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

[William Dudley]

stunnel fails to start with this helpful message:

/usr/local/etc/stunnel/stunnel.conf:68: "checkHost = pop.gmail.com":
Specified option name is not valid here

The line it's complaining about is in the EXAMPLE config file.

So this is not going well, at all.

pop.gmail.com is a valid hostname.  I have no idea what stunnel is
complaining about.

Bill Dudley


This email is free of malware because I run Linux.

On Sun, Mar 19, 2017 at 9:44 AM, William Dudley <wfdudley at gmail.com> wrote:

> I'll look into this, but a quick read of the stunnel docs, I don't see
> STARTTLS mentioned,
> and I thought that was a requirement.
>
> Bill Dudley
>
>
> This email is free of malware because I run Linux.
>
> On Sat, Mar 18, 2017 at 11:21 PM, Patrick Mahan <mahan at mahan.org> wrote:
>
>> On 3/18/17 3:44 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.
>> >
>> > Thanks,
>> > Bill Dudley
>> >
>>
>> Have you considered using stunnel(8)?  I use it to front my sendmail and
>> other servers that I want to make a secure connection.
>>
>> Patrick
>>
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>
>