You can just submit an issue to Guard first.
The first step is debugging options, so I'd need output from Guard with the `-d` option, and also running with `LISTEN_GEM_DEBUGGING=1` variable (to make sure there are events fired).
I recently added this to help debugging such issues:
https://github.com/guard/guard/wiki/Understanding-GuardI highly recommend it, because it's pretty much the same steps I use to debug such problems (most problems with Guard, actually).
Oh, and paste the output in Gists - especially because there can be a lot of debugging output.
Feel free to open issues like this in Guard - I rarely check this group.