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

[William Dudley]

I'm terribly sorry that I'm not an absolute expert on every single aspect
of FreeBSD.

But then, if I was, I wouldn't have asked on this list, would I?

I didn't EXPLICITLY turn off STARTTLS.  As far as I know, it was turned off
as a
side effect of some OTHER installation.

I did what I thought was due diligence by doing extensive googling and
reading all I
could find about getting STARTTLS working.  NONE of the references I found,
or
that others suggested I read, mentioned that STARTTLS could be turned off in
the access file.

I'm a retired software developer (perl on unix and Linux) and a hobby
sysadmin.
I've been running FreeBSD for a stupid long time -- certainly over 10
years, and
running my own mail server, web server, etc. for all that time.  But
becoming a
FreeBSD guru isn't my first priority in life.

I tried my very best to ask an intelligent question, and even if my
explanation for
WHY I wanted this to work was amiss, the QUESTION was valid, and "we" did
eventually arrive at THE answer.

Again, thanks to EVERYONE for helping, or attempting to.

Bill Dudley


This email is free of malware because I run Linux.

On Thu, Mar 23, 2017 at 1:17 PM, Valeri Galtsev <galtsev at kicp.uchicago.edu>
wrote:

>
> Sorry about top posting.
>
> Can we, please, close this thread for good?
>
> It sound like the OP has no idea what he is talking about. Being able to
> observe things and report them to the community is definitely not
> sufficient to make community do system administration of your machine for
> you. It usually is assumed that the one asking for help is capable to do
> what he is trying to do and has exhausted all resources in serious
> attempts to solve the problem he hit himself before asking others for
> help.
>
> No offense intended, all I stated above is just my observation (and as
> every human I am prone to making mistakes).
>
> Valeri
>
> On Thu, March 23, 2017 10:00 am, William Dudley wrote:
> > Let's assume that I have no idea what I'm talking about.
> > However, I can successfully report what I SEE.
> >
> > 1. Android's mail app wants to use STARTTLS when it connects to my mail
> > server, for
> > whatever reason (send or receive) isn't important now.  It wants it, and
> I
> > want it to be
> > happy, or else it doesn't work.
> >
> > 2. When I telnet to port 25 of my mail server, sendmail does NOT announce
> > STARTTLS
> > as one of it's capabilities.  This, despite my having all the
> incantations
> > *apparently" correct
> > in my hostname.mc, fresh self signed cert and key file in
> /etc/mail/certs,
> > and various other
> > things that have been suggested/intimated by various sources.
> >
> > It would be nice to solve the problem stated in the Subject of this
> > insanely long thread:
> >
> > Why is my sendmail refusing to announce STARTTLS ?
> >
> > Thanks,
> > Bill Dudley
> >
> >
> >
> >
> >
> >
> >
> > This email is free of malware because I run Linux.
> >
> > On Thu, Mar 23, 2017 at 10:20 AM, Matthew Seaman <matthew at freebsd.org>
> > wrote:
> >
> >> On 2017/03/23 13:16, Ian Smith wrote:
> >> > I suggest acknowledging Jim is correct, and figure out what's wrong
> >> with
> >> > your $whatever.  Other contributors including Matthew - whose
> >> knowledge
> >> > is far beyond mine or most people on this subject - perhaps, like me,
> >> > hadn't twigged that your problem is pick up, NOT sending from
> >> sendmail.
> >>
> >> I very nearly asked about the relevance of sendmail to the problem at
> >> hand, but I came to the conclusion that the OP meant sendmail when he
> >> said sendmail, even if he did say 'read' rather than 'send' on one
> >> occasion.
> >>
> >>         Cheers,
> >>
> >>         Matthew
> >>
> >>
> >>
> > _______________________________________________
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> > https://lists.freebsd.org/mailman/listinfo/freebsd-questions
> > To unsubscribe, send any mail to
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> >
>
>
> ++++++++++++++++++++++++++++++++++++++++
> Valeri Galtsev
> Sr System Administrator
> Department of Astronomy and Astrophysics
> Kavli Institute for Cosmological Physics
> University of Chicago
> Phone: 773-702-4247
> ++++++++++++++++++++++++++++++++++++++++
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