Re: HEADS UP: If you're queueing to Office365 domains (was Re: Error: none of client TLS cipher methods is supported)

"Bill Cole" <[email protected]>
Newsgroups gmane.mail.cgatepro.general
Message-ID <[email protected]>
On 28 Oct 2015, at 13:26, Mark J Strawcutter wrote:

> CGP 6.1.4
>
> Oldest accepted = TLSv1.0
> CBC Ciphers for old TLS NOT selected
> Accept SSLv2 'hello' selected
>
> no delivery problems to domains hosted by Microsoft (that I'm aware 
> of)

Interesting. My working settings are identical to the above except "CBC 
Ciphers for old TLS" is enabled. Any command line TLS tweaks? (I've got 
no special command line options on my systems)

I had 100% abrupt disconnects during negotiation that started seconds 
after "CBC Ciphers for old TLS" was switched off and stopped immediately 
when it was switched back on. That host was 6.1.2 when the switch was 
made and 6.1.6 when it was corrected, less than a day total. The switch 
was an 'oops' in prep for that update: I misremembered the background of 
that setting and was checking the arcane TLS settings because the one 
report here of problems with 6.1.6 sounded to me like a TLS issue. So 
when it was functionally broken, it was exactly like your settings.

I wonder if it's a platform issue. The machine where I broke delivery by 
switching that off is FreeBSD 9.3. I have not tested that breakage on 
our test CGP systems, which are FreeBSD 8.3 and were upgraded ahead of 
that one (I'm a seasoned pro: I only break production boxes...) nor on 
our other production box which is still on 6.1.2 (upgrading for 
Halloween). I had assumed it was not a platform-specific issue because 
CGP brings along its own TLS implementation rather than using what the 
OS provides.

HOWEVER, the other issue that this lead me to discover is visible across 
all instances going back over a year to 6.0.7: CGP *NEVER* has 
negotiated a TLSv1.1 or TLSv1.2 on an outbound connection on any of the 
4 systems. On the order of a million outbound SMTP sessions using TLS, 
every one of them TLSv1.0 or (before we disabled it) SSLv3.0. That's a 
lesser immediate problem than undeliverable domains, but it is 
worrisome.


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