Ask Different is a question and answer site for power users of Apple hardware and software. Join them; it only takes a minute:

Sign up
Here's how it works:
  1. Anybody can ask a question
  2. Anybody can answer
  3. The best answers are voted up and rise to the top

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?

share|improve this question
up vote 1 down vote accepted

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.

share|improve this answer

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.

share|improve this answer

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.

share|improve this answer

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

share|improve this answer
  1. 2-finger-click the song.

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

share|improve this answer
How does this help to upload stuck files into iCloud? – patrix Jan 22 at 19:51
We're looking for long answers that provide some explanation and context. Don't just give a one-line answer; explain why your answer is right, ideally with citations. Answers that don't include explanations may be removed. – Tetsujin Jan 23 at 8:55

Your Answer


By posting your answer, you agree to the privacy policy and terms of service.

Not the answer you're looking for? Browse other questions tagged or ask your own question.