Ugh .. still having trouble getting apple's mail client to work with postfix SMTP settings.

I'm not seeing anything in the logs that I can make sense of:

Sep 22 04:12:50 mx postfix/smtpd[30354]: connect from unknown[the.ip.address.ofmynetwork] Sep 22 04:12:51 mx postfix/smtpd[30354]: disconnect from unknown[the.ip.address.ofmynetwork] ehlo=2 starttls=1 quit=1 commands=4

I have this working in Thunderbird, but I'm not really happy with the performance of Thunderbird at the current time so I want to try Mail (I've found mac clients to be memory thrifty if not a bit slow .. but at least they're usually reliable and predictably a little slower).

The username and password are verified, as is the port that Thunderbird is connecting to.  But the settings are just so confusing to me, unfortunately.  TLS, MD5, STLS, etc .. I don't even really know if I'm encrypting my traffic/authentication information from Thunderbird!  :D

Explain it to me like I'm five, please .. what are the SMTP settings that I need to be most concerned with for this authentication portion.  FWIW, I did get DKIM working with the opendkim milter config, so I have that going for me which is nice.

Now, if I could just get my head around authentication configuration for SMTP .. while we're at it, I would like a better understanding of how I could safely get/send email from another network (I only check from my home network at the moment). Relaying is a strange concept .. if I'm authenticated to my SMTP server, why would I need to do anything at all with relaying?  My mail client is not another mail server.  If there is a nice write up about these issues that doesn't have me wading through documentation from multiple versions of postgres for a week, I would love to read it. :)  Seems most documentation is written for folks who already have a good understanding of the state of SMTP.

My goals are to stand up a reasonably secure mail server as quickly as possible so I can get back to designing databases and writing middleware code.

I'm running 3.3.0 - I would sure appreciate your help.  I've had some success so far and I look forward to continuing to build my competency in smtp admin with postfix.

Sincerely,

John


On 8/6/19 1:31 PM, Larry Stone wrote:
Thanks for the tip. All updated to explicit settings: Port 993, Use TLS/SSL, 
Authentication: Password.

In looking at them (I have multiple email accounts), when I unchecked 
“automatically detect”, some said Port 993 and others said Port 143 even though 
all said Use TLS/SSL. While port 143 is the unencrypted IMAP port, I’m hoping 
it was still doing encrypted but yet another case of where Apple’s “it just 
works” can get in the way of making sure things are set the way you want them. 
Now to check my iOS devices.

And now back to Postfix as IMAP is really off-topic for this list.

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