Boxstarter
Repeatable, reboot resilient windows environment installations made easy using Chocolatey packages. When its time to repave either bare metal or virtualized instances, locally or on a remote machine, Boxstarter can automate both trivial and highly complex installations. Compatible with all Windows versions from Windows 7/2008 R2 forward.
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Brooklyn
A Java based deployment tool, focused on both deployment as well as post-deploy lifecycle management. It is aware of network topologies, integrates with many cloud and PaaS APIs, and is designed to handle the entire roll-out
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Chocolatey
Chocolatey is like apt-get for Windows. It can install packages and dependencies over the command line.
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ConDep
ConDep is a open source infrastructure configuration and deployment DSL (Domain Specific Language) specifically targeted to (but not limited to) the Windows Server platform. If your familiar with tools like Chef and Puppet, ConDep does very much the same, but with native support for Windows.
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FAI
Fully Automatic Installation (FAI) is a tool for mass unattended deployment of Linux. You can take one or more virgin PCs, turn on the power, and after a few minutes, the systems are installed and completely configured.
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SSH KeyBox
An open-source jump box solution with auditing capabilities
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