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Wow, Chris, buddy, have some coffee this morning?
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Breakfast and lunch at Starbuck's!:D
I'm using iTunes for Mac along with Missing Sync by Mark/Space. It installs a tiny app that mounts the SD card. It also shows up as a "mini-Treo" in iTunes. So then I simply drag and drop from iTunes to the Treo. The only caveat is that your Treo won't play iTunes AAC files purchased from the iTunes store.
Here's an image of iTunes with the Treo & my trusty iPod Shuffle.
