@john-stro You have got as well an outdated Java as a very outdated TripleA version on your system.
You should remove the old Java through the Windows control panel. Uninstall the old TripleA as well.
Now download and install the latest 64bit Java 8 from https://java.com/en/download/manual.jsp
Then download and install the latest TripleA 64bit stable from http://www.triplea-game.org/download/
Retry starting TripleA and please report what happens.
In your FW TripleA.exe needs to pass through ports 80,443,3300,3304