The app re-indexes all files after each restart on Mac.

Once the app is 'up to date' you can try a Control/Command click on your Dropbox folder and check its properties to see the file count willmaupin 

While we're at it, can you clarify if you're running any 3rd party apps that could be monitoring, syncing or backing up your files somehow? 

1.94TB, 167,028 items. I use GoodSync to sync some ongoing jobs and CaptureOne databases to Dropbox. I initiate the syncing manually. I have Hazel (auto-sorts files) installed and running but have no rules set up yet so it should not be monitoring anything (I just turned it off). I have LittleSnitch installed but it's a network monitor. Oh - a CaptureOne database on Mac is seen as a single file maybe, whereas on PC it sees it as a folder of files. So on the Mac, one of my database files is 85GB but on the PC it is an 85GB folder with 300,000+ files in it. On the Mac I have to choose 'Show Package Contents' to see inside it. GoodSync sees inside the database and will only sync the individual files that have changed...

Would you mind turning all of those apps off temporarily as a test to see how it goes willmaupin?  

I'm assuming you've already tried rebooting your computer and internet router too - would that be right? 

Ok. I will most likely reply tomorrow then. I shut down each night and start up each morning. I have not rebooted the router but can do that. It is half-gig fiber and has been solid.

Feel free to take your time willmaupin - just keep us posted with any updates! 

Hey willmaupin! Did you end up trying Walter’s suggestion and, if yes, did it help you? 

If not, feel free to let us know so that we can further assist.