Yes, I for some time now am subscribing the yahoo TWS group, ie. getting the postings via email.Using a similar set-up but with the Java API. Would recommend the Yahoo TWS API group for help. Also, console only via IB Gateway is a bad idea IMHO. Servers are so cheap nowadays it's easy to add some extra RAM and have a VNC solution so you can see the TWS GUI in case there's a problem. Finally, for some strange reason the API logs are deeper if you are running TWS than the Gateway.
I'm maybe old-school, as said I don't want have any server with a GUI; console login via ssh is sufficient for me.
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Oh boy...