[techsupporter]

If it helps, I recently rebuilt my mail server and changed from FreeBSD+qmail+Courier to Ubuntu+Postfix+Dovecot. In doing so, I used this series from Ars Technica:

http://arstechnica.com/information-technology/2014/02/how-to...

It shows how to set up SPF, DKIM, TLS, anti-spam filtering, Sieve, certificate-based authentication (I still haven't figured out how to do this with an iPhone), and so on. The only bolt-on it references but doesn't explore and I actually used is the Z-Push package to implement ActiveSync.

[ejolto]

Thanks for the interesting link, I've been curious for a while about running my own email server.

Do you encrypt the email on disk, or are they stored in plain text?

[qewrffewqwfqew]

are you able to mail folks at google/live without going to spam? Genuinely curious.

[techsupporter]

Yes. I periodically test with various recipients and mail goes through without a hitch. The only difference I might have versus people starting out fresh is that the domains I host are relatively aged. The newest is two years old and the oldest is nineteen. I also made sure that DNS is set up properly, both forward and reverse, and especially for IPv6.

[qewrffewqwfqew]

maybe my sin is hosting at linode - for a new recipient at either of the behemoths, I seem to have 50% chance of going to spam. Thanks for your comment.

[jbclements]

I host with linode, and have had generally good results sending mail to gmail. They're definitely not the worst. Granted, I have had SPF enabled for about 10 years.