Greg, I had similar issues with both of my iPods (mine and wife's) when we first got them (20GB 2nd Gen). What I ended up doing was letting the iPod install about 100 files and then canceling the update and then repeat until the update was complete. Very much a pain in the butt. I did totally reformat my iPod the last time they did a software update for it and it went through without a hitch. I have about 10 GB of music on there and it did it completely without any problems. I am pretty sure that was with iTunes 4.0 and iPod software 1.3. You might want to start from scratch on the iPod with a complete reformat. Upgrading to iTunes 4 might help as well. The firewire connection problems may be affecting this too. Sorry, I don't have any suggestions for that problem other than a trip for repairs. I know your iMac is not under warranty, so that could cost you. You might just want to order a new part for it and install it, that would probably be cheaper than diagnosing it. Eric > Hi All, > I just (yesterday) received a refurbished 10 gig, touchwheel, (no dock > connector) iPod which I ordered from Apple. After some experimenting > and a call to Apple (which didn't help) and more experimenting I > finally got the thing to be recognized by my iMac DV SE running OX > 10.2.6 and iTunes 3.0.1. Everything seemed fine, but as I transfered > songs to the iPod the process stalled. I forced iTunes to quit and > unplugged the iPod and started over. I have found that MOST of the time > if I manually transfer just a few songs at a time to the iPod it works > OK, but if I try to transfer an entire album or playlist the process > will again stall. > > I should also mention that the way I finally got the iPod to be > recognized was to attach it to either my external CD burner or Hard > Drive's open firewire connection rather connecting directly to the > iMac. > > Does anyone have any ideas?