how do I get STARTTLS working with sendmail on FreeBSD 10.3 ?

[Jim Ohlstein]

Your entire question is ridiculous since Sendmail will never be useful for retrieving email from a remote server. Ever. To do that you need a POP/IMAP server. That was my point. Still is. 

I only suggested you consider another agent since this one is proving difficult for you to configure. I never said you "had to" do anything, but you will need more than Sendmail to use your phone's email client. 

But keep going, you're doing great. 

Jim Ohlstein

> On Mar 22, 2017, at 10:41 PM, William Dudley <wfdudley at gmail.com> wrote:
> 
> There's another layer in there, popd or imapd or whatever, but the point is, I've been
> using sendmail on FreeBSD for at least a decade.  I had STARTTLS working with sendmail
> just last year.  So your assertion that I have to run some other MTA could not be true.
> 
> But thanks for your time.  I welcome all suggestions, even ones that don't pan out.
> 
> Bill Dudley
> 
> 
> This email is free of malware because I run Linux.
> 
>> On Wed, Mar 22, 2017 at 9:36 PM, Jim Ohlstein <jim at ohlste.in> wrote:
>> Hello,
>> 
>>> On 3/22/17 8:32 PM, William Dudley wrote:
>>> I have news for you.  Unless this feature was just removed from
>>> sendmail/FreeBSD, it should
>>> work.  It WAS WORKING until November 2016.
>> 
>> That would be news. I guess you have a super Sendmail that listens for and accepts POP3(s)/IMAP(s) connections. That would be interesting since Sendmail is an SMTP(s) server. I won't bother you again since you are clearly more knowledgeable than I.
>> 
>> 
>>> 
>>> On Wed, Mar 22, 2017 at 8:18 PM, Jim Ohlstein <jim at ohlste.in
>>> <mailto:jim at ohlste.in>> wrote:
>>> 
>>>     Hello,
>>> 
>>>     On 3/18/17 6:44 PM, William Dudley wrote:
>>> 
>>>         A google search does not reveal a useful answer.
>>> 
>>>         I just want to use a self-signed certificate so I can get my
>>>         email from my
>>>         FreeBSD mail server to my cell phone.  My FreeBSD server runs
>>>         sendmail.
>>>         I don't really want to switch to postfix, qmail, etc. etc.
>>> 
>>> 
>>>     I'm sorry to be the one to break it to you after all this time and
>>>     effort, but AFAIK Sendmail speaks neither POP3 nor IMAP so you
>>>     cannot use it as an MDA. You can use it to *send* email from your
>>>     phone, but not to retrieve it. You also can use it to forward mails
>>>     to another email address from which you can retrieve it, of that's
>>>     what you want.
>>> 
>>>     If you want to retrieve emails using your phone's email client, you
>>>     will need an MDA. I use mail/dovecot2.
>>> 
>>>     I know that you do not want to install a different MTA, but after
>>>     all this effort I'd suggest trying Exim. TLS is supported out of the
>>>     box (in the default ports/packages configuration) and is extremely
>>>     easy to configure [1]. You can use Dovecot authorization [2] with
>>>     Exim, killing two birds with one stone.
>>> 
>>>     [1]
>>>     http://www.exim.org/exim-html-current/doc/html/spec_html/ch-encrypted_smtp_connections_using_tlsssl.html
>>>     <http://www.exim.org/exim-html-current/doc/html/spec_html/ch-encrypted_smtp_connections_using_tlsssl.html>
>>>     - see Section 6
>>> 
>>>     [2] http://wiki2.dovecot.org/HowTo/EximAndDovecotSASL
>>>     <http://wiki2.dovecot.org/HowTo/EximAndDovecotSASL>
>>> 
>>>     --
>>>     Jim Ohlstein
>>> 
>>> 
>>>     "Never argue with a fool, onlookers may not be able to tell the
>>>     difference." - Mark Twain
>>> 
>>> 
>> 
>> -- 
>> Jim Ohlstein
>> 
>> 
>> "Never argue with a fool, onlookers may not be able to tell the difference." - Mark Twain
>