I've posted this in a few threads recently and thought some might find it useful on its own. As a power user (see my signature) solving the file management and related workflow issues has been a seemingly endless quest. I think I've finally hit on a solution. It definitely works. It definitely is not free. And it definitely should be replaced by a baked in solution from Apple...perhaps in iOS5 and the related MobileMe revamp. Here's what I do in the meantime... A) Use Dropbox. Subscribe (and pay) for additional storage as needed. B) Use MacDropAny, a free Dropbox add on applet, to sync your Mac's Documents folder to your Dropbox. This creates a two way, real time sync. C) Use dropDAV to allow iWork apps to pull in files from Dropbox AND, critically, to save files back directly into Dropbox. This has been the elusive last piece of the puzzle and avoids the email-file-to-yourself dance. So my files exist on my Mac for archival/back up, in the Dropbox app as needed on the iPad, and in the cloud. All sync'd in real time. Gives you some nice redundancy too. It ain't as smooth or pretty as it should be, but it works! I do think Apple is going to fix this. But until they do, this works just fine... And yes you might suggest replacing Dropbox with iDisk BUT iDisk is flaky, and requires the creation of a sym link in terminal to sync it with your Documents folder. Until iDisk works better, I can't recommend it for heavy lifting.