How can I upload/download files from/on to a jailbroken iPhone 3G?
Are there any apps that allow me to do this?
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2 Gb free account. No jailbreak needed.
Uploaded files can be private or be made public (accessible via http link).
Diskaid will let you manage the contents of the filesystem from your Computer.
iPhoneBrowser will as well, but the interface is much cruder. It is free, though (DiskAid is $10).
i-FunBox is another free option (though not open source). I have no experience with it.
On the iPhone, you can get SafariDownloadManager to download files. It's $5, unfortunately.
Once you've downloaded the files, it's likely you will need to move them to whatever application you want to consume them with, so a local filemanager is probably needed.
iFile is a really nice file manager, and is good for moving data files between apps (books, etc...). It's a few dollars, though.
I believe there are a few free filemanagers on cydia. I'm not familiar with them, though.