We are in the process of reorganizing each of the pages on Silverlight.net to make them more useful and usable (though in some ways this is like painting the Brooklyn Bridge ; as soon as you're done, it is time to start over again!).
One of our top goals has been the "How Do I?" videos stand alone, so that you can watch each without having had to watch any of the others.
That said, for someone new to Silverlight; it is great to have at least a set to start with.
In recognition of that, I'd like to recommend you read through my blog post Silverlight For Total Novices which includes a recommendation on which videos to watch, and in which order. This will hold true until we reorganize the site to have a collection of videos for Getting Started, at which point it will be much more obvious which videos to watch.
As soon as you are up and running, run, don't walk, to the Firestarter videos that were delivered on the Microsoft campus; together they make for a Silverlight 1 day university in a box.
The next stop would be to watch some of the other videos to get ideas about how to accomplish specific tasks.
As you feel more confident, consider subscribing to some of the sites that cull for the best postings of Silverlight information; especially Silverlight Cream, and an experiment I'm particularly intrigued by: Adam Kinney's idea of using Twitter to disseminate information about Silverlight developments and ideas.
Finally, note that Silverlight 2.0 is right around the corner, and this represents a huge increase in functionality, capability and usability. It isn't too early to begin to take a look at what is coming, which you can do pretty easily by reading, first, Scott Guthrie's blog entry and then keeping an eye on VisitMix where there already is a surprising amount of advance material.
Be sure to keep an eye on Silverlight.net; we hope to provide a lot more information leading up to Mix.