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Motorola has a program called Motorola Media Link. Download it to your desktop and you can set it up to use iTunes, Windows Media Player, etc. I have it set up for iTunes and it works great syncing everything over to my Droid. You can also use it to sync pictures and videos if you choose to.
I'm a big fan of Xilisoft. Their "Video Converter Ultimate" is awesome. It'll convert darn near anything into anything else. I.E. an .mkv file to an .mp4 for viewing on a droid. It's easy to use. Personall it'sn my standard conversion program for about 99.9% of my needs. Every once in a great while I'll have to try another program but not very often.
Personally, I love FormatFactory.
It will convert +anything+.
It also rips and burns CDs and cures cancer.
Jokes aside, it converts images, audio, and video.
I use it all the time.
Plus, it's completely Free! It's not a trial version or anything.
Http://www.formatoz.com