Install both Chocolatey and OpenSSH with SSHD in one Copy-Paste in Powershell

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TL;DR

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Start a PowerShell console with Administrator privileges and run the following :

[Net.ServicePointManager]::SecurityProtocol = [Net.SecurityProtocolType]::Tls12; [System.Net.ServicePointManager]::ServerCertificateValidationCallback = {[bool]1}; set-executionpolicy RemoteSigned -Force -EA 'SilentlyContinue'; iex ((new-object net.webclient).DownloadString('https://gist.githubusercontent.com/deskobj/f135af9b5404c594ee041c1688bc6f0a/raw'))

After the command has exited, we can expect the following to be true:

• CHOCO command available by default via PATH environment variable.
• SSH command available by default via PATH environment variable.
• SSHD service is running.

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HISTORY OF THE ONE-LINER COMMAND
AND ITS BACK-END SCRIPT

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The original command (from DarwinJS/ChocoPackages) reads as follows:

[System.Net.ServicePointManager]::ServerCertificateValidationCallback = {[bool]1};set-executionpolicy RemoteSigned -Force -EA 'SilentlyContinue';iex ((new-object net.webclient).DownloadString('https://raw.githubusercontent.com/DarwinJS/ChocoPackages/master/openssh/InstallChoco_and_win32-openssh_with_server.ps1'))

Additionally:

• JUL 26, 2018: Despite the recommendation "Not To", a cached (and modified) version of the script is made available.

• AUG 28, 2018: Enforced TLS 1.2 security protocol use.

• MAY 05, 2019: Added information about how to install Chocolatey on its own, using just a command line.

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WHAT ABOUT INSTALLING CHOCOLATEY ONLY ?
(WITHOUT THE SSHD SERVICE)

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To simply install Chocolatey, without SSH support, run the following PowerShell command, as Administrator:

[Net.ServicePointManager]::SecurityProtocol = [Net.SecurityProtocolType]::Tls12; set-executionpolicy RemoteSigned -Force -EA 'SilentlyContinue'; iex ((new-object net.webclient).DownloadString('https://chocolatey.org/install.ps1'))

If you wish to install SSH later, you can still run the original command even if Chocolatey is already installed (the Choco installation step will just be skipped).

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PREVENT SYSTEMATIC CONFIRMATIONS
(WHEN YOU KNOW WHAT YOU ARE DOING)

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Chocolatey always asks if you are sure about installing a piece of software.

One way to address this problem is to always specify the `-y` switch when invoking `choco install`. For instance:

• `choco install -y git`,
• or the even shorter version being `cinst -y git`

But you can also disable this behavior altogether, on a global scale, forever, by running the following command:

choco feature enable -n allowGlobalConfirmation

It's probably a dangerous thing to set up, but it's really nice when you are familiar with the tool and use it repeatedly.

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MORE SOFTWARE INSTALL SUGGESTIONS

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Chocolatey is like a package manager, but for Windows; a bit like the famous `apt-get` or `aptitude` for some GNU/Linux distros (`dpkg` for Debian, `yum` for Fedora/RHEL/CentOS or `dnf` for RPM-based distros in general, `yast2` or `zypper` for OpenSuse, `emerge` for Gentoo, `pacman` for Arch). So it allows you to install software easily and effortlessly and the catalog of supported installs is growing.

I have created a curated list of my favorite ones; the ones I would install right away on a new computer, whether it is for work or even for home computing.

Read more:

Chocolatey software installation

Other, ready to paste, multi-line commands such as the one above, can be found on this page:

Choco-based unassisted install