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Can't send Welcome Email after Public IP change

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TCF

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I recently put our PBX system on its own network with its own cable modem. Since doing so I'm unable to send Welcome emails. I get the error message An exception occurred Error: The remote certificate is invalid according to the validation procedure. I can send email using telnet so I know it isn't a firewall issue. I also get a message inside my SMTP Server (I am using BEST SMTP Server as the relay to office365) that my IP Address is dynamic and that I need to change it to a static IP, but it is a static IP. Any help is appreciated.
 
I bypassed our local smtp server and sent it directly to smtp.office365.com which is working fine.
 
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