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The most common case for needing an external editor on Windows Server is default Notepad not supporting non-CRLF line endings. Unfortunately licensing would not allow transplanting the insider Notepad.exe to Windows Server, preventing the need for installing external software on the OS.

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I thought wordpad was also part of a standard windows install? It does support the unix style line endings. Or am I misremembering and wordpad was an add-on?

Definitely part of a "normal" Windows install, but I don't know if it's part of Windows Server too.

Wordpad is part of Windows Server, but it is a rich text editor not a plain text editor. Therefore there are some file formats that it will interpret and corrupt on save.

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