So, is there anyway to sync the Hero and Itunes? If you can't get the Hero Sync prog to work right?
I am happily using Salling Media Sync. There is a free version (slower performance) and a pro or licensed version for $22 on my MAC. Syncs beautifully with iTunes, just set-up your playlists normally in iTunes and Salling Media Sync will list them and let you choose which playlists you want to sync to your hero. It will also sync photos from iPhoto very easily and now podcasts too...Er...won't DoubleTwist synch iTunes music to Android (and other) phones much more easily than all that? Or will DoubleTwist only work for non-DRM'ed songs? Not sure...
Sync, Play & Send to BlackBerry, PSP, iPod, iPhone with doubleTwist
Why use itunes when dragging and dropping is so much easier and faster!
One issue should go first ahead of your question --- is the music you want to transfer from iTunes DRM-protected?
2. If they are DRM-protectd .m4p music .m4v video files or other protected .wma wmv files, a 3rd party (Link Removed by Mod) is a must-have tool to strip DRM license and convert format to HTC supported .mp3 audio and .3gp video.
Transferring is as easy as what was stated above.