OpenSSH for Windows: The IT Admin's Key to Remote Management

OpenSSH for Windows allows admins and developers to leverage their PowerShell and Terminal interfaces to connect and configure their devices with OpenSSH for Windows. I will demonstrate in the video installation and configuration of clients, services, and key generation. I will demonstrate the configuration of the OpenSSH server and services and use both username/password and shared key-pairs configurations to log on to an SSH server. If you have struggled to understand and configure SSH in the past come and join us as we step by step understand and view every step in the process. Our video notes have great resources for troubleshooting your SSH problems.
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[@olawalemoses8958]

Thank you for this class Sir. Topic clearly explained.

[@TechsavvyProductions]

You are most welcome

[@johnsenchak1428]

I understand about 80 percent of the video, and watched the whole thing HARD CORE !

[@TechsavvyProductions]

Thanks John!

[@info.pankaj24]

Thanks Sir for a new video

[@TechsavvyProductions]

thanks for watching

[@zhoudai8790]

This is the best SSH tutorial video I have ever seen, thanks a lot!

[@TechsavvyProductions]

Thanks for the comment!

[@guilleport]

Agreed 👍

[@josephsoldner6048]

Fantastic video!!!

[@TechsavvyProductions]

Thanks for watching!

[@ErroneousTheory]

Especially like the riffing on Def Lepord at the end there ...

[@TechsavvyProductions]

: )

[@Mcfryguy5555]

Great info!

[@TechsavvyProductions]

Glad it was helpful!

[@cowboybobby7837]

You are great 😊

[@TechsavvyProductions]

Thanks for watching!

[@andreigiubleanu]

LV is the man !

[@TechsavvyProductions]

Thanks for watching

[@ppetrix]

Thank you.

[@TechsavvyProductions]

Thanks for watching!

[@The180Degrees]

This was a very comprehensive overview of the Windows side of SSH. There was one thing I was hoping to see and did not (at it is beyond the scope of an introduction to SSH): How to setup proxy jump ssh in windows with a config file. I use it all the time in Linux but wanted to give it a go in Win (where my config file works, just not the proxy jump). Would you know if this is doable?

[@TechsavvyProductions]

In SSH, a "proxy jump" is essentially a way to connect through one host to another host. This can be useful for various reasons, such as accessing a host in a private network that isn't directly accessible from the internet. You typically define the configuration for proxy jumps in your SSH configuration file. Here’s a step-by-step guide on setting up a ProxyJump using an SSH configuration file on Windows. Step 1: Install SSH Client Ensure you have an SSH client installed on your Windows system. Windows 10 (1809 and later) includes an optional feature "OpenSSH Client" that you can install through the “Optional Features” menu in the settings. Step 2: Create SSH Config File Create an SSH configuration file. By default, SSH clients on Windows will look for the configuration file at %USERPROFILE%\.ssh\config. To create this file, open a text editor like Notepad, and save a new file at the specified path. Step 3: Edit SSH Config File Edit the SSH config file to define the proxy jump configuration. Below is an example: Host ProxyJumpHost HostName proxy_jump_host_address User your_username_on_proxy_jump_host Port 22 IdentityFile path_to_your_private_key Host TargetHost HostName target_host_address User your_username_on_target_host Port 22 IdentityFile path_to_your_private_key_on_target_host ProxyJump ProxyJumpHost Replace proxy_jump_host_address with the address of the intermediate host. Replace your_username_on_proxy_jump_host with your username on the intermediate host. Replace path_to_your_private_key with the path to your private key for the intermediate host. Replace target_host_address with the address of the target host. Replace your_username_on_target_host with your username on the target host. Replace path_to_your_private_key_on_target_host with the path to your private key for the target host. Step 4: Use SSH with Config File Open a command prompt or PowerShell, and use the SSH command to connect to the target host: ssh TargetHost SSH will use the configuration from the config file and connect to the TargetHost via ProxyJumpHost. Troubleshooting If you face any issues, you can increase the verbosity of the SSH command to debug: ssh -vvv TargetHost This command will print a lot of debug information which can help in identifying any issues with the connection. Additional Notes Ensure that the permissions on the private key files are set correctly. Only the user should have read permission. Make sure that the SSH server on both the proxy jump host and the target host is running and accessible. Ensure that you have the necessary permissions to connect from the proxy jump host to the target host.

[@DP1959dbp]

That was very detailed and lengthy. Could you do a more simplified video but detailed and to the point to understand the setup using a GUI instead of coding.

[@TechsavvyProductions]

Command-line is very challenging but OpenSSH is all command-line. Good news is there is a video on Putty, a useful and GUI utility that allows you to remotely connect to devices via: SSH, Telnet, serial. Check out this video. "How-to: Connecting to network equipment via console, telnet and SSH" kzbin.info/www/bejne/robJnJ55nZZogZI Thanks for checking out the channel!

[@amanaguli1]

Thanks for the detailed explanation. I have requirement to enable the SFTP communication on the Windows server that I have done using OpenSSH and I want to connect the Windows SSH from Linux machine using the domain account with pub key. Is this a doable option. Kindly suggest.

[@TechsavvyProductions]

Yes, it is indeed possible to connect to a Windows machine from a Linux machine using SSH with public key authentication. However, the Windows machine must have an SSH server installed and properly configured. the built-in option for an SSH server on Windows is OpenSSH, which was made available in Windows 10 and Server 2019. OpenSSH supports domain accounts, but it may need additional configuration to use public key authentication with a domain account. To set this up, follow these general steps: Install OpenSSH Server on Windows: This can be installed via the "Optional Features" menu in Windows settings. After installation, ensure the SSH server is running. Configure OpenSSH Server: You may need to adjust the sshd_config file. This file is usually located in C:\ProgramData\ssh. The following configurations should be enabled: PubkeyAuthentication yes PasswordAuthentication no (optional, if you want to disable password-based logins and only use public key authentication) Setup Public Key Authentication: For this, you need to generate a public-private key pair on the Linux machine using ssh-keygen (if not already done), and then copy the public key to the Windows machine. On the Linux machine, generate a key pair: ssh-keygen -t rsa Copy the public key (usually named id_rsa.pub) to the Windows machine and append it to the authorized_keys file located at C:\Users\Your_Domain_User\.ssh\authorized_keys. If the .ssh directory or authorized_keys file do not exist, you may need to create them. Set Proper Permissions: Windows' OpenSSH is very particular about file and folder permissions. Make sure the authorized_keys file and .ssh folder are not accessible by anyone other than the owner. Restart SSH Service: Restart the SSH service on the Windows machine for the changes to take effect. Once this is setup, you can SSH from your Linux machine to your Windows machine using the domain user account and the key pair you generated. ssh domain_user@windows_machine_domain_or_ip Remember that these steps may change based on the exact versions of Windows and OpenSSH you're using, and you might need to adjust these steps accordingly. Also, this procedure assumes you have necessary administrative privileges on the Windows machine.

[@archygonzalez3086]

Unfortunately, the Win32-OpenSSH Wiki just redirectos to the OpenBSD manual page for the "sshd_config" and "ssh_config", which just summarizes the tool flags and options it does not give any examples or actual use case, for such a popular tool on remoting there should be more case usage examples and Do's as well as Dont's but, will have to google it mean while, BTW excelent overview on the topic and very well explained, thanks

[@TechsavvyProductions]

Appreciate the good feedback on the topic, others can benefit from your discovery.

[@exus696]

Very well explained. I am struggling to find maxlogins in limits.conf file equivalent in windows version of openssh. Is it possible ? Please help

[@TechsavvyProductions]

I checked the GitHub site and so far no solution. Folks are asking the same question.

[@GooogleGoglee]

I really feel hardcore after watching the video 2 times in a row lol

[@TechsavvyProductions]

Anybody who watches OpenSSH twice is hard-core!

[@code-inc]

😍😍😍😍

[@TechsavvyProductions]

Thanks for watching

[@johnsenchak1428]

The key pair thing doesn't look that hard to set up it's like setting up PGP for a email client

[@TechsavvyProductions]

Windows makes the process easier but some hardware devices can be a real pain.

[@pepeshopping]

Complex? Only if you don’t understand how something works. At least 2 ssh server open source solutions for windows have existed for the last 15 years (Cygwin, msys2). I probably will stay with msys2 as they are portable and don’t need to be “installed”.

[@TechsavvyProductions]

Always appreciate the comments it informs others serious about technology

[@krishnaavinash1284]

Will this work on ps 5.1 on windows 10

[@TechsavvyProductions]

I believe so I do not remember any requirement for upgrade of PowerShell.

[@aruprofficial]

Respected Sir, Where i got login password in my windows ssh? Please....sir

[@TechsavvyProductions]

check out our free video notes found in the video description

[@user-ed1dq8mi4z]

Can I get key to use

[@TechsavvyProductions]

You can self-generate your own keys.

[@pepeshopping]

When you connect for the first time, ssh does not “move a key” on the client side! What it does is to store a fingerprint of the remote ssh host in the ~/.ssh/known_hosts for checking in the future and make sure it is, or not, the same hosts as the stored fingerprint.

[@TechsavvyProductions]

corrected: I should have avoided saying "move a key", when it stores stores the fingerprint info in the known_host file. Thanks!

[@user-ed1dq8mi4z]

It's voice

[@TechsavvyProductions]

Thanks for watching!

[@arturdryja6514]

not working

[@TechsavvyProductions]

I find myself here often so the rule is give yourself a day off, remove everything and on a Saturday morning with a fresh cup of coffee/tea. Sit down and read/listen carefully again and give it a try. Solve a lot of problems that way.