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How do I force a "Waiting" file to upload to iCloud?

Ask Different Asked by Dan J on January 15, 2021

In this question, I learned that the “dotted-line cloud” icon in OS X’s iCloud file view means “Waiting to upload”. While writing a document in Byword today, I saved it and found it had been marked with this icon – there were several other documents, months old, that still had the “Waiting” icon as well.

Is there any way to, if not force, gently encourage these files to upload to iCloud?

11 Answers

I was concerned I'd have to save these documents to my local filesystem, delete them from iCloud, and then perhaps save them to iCloud over again, but it turned out that simply re-opening the "Waiting" documents, making a trivial change to them (such as deleting a character and then adding it in again), and then saving the file caused them to be synced successfully.

Correct answer by Dan J on January 15, 2021

If you trying to upload files over mobile data make sure you change icloud settings to allow for sync over mobile data and then try restarting your phone.

I added a document to my files, then changed my icloud setting (which I should've done before trying to upload them) then I found I had to restart my phone before the files actually uploaded to icloud.

Answered by Michael van Zyl on January 15, 2021

In the terminal touch the file and it is fixed.

Answered by hensti on January 15, 2021

I just had success by renaming the file (added a space to the end)

Answered by ajg23 on January 15, 2021

What solved the problem for me was signing off iCloud account and removing the data from all the devices assigned to my account and then signing back in. After doing so on all of my devices (two iMacs and iPhone) and signing back in, syncing worked as it should in iCloud Drive and in Notability.

Answered by heliosight on January 15, 2021

When I first experienced this problem I tried clicking on the icloud download icon and I received the "waiting" message after about five minutes. However, I checked inside the folder and noticed that other documents also had the "waiting" message. I navigated to the upper level folder and clicked icloud icon of the folder with my "waiting" documents inside. It took about 35 minute and I never navigated away, but all the documents marked as "waiting" eventually downloaded.

Answered by user322574 on January 15, 2021

I had to shut down and restart my iPad Pro in order to get the PSD file I was trying to upload to finally stop “waiting to upload” and just do it already.

Answered by John R on January 15, 2021

  1. 2-finger-click the song.

  2. Select "Add song to iCloud music library".

Answered by user166981 on January 15, 2021

The way I fixed “waiting” was to drag one document over another while holding down “option” key.

Answered by Brendan on January 15, 2021

The way I fixed it was to drag one document over another, which automatically creates a folder (like in iOS). Then, I dragged them back out from the folder, and the status waiting status was gone.

Answered by lincolnberryiii on January 15, 2021

I ran into a similar problem but every time I tried to open the file, the hosting application (Keynote in this case) hung. I was able to killall -9 ubd to unwedge iCloud.

Answered by Nicholas Riley on January 15, 2021

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