Ubuntu – Ubuntu One Upload Restarts

We've been having issues with our file synchronizing servers. They're on their way to being resolved; you should find the service better already, with more improvements to come (today it'll still be slow during peak hours).

I might on some occasions reboot Ubuntu in the middle of the sync

I think this will be the answer. Also, uploading a big file instead of a bunch of small files is more dangerous. I think you should drop the creating a compressed archive part, and just set Ubuntu One to synchronize your ~/Documents folder.

Alternative solution

I have read an issue in the comments to this question that the files should be revised between two occasions (version control). One way would be setting up a version control system, but that is a big amount of hassle for home usage.

So, if you wish to keep revisions of files, but to use a solution that does not compress the files, you can have a small file to create a copy of your Documents folder with an added timestamp, and let that folder (as the folder uncompressed) synced to Ubuntu One.

But if the size of the folder is big, this download causes too much write on the system (not very good for SSD-based storages) and increases latency. I'm not sure how Ubuntu One treates symbolical links, though... If symbolical links are treated as copies of the file (so the original content is uploaded, not the link inode), you can just create symlinks.