I don't have any problems with putting music and video's on it. I just drag them into iTunes, then select them to be sync'd to the iPhone and press sync. That simple....

M4tty - the items are available through Cydia - just type CLIP into the search box and you'll find them. As for upgrading/rejailbreaking - yes, if you upgrade the firmware you'll need to re-jailbreak and download all your jailbreak apps all over again. Go on Cydia and install APTBACKUP and run that. It *should* create a plist file of all your jailbreak apps and sync it with iTunes. Then you upgrade, re-jailbreak, then restore the phone from your backup and once up and running again, go on cydia, download the APTBACKUP app again and run the restore on that - it *should* go find all your jailbreak apps, and download and install them automatically. I say should, cos it didn't work for me..... But it has worked for other people I have spoken to.

As for 2.2 over 2.1 - many App Store apps won't update untill you upgrade to 2.2m and 2.2 is more stable than 2.1, aswell as fixing the email fetch problem 2.1 had......