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Hi WH,

As always, thanks for the informed reply. I just did a little test of my own - created an outline with over 300MB of attachments, copied it to my iPad via iTunes in seconds. Which helped me realize that the times when transfers took a long time were when I was overwriting a file on the iPad after it was updated on my MBP.

So now, if I've made changes on the computer and want to get the updated version onto my iPad, I just delete it from the iPad and then copy the file from from MBP to iPad, and it goes MUCH faster.

Not sure why, but it works.

Thanks for helping me figure this out.