First, start by posting any events that look like trouble. Especially, anything with the GWConnector.
Next, post anything from your servernam_GWCO_01_date_0001.txt file from a day when it stopped sending. The log is located in your %programfiles%\Research In Motion\Blackberry Enterprise Server\Logs\ folder.
If I had to guess... I bet that your GW API is not the right version. For BES GW 4.1.4 hp3 I believe you need GW API 6.5.7. Again, this is purely a guess.
Good luck,
Jeff
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