I want to debug a Linux program (ELF), but my IDA Pro is on a Windows 10 VM and I want to use remote debugging to debug the program on Ubuntu (also in a VM).
So, is it possible to debug if both machines are VMs?
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Yes, you can actually debug remotely using 2 Virtual Machines as long as they have network connection.
Just copy the server file in the dbgsrv folder from IDA directory and choose what type of architecture you will debug.
Just make sure you have to change the permission of the file to executable using chmod +x