Anapod copyGear is magic stuff in my experience.. http://www.redchairsoftware.com/anapod/copygear.php If you don't want to use this, hit me up with a PM, and i'll show you the slightly longer & less organized way
I have some what have a similar dilema. My ipod by default (photo sync) is set for Photoshop Elements which I do have but only to fix photos and I normally transfer them to a different folder. I also happened to transfer some photos off a friends Itunes and of course Itunes warns me of Photo sync is different. If I choose to sync, this will erase all I have in my Ipod. The Phtotshop Elements is greyed-out and I can't pick different folder to sync. If I do sync and loose my photos will this then enable me to choose any other folder to sync and remove Photoshop Elements??? I did uninstall Itunes and re-installed (6.02) but that didn't help. What's my best option?? If I re-sync and loose my photos, will I be able to re-sync to different folder or I have no choice but to stay with Photoshop Elements?? Any feed-back be appreciated. Zimer