I see a couple caveats in my first perusal of the instructions here: if your network "lets you connect to an outside SMTP server"; this one could bite us. The second they mention is that the reply is overridden, but we are not going to send mail back to an alert, so this is no problem. Update 3 is interesting for our purposes too. If we set up an email specifically for this purpose, we can use that account name or set a different default, like DBALERT or something. Hmmm.
Has a few possibles individual servers, each appears that it would need to be installed. This is not an endorsement of any of them, just a note that if you spend more than the 2 minutes I have, you will probably find one that suits your needs; I have only clicked on the first three links. Maybe I'll install a few on the VPC side, which will install and then go away immediately and perhaps blog on this again in the future. It sucks to be curious about everything - Let's stay focused on SQL.
Yep. Indeed that was too easy. Failed on every try, even with the corrected ports; probably the TLS limitation that I don't see intuitively how to set. Normally, I make things more complicated than they are. But when it seems to easy, it probably is.
We'll have to do this by the book.