Occasional CLI crash due to path inconsistency

[jw176]

Hi there,

Since the latest fixes the CLI has been working on windows but would often crash. I've been hesitant to create this issue because I can't figure out the exact steps to reproduce consistently, and I can usually just restart the CLI. However, the error is always the same and it happens quite frequently.

Here is a screenshot

It seems to be another path mapping inconsistency.