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Is there a great first video for someone that has no idea about operating systems to introduce them to the possibility of using Ubuntu, demonstrating what it looks like, advantages / disadvantages, etc?

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You'll like the Ubuntu Screencasts. They give you a good look at what Ubuntu has to offer. A great one for you to start out with is the Introduction to Ubuntu.

The video is more of an overview of Ubuntu and the philosophy. For something more geared towards advantages and disadvantages, take a look at the article on the Ubuntu site: Strengths and Weaknesses. There is also this article which sums some things up, although not entirely accurate, so I'd suggest reading into the comments.

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