Hi @sglynn14 ,
Please provide catalina and connect_catalina logs. Both might help.
you can clean up the logs folder before test(while is instance down), so it will contain only most recent startup.
I would personally check first that connect PORT is free(wort to try to bind to some alternative port).
I would also read windows event logs.
Consider some local firewall or antivirus on machine.
Petr
Catalina.out shows in Sean's case java.net.BindException: Address already in use: NET_Bind,
so reccommented to check if the port is free or try to chage to alternative port. This can be done via installer on in config file<server.xml>.