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Burak Nehbit 28. stu
Today in unintended-consequences land: If you send an email from Gmail to a SMTP server hosted on Google Cloud Platform ... it will send over an internal, private IP, not from the public Gmail IPs. So the SPF check will fail on those emails since SPF is a sender IP check. 1/2
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Burak Nehbit
Which will get all inbound email coming from Gmail inadvertently marked as spam. Because Gmail is sending you messages with IPs that don't match allowed IP ranges. The emails say "if not from these IP ranges, it's fake". But they're not. Somebody didn't think this through.
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Andrew Ayer 28. stu
Odgovor korisniku/ci @nehbit
That's astonishing. What happens if your VPC subnet uses the same address range as Gmail?
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Burak Nehbit 28. stu
Odgovor korisniku/ci @__agwa
¯\_(ツ)_/¯ I’m not ruling out the possibility that I might be making a mistake, but this is a very simple setup, there is not much space to make a mistake.
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Perry Lorier 28. stu
Odgovor korisniku/ci @nehbit
Huh. Interesting. I used to work on some of the ip lb infrastructure. Which IP(s) do you see as the source address here? I'll see if I can pass it along to the team responsible.
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Осман Иванов 28. stu
Odgovor korisniku/ci @nehbit
sadly this isn’t new. this has been the case for the last year (at least that was when I first encountered this problem). In some cases the e-mails won’t even appear in the mailbox. It’s just sad that such huge company can’t fix such small problems
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Benedict Lau ⛔ 28. stu
Odgovor korisniku/ci @nehbit
Wouldn't this happen like... all the time?
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Meng Weng Wong 28. stu
Odgovor korisniku/ci @nehbit
You’d think SPF libraries could add a failover range to rescue the private addresses. Bypasses should be hardcodable.
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