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.
windows open-source virt packaging provisioning powershell
Chocolatey
Chocolatey is like apt-get for Windows. It can install packages and dependencies over the command line.
windows open-source packaging provisioning powershell
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.
windows open-source ci provisioning config-mgmt net
Pallet
A tool to provision and maintain servers across various cloud platforms as well as virtual machine platforms, without any dependencies. Provides cloud and operating system independence.
linux windows osx open-source cloud-paas clojure
testssl.sh
A command-line tool which checks a server's service on any port for the support of TLS/SSL ciphers, protocols as well as some cryptographic flaws. It's designed to provide clear output for your "is this good or bad" decision.
linux osx open-source security shell