Am 24. Juli 2020 18:03:54 MESZ schrieb Klaus Ethgen via mailop 
<mailop@mailop.org>:
>I debugged with Bjørn Bürger (thanks for helping) and found out that the
>error is "weist große Ähnlichkeit zu früheren Spam Nachrichten auf". 

I might add: This was the error message shown to the end user in Gmail. The 
headers of that test mail where completely clean, clean SPF- and DKIM passes, 
no blacklisted sending ip, Ipv4 delivery, etc.

Interestingly, using the 'not spam' button did not change the result for the 
next mail. It might be safe to assume that some spam detection mechanism at 
Google just went crazy, considering some of the other observations on this 
list. Klaus never sent email to my account before that test, so there was 
definitely no accidental spam-tagging involved on my side.

Unfortunately, Google does not add additional headers which indicate the type 
of match, like spamassassin and alike used to do it historically.
This would definitely help with debugging.

As to the Ipv4 vs Ipv6 theories: I tested an Ipv6 only setup for more than a 
year, located on a hetzner root server, with only clean DNS entries, a SPF ~all 
record, no DKIM. Nothing else. I have never seen any problem like this during 
the test period. Volume was from several messages per day to ~2500 messages per 
hour. The only difference was, that Google postmaster console starts to show 
useful information only above several hundred messages per day. So, maybe all 
these stories like "you need Ipv4 to deliver to Google" are just outdated admin 
vodoo folklore.

Bjørn




K9mail

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