Hi @Martin_Brodin ----- Thank you for following up and providing the requested screenshots. I wanted to touch base with you, because the feedback given by @Ronnie is sound (Thanks @Ronnie 
).
We have indeed noticed this phenomenon, where a network storage device making use of an SMB mount will at times misinform the operating system when a change has occurred in it’s folder structure. Thus the application is not aware of any changes that were made.
Our CTO Brian sums this behavior up very well in his post found here, stating:
Roon: Hey OS X, is the network folder mounted?
OS X: Yup. Mounted
Roon: Ok, tell me the directory listing for my watched folder
OS X: That folder is empty, buddy
Roon: Really? That seems wrong. Are you sure the network folder is still mounted?
OS X: Yup, mounted.
Roon: Ok, tell me the directory listing for my watched folder again
OS X: That folder is still empty, buddy
Roon: Double-check that it’s mounted for me, OK?
OS X: Yup, it’s still mounted. Jerk.
Roon: OK, I’m gonna trust you on this…
With 1.3 being release in the near future, I can confirm that there have been a few changes made to enhance the overall performance of the application. These improvements have been tested and retested over the past few months, so I expect the behavior been experiencing to improve once 1.3 goes live.
-Eric