No, I don't, but as an owner of a 30gb 3gen ipod, let me say that you have my sympathy. When it works it's great, but I've never owned a product that is more quirky. In fact, it wasn't until I returned two that I got one to work at all! My only suggestion (if you aren't already doing it) is to use Ephpod instead of Musicmatch. Also, the newest updated operating software for the 3gen ipods gives you that "ok to disconnect" message whenever it is plugged into the computer. Maybe somehow you updated your 2gen with the 3gen software?