hi. Firstly, I reckon that your iPod touch is the 2nd generation product. Unfortunately the 2nd generation iPods can't be jailbreak at the moment . And about the apps, you can just dowload from the app store from the itunes. There's a considerably amount if free apps which is usefull such as stanza(ebooks) or fring(msngr). The problem of syncing videos into the iPods is that you'll need to convert it to .mp4 file first. Try using videora iPod converter and it should be easy. Hope this helps.