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I’ve confirmed with my host that the correct ports are open. I’ve triple checked my SMTP settings with Office365, but the test message always times out.
If I switch my email credentials to Google Apps or another email provider the test emails are immediately sent successfully.
This tells me that the Office365 settings are wrong or they have a server setting blocking our connection, but (Microsoft support being what it is) they’re convinced it is a problem with WordPress.
Has anyone successfully used Office365 with WP Mail SMTP?
Any recommendations on what could be causing the 504 Gateway Timeout?