Connect to PC.
It's a PITA is it not. I had the same problem but found a workaround.
Change the connection mode to PTP.
In windows 10 you should see the Nexus 7 in the drives section (I set mine to open automatically). When opened you will be presented with a DCIM and Pictures folders..
Copy your files to inside the Pictures folder.
On your device, using your file explorer, navigate to the Pictures folder and the copied file should be there.
Copy it to it's final destination and delete the original file in the Pictures folder.
Hope this helps.
I flashed my N7 with LN14.1 build 20180625-UNOFFICIAL, everything seems to work fine, except I am not able to get the N7 to connect to my Win10 PC over USB as an MTP device, or for ADB access (although ADB over WiFi works fine).
Any suggestion is appreciated.
TIA.