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Forum Discussion
Some files are stuck on"waiting to upload" and never sync on macOS unless I double click them.
When adding files to my Dropbox folder on my Mac, I occasionally see some files which appear in the Finder with a dotted line cloud icon in the state "waiting to upload". These files will never sync to Dropbox or my other computers until I manually double click on the file to open it, and THEN the sync starts and shows up on my other computers running the Dropbox app.
In case it matters, these files are being created automatically in the Dropbox folder by my scanner software (ScanSnap). This does not happen with all files created by ScanSnap, it seems to happen occasionally to random files (90% of files seem to sync correctly).
I'm seeing this on macOS Sequoia 15.1.1 with Dropbox v212.4.5767
- Megan
Dropbox Staff
Hey cdwilson, let's jump right into this!
First of all, thanks for sharing the device's OS and Dropbox version, along with screenshots.
Do you recall approximately when this started happening? If you temporarily quit ScanSnap, do you notice the same behavior?
Let me know more, and we'll take it from there!
Hi Megan,
I only just signed up for the Dropbox Family plan a couple weeks ago, and I've noticed this behavior over the last week or two (maybe since I signed up, can't remember exactly when I first started seeing it). I can't reproduce this behavior if I create files in the folder manually (with or without the ScanSnap software running).
They way I have things set up now: I have a (headless) mac mini with the scanner attached via USB, and the ScanSnap software is set to scan the document into a file in my dropbox when I push the button on the scanner. Usually the file is created, added to the Dropbox folder, and is sync'd so that it's available on my other computers running Dropbox. But occasionally, one of the files created by ScanSnap ends up in the "waiting to upload" state, and then it never syncs to Dropbox until I log into the mac mini (via Remote Desktop) and double click on the file. After manually poking the file it successfully syncs and I can access it on my other Macs. It appears random to me which files end up having this issue (I use the same process and for most files everything works fine).
Thanks for the quick reply!
- Megan
Hey cdwilson, thanks for all the details!
Based on what you described, it sounds like it has to do with ScanSnap and the app's settings upon creating the files in your Dropbox folder.
Have you tried contacting them by any chance?
However, give me some time to check internally with our Team about this, and I'll let you know more.
