Crime Slunk Scene, Electric Tears, The Elephant Man's Alarm Clock, Colma, Day of the Robot, and Population Override should give you a pretty good idea of his varying sound. It's really hard to pick one or two specific albums, because, as you said, his discography is massive, and his style tends to differ from album to album. But definitely try those at least. The Elephant Man's Alarm Clock is probably my favorite of the bunch.
