Problem with sending email from internal machine

[cocoonkid212412]

I tried

Completely disabling Spamassassin / Spamhaus

I run a number of web apps and because I’m a masochist I choose to have all exceptions and other important system events emailed to me rather than just using a tool like Bugsnag. My approach has worked perfectly fine for years until recently when Google decided they would start marking system-generated emails as spam and, even worse, actually started dropping emails if the frequency was too high. So I turned to mailinabox and all was good. I set up one obscure email address on o…