1) What would be the advantage(s) or disadvanatage(s) of giving each website it's own IP vs sharing a single IP?
Are you doing SSL? You'd need to give each SSL site it's own IP, but otherwise you can do what Apache calls "name-based virtual domains" and share.
2) Is one going to be more difficult to set up than the other?
Not significantly. It's probably a little easier to set up four different webservers running on four different IPs.
3) Would it be better to use something like Webmin to configure the setup instead of trying to do it by hand, or does that take away from learning?
webmin takes away from learning.
-- -Chuck
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