As long as I've had the iPhone, I've been puzzled by how difficult it is to copy files between other devices and the iPhone. I have to email them, or copy them up to some cloud server (like dropbox) and then down to the iPhone. Then I can only copy them into a specific application -- not into a common folder where any appropriate app can make use of them.
I've also used old Palm devices and Windows Mobile, and it seemed like file copying and sharing was much easier on those platforms. This seems like one of the rare areas where Apple has failed. What's really curious, though, is that at generation 3 of the iPhone, and now the iPad, it seems like they haven't made it any easier.
All I want is a folder on the device that shows up on the other computer, either by being on the same network or by cable connection. The cable option is important for use at my office where there is no wireless network.
I know that specific applications can already show a folder on the computer desktop for file transfer, but then the copied files are only visible to that app. That's very limiting. I want the folder to be visible at the operating system level, so any app can grab files and use them.
For example, I have both QuickOffice and Documents to Go on my iPhone, but I can't put data files in a folder where both apps can open them. I hope they overcome this strange limitation on the iPad, since it is more computer-like (whatever that is), and users may expect it to be as versatile as the computers they're used to.