cooper5114:

So in trying to figure out what was going on, i edited the
webapps/ROOT/index.jsp page to verify that it would change. It didn't. So i
figured it must be cached, so i killed my browser, restarted. No change. I
also deleted $CATALINA_HOME/work directory (which i believe is used for
caching). No change

If you take a look at the web.xml of the default ROOT webapp that is shipped with Tomcat, you'll see that /index.jsp is mapped to the pre-compiled servlet that's generated from ROOT/index.jsp, not to the JSP servlet that would compile it on access. Therefore, what you observed is exactly what is to be expected and doesn't help with tracking down the problem you have.

But that's just a side note.
To really get help with solving the problem, you should continue to answer Mark's questions and follow his advice.

Regards
  mks

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