So I've been setting up Stalwart (but I probably won't be using it), and I only had to unflag my emails as spam on Gmail and Outlook once; it even was able to send straight to the inbox of another Gmail account! I did have one email get quarantined by Outlook, but it was probably because the email and sender name didn't match enough.
hackysphere
joined 2 years ago
I've been trying out Stalwart, and it seems to be working good, but it is having problems with IDN that seem to require some weird ways of fixing.
(more specifically, Stalwart recognizes the punycode and UTF8 versions of domains as separate, which is difficult for some clients like Gmail web to deal with)