Strong Sad's iPod
From Homestar Runner Wiki
The iPod is a portable music player Strong Sad is seen with that has Strong Bad's "Song About Sibbie". It was one of Strong Bad's and The Cheat's stolen goods in Strong Bad is in Jail Cartoon. The device has been identified as a first- or second-generation Apple iPod. (A third-generation iPod would have four buttons horizontally under the screen, and a fourth-generation would not have the buttons outside the click wheel. Since "Songs" appears on the screen instead of "Browse," it is probably running iPod software version 1.5 or newer.)
