Originally Posted by kieran23kk
File transferring in Adium is a pain in the ass...
FYI, file transfer is to be massively
improved upon the release of Adium 1.0. The developers have abandoned the shoddy Gaim libraries for the AIM portion and have switched to using the much more feature-rich and reliable Joscar library.
Of course, that means waiting for an official release (no current timeline) or building your own version from the SVN in the mean time.