> Sending directly from a Digital Ocean VPS? Yeah good luck with that bounce rate. I do. Gmail spam-flagged the messages for a while, but after a couple of mon

> Sending directly from a Digital Ocean VPS? Yeah good luck with that bounce rate. I do. Gmail spam-flagged the messages for a while, but after a couple of months it learned they're not spam. Surprisingly, other email providers (yahoo, ms, aol) never batted an eye. I just made sure that the IP address assigned to my droplet is not in any blacklist, and configured proper SPF/DKIM headers (not hard with postfix).