"sshpass is not recognized" on Windows

You cant run sshpass in windows. You can however use putty via the windows command line, to achieve the same thing.

putty -load "host" -l username -pw password

Also you can upload files via command line (with a password) using WinSCP

winscp /command "option batch abort" "option confirm off" "open sftp://user:[email protected]/" "put examplefile.txt /home/user/" "exit"

Instead of OpenSSH ssh, you can use PuTTY plink. It's command line equivalent of PuTTY and has very similar command-line syntax as OpenSSH ssh. But on top of it, it has -pw switch for providing a password.

The plink equivalent of your ssh call is:

plink ldap.nextstep4it.com -l root -pw password

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You absolutely should not use -o StrictHostKeyChecking=no to blindly accept all host keys. That is a security flaw. You lose a protection against MITM attacks. Instead, with plink, you can use -hostkey switch to set the fingerprint of the expected host key.

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Similarly:

• instead of OpenSSH scp, use PuTTY pscp;
• instead of OpenSSH sftp, use PuTTY psftp.

Both have the -pw switch.

Alternatively, both for SCP and SFTP, you can use my WinSCP SFTP/SCP client. WinSCP also supports providing the password on command-line/in script. And there's a guide for converting OpenSSH sftp script to WinSCP script.

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No matter, if you use OpenSSH, PuTTY or WinSCP, it is always better is to use public key authentication than the password.