Jayson Smith writes:

 > Comcast/Charter (found out about that one Saturday night when
 > trying to reply to a legit individual message) both reject the
 > message as soon as a blocked server connects,

Comcast is really bad for any number of reasons.  Unfortunately, if I
remember correctly they're effectively a monopoly ISP for broadband in
parts of the country.  Never heard of Charter.

 > Microsoft, when they decide you're evil and put you on their
 > internal blacklist, reject after Mail from:.

That's bizarre.  Even though I have no respect for the morals or
technology of Microsoft "security" in the broadest sense, the only
sensible reason for blocking at that point (rather than connect or
HELO) I can think of is that they do a lookup on the SPF record for
the domain in MAIL FROM and block based on "From alignment".  I assume
you've checked and rechecked that, but if not, check your SPF record.

 > I find these rejections quite annoying, because clearly this means
 > their spam analytics software is missing out on a lot of details
 > that could help them make a more informed decision about whether to
 > accept the message.

The quantity of spam that they're handling is mind-boggling.  In 2014,
the head of email security at Yahoo (who is very good; disclaimer, she
gave me a kitten many decades ago :-) reported to the DMARC working
group at IETF that after a different department leaked half a billion
contact lists to spammers (who used them for "recommended by a friend"
spam), they were facing sustained campaigns of more than 1 million
spams per minute.  In that context, finding ways to block on connect
makes sense.

What I don't understand is why they don't use rate-limiting techniques
where possible (ie, if they're not being DOS'ed).  For example, at
first contact, temporary failure for 15 minutes.  Upon retry (which
typically will take 4 hours in most MTAs' default configuration), it's
accepted and if not spam, it's delivered to the recipient(s) and the
source whitelisted.  If it *is* spam, you go back on the greylist with
longer and longer delays as a higher proportion of spam is detected.
If no legit mail is found, eventually you go on the blacklist.

 > But oh no, if your IP is on one of the blacklists we check,

I doubt the folks who provide email as an opt-in service (Gmail,
Microsoft) take RBLs very seriously.  They're in the business of
profiling traffic, and it makes sense and dollars to profile
everybody, customers and non-customers.  That's the only way I can
make sense of the way sometimes Microsoft will magically unblock you
after stonewalling for days or weeks.

The ISPs who provide email because that's what ISPs do aka Comcast I
wouldn't be surprised, though.

 > Go away and don't come back until you've solved your spam problem
 > that probably isn't even your problem. Goodbye!

Unfortunately email addresses aren't portable, although it wouldn't be
hard to make them so.  Sure, many customers would stick with their ISP
mailboxes despite losing mail, but for people willing to invest in
better service the big cost to switching email providers is getting
their correspondents to update contact lists.

Steve

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