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Comment by secabeen | Hacker News Reader

I run my own mail server with full SPF, DKIM and SRS, routing the mail through a relay at a reputable VPS provider on high-reputation IPs. Over the last few months, there seems to be this pattern where if I email someone @gmail who I've never mailed before, they don't seem to ever get it. I wonder if this is the issue.

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Ditto, this. Some recipients find mails in the spam folder, others claim they aren't even in there, but have simply vanished. All were accepted for delivery by gsmtp.

I had a problem with my personal server for a little while; all my SPF, DKIM, etc was all set up for IPv4. I have a couple IPv6 interfaces on my machine, and my mailserver was delivering to GMail over IPv6!!

Yeah, most of the time reverse DNS on the IPv6 address is not configured, leading to rejection.

Feel free to send me an email, and I'll let you know if it arrives in my gmail spam folder.

I sent you an e-mail.

This is one of the reasons I use Google Apps for Business for email (that and I find running mail servers tedious) as deliverability is consistently simpler.

Having to use a Google product instead of your own mail server, in order to have your email delivered to Google customers, sounds like anti-competitive business practices to me. You'd think they'd be a wee bit more careful with something like that given EU interest in them...

It also isn't enough. Some of our gmail users' email (sent through the gmail smtp server with oauth) will be marked as spam in gmail. Very frustrating!

I doubt there are very many lawyers on the spam protection team. I also doubt the people on that team have any intention of harming minor-league competition. So it's not particularly surprising that they aren't more careful about avoiding something that a) is not well-known to them, and b) they don't think they are doing.

Your mail server isn't real competition to Gmail. Yahoo and Outlook probably are, but considering Gmail handles their mail fine, I'm not sure "anti-competitive" is the right angle here.

The problem with this apart from the cost is that all the other big email servers are more likely to mark your email as spam if it comes out of google apps :(

Do you actually mean Google Apps (i.e. Gmail) or are you thinking of Google App Engine? Because I don't think most other providers particularly distrust Gmail.

It's just as fucked-up for our use of GApps, and customer service is just as absent for paying customers as free ones.

Microsoft could own business email again just by answering the phone.

I also run like this and have had no problems. I don't commonly send emails though (mainly receive) so it is possible that I just haven't sent enough to see the issues.

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