scheduled task] 
> *****************************************************************************************
> ok: [MQN-CKMH5E31UM7.corp.medqia.com]
>
> TASK [Install only security updates as a scheduled task for window 
> machines] 
> ***********************************************************************************************
> ok: [MQN-CKMH5E31UM7.corp.medqia.com]
>
> TASK [Install only particular updates based on the KB numbers] 
> *************************************************************************************************************
> ok: [MQN-CKMH5E31UM7.corp.medqia.com]
>
> TASK [Install all security updates with automatic reboots] 
> *****************************************************************************************************************
> ok: [MQN-CKMH5E31UM7.corp.medqia.com]
>
> TASK [Ensure WinRM starts when the system has settled and is ready to work 
> reliably] 
> ***************************************************************************************
> ok: [MQN-CKMH5E31UM7.corp.medqia.com]
>
> PLAY RECAP 
> *****************************************************************************************************************************************************************
> MQN-CKMH5E31UM7.corp.medqia.com : ok=6 changed=0 unreachable=0 failed=0 
> skipped=0 rescued=0 ignored=0
>
> Playbook contents =
> hosts: windows
> vars:
> ansible_connection: winrm
> ansible_ssh_port: 5986
> anisble_winrm_transport: kerberos
> ansible_winrm_server_cert_validation: ignore
> validate_certs: false
> ansible_winrm_scheme: https
> ansibe_winrm_read_timeout_sec: 120
> tasks:
> name: Install all security, critical, and rollup updates without a 
> scheduled task
> win_updates:
> category_names:
>
>    - SecurityUpdates
>    - CriticalUpdates
>    - UpdateRollups
>
> name: Install only security updates as a scheduled task for window machines
> win_updates:
> category_names: SecurityUpdates
> use_scheduled_task: yes
>
> name: Install only particular updates based on the KB numbers
> win_updates:
> category_name:
>
> SecurityUpdates
> whitelist:
> KB4528760
> KB890830
> KB4534271
> KB22677602
> name: Install all security updates with automatic reboots
> win_updates:
> category_names:
>
> SecurityUpdates
> reboot: yes
> name: Ensure WinRM starts when the system has settled and is ready to work 
> reliably
> win_service:
> name: WinRM
> start_mode: delayed
>

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