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Is there a way to install software simultaneously or manage software between 2 or more computers without having to manually load the installer onto each machine and hope that you kept the same software on those computers?

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You could use Ninite to batch up your desired programs, and set them each computer going manually? Closest suggestion I have sorry.


 

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Of course there is. 

 

Of course, it involves windows server because no one else would ever have a need for this.

 

https://support.microsoft.com/en-ca/help/816102/how-to-use-group-policy-to-remotely-install-software-in-windows-server

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