The best way to learn, other than reading a book (which is the best way IMO), you need to make mistakes and just fiddle around with the server. Most of us learn such way, and then if you have any questions then you can search on google or post on WHT.
Troubleshooting tips are problem specific, although there are a few common ones, so you need to search for the resolution when a specific issue arises.
But if you are serious about server administration I would still suggest take up a small book at your local borders.
The one recommendation I would highly suggest is to make a list of all commands, especially those you've search for hours and hours and found the solution for, because you might encounter it again sometime later along the way and all you have to do is go back to your list.
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