There are some OPSEC session errors where the connector is supposed to automatically reconnect. If this isn't what you're seeing, I'd file a support request/bug report, because it's not supposed to fail like that. (For example, if you reboot the management station/firewall, the connector does disconnect, but then it enters a reconnect cycle and is supposed to pick back up. However, security errors are assumed fatal and it does NOT retry unless you manually push the button. That case seems unlikely if it works when you manually start it...)
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