You can certainly use the same Web GUIs from macOS and GNU/Linux as well, as for Powershell remoting, no need for VM when Powershell nowadays is written in modern portable .NET.
I mean the Smalltalk transcript and its capabilities alone, not Smalltalk as a whole. The transcript apparently just logs plain text; xterm supports color and text formatting like bold and italic. I'm guessing that, per https://news.ycombinator.com/item?id=47058849, you'd want fancy text displayed separately in the GUI.
> as for Powershell remoting, no need for VM when Powershell nowadays is written in modern portable .NET.
It looks like multiplatform PowerShell remoting uses SSH: https://learn.microsoft.com/en-us/powershell/scripting/secur.... You'd get a VM to use WinRM.
With rio windows I get an actual text stream to copy and paste (and grep and wahtnot), not the text, terminal control codes for bold and colour and often DEC decorations such as the ones in Nethack for walls.