There was a similar topic about a year ago, but my error is slightly different. We’re moving our IFS VM into Azure, and unauthenticated SMTP email doesn’t work in Azure. So I’ve create a new mailbox in O365 and I’m using that to send authenticated email. I’ve got this working with other Apps. When I make the changes to IFS CONNNECT below and then try and email a PO, I get the error below. Any ideas anyone.? TIA Chris.