files to sync first?

Maybe it's indexing instead of syncing ?? I wouldn't quit then back up again as it seems to be needing to do this again.  Is this the first time syncing these files?  if so, I feel for you.  You will have to let it do its job.  It will get faster as the smaller files are taking time to sync.    We all users find that the initial sync is painful.  Buts the beauty of Dropbox is the simplest way to sync in normal traffic.  I've used DB for over 5 years both at home and at work and its been a very solid service.  I had about 2 initial syncs when I didn't make a backup of files and had to sync 78 GB worth of stuff and it was painful.  Just have a little more patience. :-)

Thanks for the update.  I was thinking earlier about some experiences that I have.  It might be possible that you have permissions issues.  Check this article out: 

 https://www.dropbox.com/help/syncing-uploads/stuck-syncing

https://www.dropbox.com/help/syncing-uploads/files-update-issues

 Mac

• Quit Dropbox by clicking on the Dropbox icon from the menu bar, clicking on the gear icon, and selecting Quit Dropbox from the pop-up menu.
• Open your Terminal app (located at /Applications/Utilities/Terminal).
• Copy and paste the following lines into the Terminal, one at a time, and press Return after each one.
  • Don't type commands by hand.
  • You'll be prompted for your computer user's password (not your Dropbox password) after entering the first command. Keep in mind that the password field in the terminal will remain blank as you type your password. After you type it, just press Return.
  • Important: We assume that your Dropbox folder is in the default pathway. If you have placed your Dropbox folder in a custom location, replace all ~/Dropbox with the full location of your Dropbox folder in quotation marks. For example, if you have your Dropbox folder in the path /Volumes/DifferentPlace/Dropbox, you need to replace ~/Dropboxfrom the following instructions to "https://www.dropbox.com/Volumes/DifferentPlace/Dropbox".

sudo chflags -R nouchg ~/Dropbox ~/.dropbox
sudo chown "$USER" "$HOME"
sudo chown -R "$USER" ~/Dropbox ~/.dropbox
sudo chmod -RN ~/.dropbox ~/Dropbox
chmod -R u+rw ~/Dropbox ~/.dropbox

Windows

1. Quit Dropbox by clicking on the Dropbox icon in the system tray, clicking the gear icon in the notifications panel, and selecting Exit Dropbox from the menu.
2. Press the Windows Key + R (at the same time), then type cmd and press Enter to open the command prompt.
3. Copy and paste the following lines into the command prompt, one at a time, and press Enterafter each one. Please make sure you copy and paste these commands (don't type them by hand), as getting them wrong could cause some harm. Also, you can only paste them by right-clicking and selecting Paste.
   

   icacls "%HOMEPATH%\Dropbox" /grant "%USERNAME%":(F) /T
   icacls "%APPDATA%\Dropbox" /grant "%USERNAME%":(F) /T
   icacls "%LOCALAPPDATA%\Dropbox" /grant "%USERNAME%":F /T
   icacls "%PROGRAMFILES%\Dropbox" /grant "%USERNAME%":F /T
   

   
   If the location of Dropbox folder is not C:\Users\YourUser\Dropbox path, please modify the first command to point to it. For example, if your Dropbox is in D:\Dropbox, the command would look as follows:
   

   icacls "D:\Dropbox" /grant "%USERNAME%":(F) /T			
   

   
   The other commands should remain unchanged. Please note that, depending on the size of your Dropbox, this operation might take some time to complete, so wait for the C:\ prompt to appear again.
4. Restart Dropbox by going to the Start menu and selecting Program Files, then Dropbox.

Note: If you don't see a Dropbox option under Program Files, you will need to restart Dropbox by entering %APPDATA%\Dropbox into the Windows Explorer window and double clicking Dropbox.exe

Hi Chris, 

Happy 2018. 

sync was done the same evening at 9 pm. Dont know why it got off initially, but hope it was the Sierra installation. The things done are changing the permissions (sudo chmod... set of command lines in terminal), unlinking and relinking the dropbox, having dropbox at default location, and keeping the network open in Systems Prefs > Energy Saver > Prevent computer from sleeping automatically when display is off. It took 6 hours on 800 Mbps up and download speed with everything already being there in dropbox and dropbox having 335 GB to sync or re-link with already downloaded documents. Next time I'll get a ticket right away. 

thanks for helping out!