| Problem is that I can't get the wild card entry in tomcat to work. It's
| just seeing requests as invalid hostnames and taking me to a 404 page
| (as if I don't have a context configured).

Well, is tomcat your webserver - you are not running IIS or Apache above it?
If you are, then you can use mod_rewrite and rewrite the url to your default
domain, and move the subdomain to a parameter.

So that urls:
        Sub.domain.com/link
...instead are passed to tomcat as
        www.domain.com/link?subdomain=sub


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