Server on a Dusty Floor

This is my Raspberry Pi.  There are many like it, but this one is mine.  You can look here if you are interested in getting your own. 

I have a 16GB SDHC card in it, otherwise it is a stock model B.  If I find that 16GB doesn't cut it, I will move up to 64GB.  I am interested to learn what components will work with the I/O ports.  Anyone have suggestions?

My goals with this Pi are to configure:
1. Local DNS server.
2. Web proxy / cache server.
3. Ventrilo Server*
4. Encrypted document backup.

I will post the ways I try to get them right, how I got them wrong, and how I eventually fixed it.