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Troubleshooting dropped connection

Last Modified: 2012-05-09

I have an application, App1, running on a Windows 2003 SP2 Server, Server1.

App1 connects to a third party vendor server on the Internet, Vendor1.

App1 is configured to connect to the internet via one of our proxy servers, Proxy1 on port 3000.

For some reason, we are getting errors on the application. I checked the logs of the app, and it appears that the connection to Vendor1 keeps dropping and then reconnecting a few minutes later. Sometimes the drop lasts more than 5 minutes, hence the errors.

I've checked the Application and System logs on Server1, they don't show much.

Any ideas on how to troubleshoot this? I was thinking Wireshark or something but not entirely sure what I should be looking for?
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