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RE: Automation sending out emails in a "looped" function stops after sending 3 emails when run from server

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This is definitely a network issue reaching the SMTP server. Adding the Pause is something I would have suggested but you are already doing this. We do not have a timeout value for email 

I would try turning on Verbose logging. When you do this the email log will included a lot of detail. That detail might help.  


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