So I answered my own quesiton, and it was a two part problem.
Part one, when I looked at the server.xml I had, the port for the server was set to 8005. Changing this to 8080 moved my server to there, now showing a 500 error instead.
Part two was that I had neglected to copy the jdbc driver over so the database was failing on startup. I had it on my linux text box, but not my windows box.
So now I have a functional site, and hopefully this can help someone else in the future.
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