Can I boot from a (max size of 10GB) customized Windows ISO with pre-installed software to deploy my server everytime?

This page summarizes the projects mentioned and recommended in the original post on /r/WindowsServer
HacktoberFest Install tools Chocolatey Windows windows-server

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  • boxstarter

    Repeatable, reboot resilient windows environment installations made easy using Chocolatey packages

  • Chocolatey

    Chocolatey - the package manager for Windows

    • Thanks, I didnt know about Chocolatey Software | Chocolatey - The package manager for Windows , it seems that I can then put them into a script to install several softwares.

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