Hi Warren,

I can ping both smtp.Office365.com and smtp.gmail.com

I use the latter (Gmail) as my own tested email to ensure things should work..

This is where it get interesting as my GMAIL works on my test server, but it works (intermittently) at the client site...to send a test email.
So, when the GMAIL works it says transfer successful, when it does not the system "Close Out Gracefully"

But the Office365 email Setup configuration in AP - Test Email "time out error"

So I know something is happening in the background to cause Gmail (instability) and 365 (Timeout message)

Challenge is that client wants to email payment advice to vendors who they pay via Bank Transfer..

Any thoughts welcomed
Chinmook (Jamaica)