The next step is to try to see some log output. Origo server uses log4net but only outputs to the console. I'm not sure if windows logs output from windows services. Enable logging to file in the log4net section of origo.config ( choose a file name on line 16 and remove the comment on line 47)
But perhaps it would be easier to run origo from the console so you can see the output directly and switch back to service later. We actually run all our origo servers from the console, mostly on windows server 2008.
So I happened by chance to find out why it wasnt working, the Windows Service had bound to port 8080 by default - I was surprised to find that instead of my tomcat server I was seeing OrigoDB when visiting 127.0.0.1:8080! Not sure why it's not respecting the config value of 8088.