When using a NAS with iTunes, will iTunes ask if a file should be deleted and then delete it from the NAS?

I had some bad luck moving to a NAS earlier this year.  I'm trying again now after getting a new hard drive.
One thing I encountered previously was that it seemed like if I deleted say a podcast or TV show manually that I had watched, I did not get the usual confirmation asking if I wished to delete the file.  More importantly, the file did not seem to delete from the NAS.  I had to go through twice the work to remove it from itunes and then again from the NAS.
Is that how it is supposed to work if the Itunes media is on a NAS?  Not sure if it was some sort of issue with my previous problems or if that is how it works with itunes and a NAS device?
Thanks.

Hey elenaaa21,
It all depends on what your setup is. So if you have upgraded to iCloud Photo Library, then any changes that are made will be reflected on all devices that have that turned on. You delete a photo on your iPhone, then on iCloud.com you will not see it because it has been deleted. If you are not using iCloud Photo Library, then you will need to delete the photo on all devices to where it shows up. Keep in mind that if this was done very quickly, then it may not have been uploaded to your My Photo Stream as you need to make sure that you are on Wi-Fi and the Camera app be completely closed out. Take a look at the article below for more details and let me know if this clears this up or need further assistance. 
iCloud Photo Library FAQ
https://support.apple.com/en-us/HT204264
My Photo Stream FAQ
https://support.apple.com/en-us/HT201317
Take care,
-Norm G. 

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