P.s. I have already doubled the winrm read and action timeout in the 
group_vars but the issue persists. Any advice is welcome. When I browse the 
website manually from chrome it loads fine.

On Wednesday, 7 March 2018 08:46:51 UTC-8, Thijn Bukkems wrote:
> Hey guys,
> I run into an issue where my win_get_url always fails with the error "The 
> remote server returned an error: (500) Internal Server Error.", 
> "status_code": 500," the first time it is run each night. If I run the 
> playbook again a couple minutes later the files download successfully. Does 
> anyone have experience with this and can point me in the right direction 
> figuring this out? The server is available, as the second attempt works 
> flawlessly.
> Thanks
> Thijn

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