Zune is a brand of digital media players and services sold by Microsoft. It includes portable media players, Zune Software which includes the Zune Marketplace providing online music, videos, podcast, and channel sections. The primary competitors are Apple iTunes, iPod classic and iPod nano. The devices come in two styles, all of which play music, videos, podcasts, display images, and receive (but not record) FM radio.

Zune's native file compatible formats are:

• JPEG for images;
• WMV is supported on all models, and MPEG-4 and H.264 are supported for video on all models except the Zune 30. The MPEG-4 and H.264 formats are automatically transcoded to WMV by the Zune software when syncing to a Zune 30;
• MP3, AAC (.m4a), Zune Marketplace (restricted and DRM free), WMA Pro (2-channel), WMA Standard, WMA lossless for audio.

And Mac users nowadays are likely storing many video clips in their hard disk. However, because of the screen size and the video sources, they may need to convert the videos on Mac before importing their clips to Zune.

For this reason and if you are one of such users and want to play movies on Microsoft Zune, you need to convert the video first. You can use iMedia Converter for Mac. It can convert DVD and Videos such as MP4, FLV, AVI, VOB, 3GP, 3G2, MOV, M4V, MPG(MPEG), TS, TRP, MTS, M2TS, TP, DAT, MKV, WMV, MOD, ASF to Zune (.MP4) with fast speed and high quality. Follow below steps:

iMedia Converter for Mac (Convert DVD and Video to Walkman, try before buy)
Download URL: Intel Versionor  PowerPC Version.

1Run iMedia Converter for Mac

To install it, simply mount the .dmg archive by double-clicking it, and copy the application to your applications folder (or wherever you want it).

2Load DVD or Videos you want to convert to Zune (.MP4)

Drag & drop the DVD disc image or video file(s) to the grey area. Or go to “File” menu, chose “Load DVD” or “Add Video/Audio files” and navigate to the files you want to add. After a DVD or several video files are imported successfully, you can see all of them listed in the program.

3Choose output format as Zune (.MP4)

You can customize the video and audio encoding settings and save them as your own profile (Such as Zune (.MP4)).

After you have chosen the encoding options, just click the Save as button and name your profile, and then the profile will be saved in the User Defined list. You can use the customized profile next time by selecting it from the list. Very convenient!

4Edit the DVD and Videos (Optional)

You can split, crop, effect or add watermark to DVD and videos on Mac.

5 Convert Videos and DVD to Zune (.MP4)

Click "Convert" button to start to convert Videos and DVD to Zune (.MP4).

You can also use iMedia Converter to extract audio from DVD and Videos to Zune (.MP3) on Mac.

Then you can transfer Zune (.MP4) to Zune on Mac. Here are 3 methods:

• 1. You can use parallels.  Here are two tutorials:
  a. Zune on Mac using Parallels
  b. Use Your Zune On A Mac
• 2. Through a hack called XNJB (though it seems the the only thing it can do is display the contents of the Zune, not modify it in any way)
  
• 3. You can also try Windows Media Player for Mac.
  

Your computer probably already has that. Just search your computer for it. Or go to microsoft.com and download it.

Open windows media player and add folder to your windows media player library. Add the converted Zune (.MP4) and Zune (.MP3) to windows media player. Then connect your zune and sync it which will also allow you to just drop the songs and videos you want into a box in the right hand side and sync that music and videos onto your zune.