Learn as much as you can about many different facets of the IT world. Find which one you like best and then specialize in that one.
While it may be beneficial you may not need to worry about getting both A+ and Network+ certs.
Server 2003 will probably be the standard for another year, maybe two. There isn't many complaints about Server 2008 (though I haven't been listening) like there has been for Vista.
I went to WinConnections in Vegas this past November and while Microsoft claims 65% market chare for Vista, I'd guess that 5% of the people at the conference are using or even thinking about using Vista in the near future.
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