Hello AshRaevern,
Thank you for posting in Q&A forum.
I think you can use PowerShell scripts and remote execution tools like PowerShell Remoting or Azure Run Command to do it.
1. Write a PowerShell script that runs the .exe file and captures the output.
- Use PowerShell Remoting to execute the script on the VM.
- Use PowerShell to copy the output file to another machine.
Here is the link for your reference:
I hope the information above is helpful.
If you have any questions or concerns, please feel free to let us know.
Best Regards,
Daisy Zhou
============================================
If the Answer is helpful, please click "Accept Answer" and upvote it.