On Sat, 2014-11-01 at 10:55 +0100, Tiemo Kieft wrote: > Unfortunately there is no real way to know why Google is behaving like > this. Could it be a configuration error?
Personally I think that the most likely explanation is that Google does not have enough history of the IP address. The more (genuine) mail you send from an IP address, and the longer you do it for, the less likely the email will be classed as spam. I found that having exactly the same configuration with the exact same emails, but sending from an IPV6 address instead, was enough to make the emails go into Gmail's spam. You might like to check your IP addresses at the site below. It's not Google, but it will give you a general idea as to how your IP addresses are seen by receiving mail servers: https://senderscore.org/lookup.php Andy
