FME should include a feature to automatically re-authenticate web connections. I have scripts that read data from AGOL and they constantly fail after maybe 30 days when esri requires the web connection to be re-authenticated. I'm not sure if the other type of web connections do the same thing but the connections are saved in FME option so maybe FME could re-authenticate each time a workbench is opened or run that contains one of the connections so we don't have to babysit the connections manually.
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