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How to Transfer iTunes to Zune HD and convert iPod or DVD movie to Zune HD
Since the Zune Marketplace dosen't offer movie download service, Zune holders who want to watch movie in full length or download even more music have to turn to iTunes, Amazon Unbox, iPod player, or the normal DVD disk for feed, then they keep asking: How can I transfer iTunes music to Zune HD, or can you convert iPod to Zune HD?
However, most of the the .m4v movie, TV shows, as well as the .m4p music from iTunes are still copyright protected by Apple's incoperatible 'Fair Play' DRM system, which makes it not easy to trnasfer iTunes music to Zune HD or convert iPod to Zune HD straightly.
It is the same situation when comes to the DRM-protected .wma music and .wmv video movie from other online base like Windows Media Centre, Napster, Rhapsody, Nokia Music Store, Spiralfrog, Bearshare, eMusic, Puretracks, MusicGiants, CinemaNow Movielink, Amazon Unbox, of course, and the Zune MarketPlace itself.
So unless Zune folks has a third party DRM Removal Software to strip the license protection and convert media formats to Zune compatible .wmv, .mp4, .m4v, or H.264, they can't transfer iTunes to Zune HD and convert iPod to Zune HD
This tutorial has two parts on how to transfer iTunes to Zune HD and convert iPod or DVD to Zune HD:
Part 1: How to transfer iTunes music video to Zune HD and convert iPod to Zune HD
1. Free download this DRM removal software mentioned above, install and luanch it, the default settings work well with your PC, you don't need to make anymore configeration.
2. When come to the main interface, you can directly drag-drop the DRM-protected source media files (like .m4p .wma music amd .m4v .wmv video movie) to the conversion window, or hit the top-left 'Add' button to import the target files.
Since Zune plays WMV / M4V / MP4 / H.264 video files with peak 720 x 480 pixels and 30 fps, if you're picky on the output quality, the function module 'settings' can help you with it by offering adjustable parameters covering Bit Rate, Resolution, Aspect Ratio, and Frame Rate as well.

3. When finish the preceding 2 steps, hit 'start' button lower-right on the main window, then everything done, you can freely transfer iTunes to Zune HD and convert iPod to Zune HD
(1) Port your Zune with computer, open the Zune software, select Settings, then Software.
(2) Under Monitored folders, add a folder under Music that corresponds to the location of your iTunes music files, and another one under Video that corresponds to the location of your iTunes video files. Zune software will automatically add them to your collection.
Part 2: How to convert DVD movie to Zune HD player
If you want to convert DVD movie to Zune HD, this DVD to Zune HD Converter for Windows can help to crack DVD CSS protection, split DVD movie to clips, and convert them to Zune compatible audio & video formats.

If you're a Mac-based user, this DVD to Zune HD Converter for Mac is an ideal choice.

The conversion process is the same easy and simple as illustrated above, here I just saved it.
Tips:
The DRM Removal and DVD Ripper software mentioned above can do even more jobs than converting all the popular media formats like M4P, M4B, M4V, WMV, ASF, WMA, MP4, M4A, AVI (Divx/Xvid), MOV, 3GP, 3G2, CD.dat, DVD.vob, h.264, HD(.m2ts; .tp; .trp; .ts), HD(.mp4; .wmv; .asf; .mpg; .vob; .mov; avi), DV, NSV, NUT, Real audio & video(.rm; .ra; .ram; .rmvb), FLV, FLAC, AIFF, SWF, MPG, MP3, AC3, OGG, APE, AAC, WAV, MKV, MKA, etc.
They support not only Zune, but also the other digital player as iPod, iPhone, PSP, PS3, Zune, Xbox, Creative Zen, Archos, Iriver, Sansa, Blackberry, Samsung, Sonywalkman, Nokia, HTC, LG, Moto, Cowon, Pocket PC, etc
You might also like to check for even more "How-To" transfer the DRM protected music, video, movie to media devices like iPod, iPhone, Zune, PSP, Xbox 360, PS3, Creative Zen, Archos, Sansa, Iriver, Samsung, Cowon, Sony Walkman, as well as mobile phones like HTC, Blackberry, Sony Erricsson, LG, Nokia, Motorola, etc.
