ClusterFunk

Here is some information to get you started with media streaming.

FLASH

You can register & download trail version of Flash Media Development Server here

Flash video learning guide
http://www.adobe.com/devnet/flash/articles/video_guide.html 

Flash video (FLV) bitrate calculator
http://www.adobe.com/devnet/flash/apps/flv_bitrate_calculator/index.html

Adobe Flash Media Interactive Server 3.5
http://www.adobe.com/products/flashmediainteractive/

SilverLight

Media Overview
http://www.microsoft.com/silverlight/overview/media.aspx

Free 10Gb Streaming Silverlight account
http://streaming.live.com/account/create.aspx

Silverlight FAQ
http://www.microsoft.com/silverlight/overview/faq.aspx
http://www.microsoft.com/silverlight/resources/streaming.aspx

Silverlight Samples
http://silverlight.net/community/gallerydetail.aspx?cat=1&sort=2

Sample Media for testing

A variety of files encoded in range of formats and sizes to facilitate testing.

http://www.creatoon.com/samples.php
http://www.mediacollege.com/adobe/flash/video/tutorial/example-flv.html

How to install Windows Media Services in Windows Server 2008

Its not included in the standard deployment like Windows 2003 

http://support.microsoft.com/kb/934518