1. if using the spamassassin --lint at the command prompt and it just goes back to the dos prompt after a moment does that mean that SA is running without any errors?
Yes, spamassassin --lint should have no output unless there are errors.
If you want to watch the paths it's parsing files in, add -D to turn on debug mode.
2. Where/how do I add a subject line test to get it to work. For example if I wanted to block all emails with xanax in the subject line I am guessing the rule would be
header SUBJ_XANAX Subject =~ /xanax/i describe SUBJ_XANAX Subject contains xanax score SUBJ_XANAX 5
That should work fine.
I have tried adding it to the local.cf the header rule cf. and when testing with spamassassin -D -t <email it is showing other tests that added a score but not the xanax on and the subject of the email i am testing is "Get your Xanax online!"
I would take a look at the debug output that -D gave you.. is it really reading the same site rules dir as where your local.cf file is?
You're looking for a line like this one (from a unix box, but you should get something similar but dos-ish)
debug: using "/etc/mail/spamassassin" for site rules dir
That will tell you what directory it expects local.cf to be in.
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