Re: spamd and TLS on port 25

2006-08-11 Thread Stuart Henderson
On 2006/08/11 19:39, Joachim Schipper wrote: > As Sigfred pointed out to me privately, of course, GnuPG also leaks this > information. Still, STARTTLS shouldn't be used for privacy. They're complementary. STARTTLS is one way to keep sender/rcpt information a little further away from people who lik

Re: spamd and TLS on port 25

2006-08-11 Thread Joachim Schipper
On Fri, Aug 11, 2006 at 06:21:36PM +0200, Joachim Schipper wrote: > On Fri, Aug 11, 2006 at 03:07:01PM +0200, knitti wrote: > > On 8/10/06, Will H. Backman <[EMAIL PROTECTED]> wrote: > > >Darrin Chandler wrote: > > if you just wan't to have MUAs talk to your exchange, and don't want to use > > STAR

Re: spamd and TLS on port 25

2006-08-11 Thread Joachim Schipper
On Fri, Aug 11, 2006 at 03:07:01PM +0200, knitti wrote: > On 8/10/06, Will H. Backman <[EMAIL PROTECTED]> wrote: > >Darrin Chandler wrote: > if you just wan't to have MUAs talk to your exchange, and don't want to use > STARTTLS, rdr the Exchange server to port 587 or 465 with pf. If you *want* > to

Re: spamd and TLS on port 25

2006-08-11 Thread Bob Beck
* Bob Beck <[EMAIL PROTECTED]> [2006-08-11 08:23]: > Speaking as someone who does this, for the truly big university > there are a lot of clueless idiots... Gee, although I suppose I should use my openbsd.org address when giving such advice. Let me rephase - At most universities oth

Re: spamd and TLS on port 25

2006-08-11 Thread Bob Beck
> For those servicing larger networks such as universities' ResNets or > campus networks, using a mandatory smarthost can be an excellent > detection tool to see which users/stations need to end up in a > quarantine. > > Granted, the largest customer base for this sort of thing are likely > to be

Re: spamd and TLS on port 25

2006-08-11 Thread knitti
On 8/10/06, Will H. Backman <[EMAIL PROTECTED]> wrote: Darrin Chandler wrote: > However, if the connecting party *requires* TLS then it would have a > problem with spamd. Is that the trouble you're having? > > Yes. I'm protecting a Microsoft Exchange server with spamd on an openbsd bridge. Beca

Re: spamd and TLS on port 25

2006-08-11 Thread Joachim Schipper
On Thu, Aug 10, 2006 at 04:06:38PM -0600, Bob Beck wrote: > > Also, while STARTTLS does have its merits, it's still better suited for > > handling MTA authentication than protecting user data - use GPG for the > > latter. > > STARTTLS opportunistically between MTA's is wonderful for > making

Re: spamd and TLS on port 25

2006-08-10 Thread Rogier Krieger
On 8/10/06, Joachim Schipper <[EMAIL PROTECTED]> wrote: > Keep a few sanity checks (e.g. no more than X recipients for a message > or no more than 100 messages a minute) This also helps against compromised boxes - i.e., it limits the damage. So it's generally a good idea to have some limit.

Re: spamd and TLS on port 25

2006-08-10 Thread Bob Beck
> Also, while STARTTLS does have its merits, it's still better suited for > handling MTA authentication than protecting user data - use GPG for the > latter. STARTTLS opportunistically between MTA's is wonderful for making shit like Carnivore unusable. The Government should not be able to

Re: spamd and TLS on port 25

2006-08-10 Thread Bob Beck
> Yes. I'm protecting a Microsoft Exchange server with spamd on an > openbsd bridge. Because Microsoft Outlook uses Microsoft's way of > having MUAs talk to MTAs, there is no problem there. > I also enabled IMAPS (port 993) and SMTP-TLS (port 25) on the Exchange > Server so that normal mail cl

Re: spamd and TLS on port 25

2006-08-10 Thread Bob Beck
Completely correct. spamd does not do TLS. It doesn't need to. since starttls will fail the mailer will fall back anyway. * Will H. Backman <[EMAIL PROTECTED]> [2006-08-10 07:58]: > Am I correct in assuming that spamd and TLS on port 25 don't get along? > > -- Will > -- | | |

Re: spamd and TLS on port 25

2006-08-10 Thread Joachim Schipper
On Thu, Aug 10, 2006 at 09:48:25PM +0200, Rogier Krieger wrote: > On 8/10/06, Joachim Schipper <[EMAIL PROTECTED]> wrote: > >Note that at least Postfix has an independent greylisting implementation > > True and these implementations may even be quite nice. I never felt > much of a need to try it o

Re: spamd and TLS on port 25

2006-08-10 Thread Rogier Krieger
On 8/10/06, Joachim Schipper <[EMAIL PROTECTED]> wrote: Note that at least Postfix has an independent greylisting implementation True and these implementations may even be quite nice. I never felt much of a need to try it out after having setup spamd. Both are likely to work with STARTTLS; s

Re: spamd and TLS on port 25

2006-08-10 Thread Spruell, Darren-Perot
From: [EMAIL PROTECTED] > Note that at least Postfix has an independent greylisting > implementation > (postgrey); I'm fairly sure it's not the only one, and also > fairly sure > that there is a piece of code matching /milter/ and /grey/ around. http://www.greylisting.org/implementations/sendma

Re: spamd and TLS on port 25

2006-08-10 Thread Joachim Schipper
On Thu, Aug 10, 2006 at 06:13:07PM +0200, Rogier Krieger wrote: > On 8/10/06, Will H. Backman <[EMAIL PROTECTED]> wrote: > >Because I require TLS and SMTP-AUTH for relaying purposes, I'm in a > >bind. My real problem is getting Exchange to do SMTP-TLS on a different > >port, so this is really a non

Re: spamd and TLS on port 25

2006-08-10 Thread Rogier Krieger
On 8/10/06, Will H. Backman <[EMAIL PROTECTED]> wrote: Because I require TLS and SMTP-AUTH for relaying purposes, I'm in a bind. My real problem is getting Exchange to do SMTP-TLS on a different port, so this is really a non-openbsd issue. Perhaps you'd benefit from a solution of shielding your

Re: spamd and TLS on port 25

2006-08-10 Thread Will H. Backman
Darrin Chandler wrote: On Thu, Aug 10, 2006 at 09:39:56AM -0400, Will H. Backman wrote: Am I correct in assuming that spamd and TLS on port 25 don't get along? -- Will Remember that you get *either* spamd *or* your MTA. So there's no getting along to deal with. However, if the connec

Re: spamd and TLS on port 25

2006-08-10 Thread Darrin Chandler
On Thu, Aug 10, 2006 at 09:39:56AM -0400, Will H. Backman wrote: > Am I correct in assuming that spamd and TLS on port 25 don't get along? > > -- Will Remember that you get *either* spamd *or* your MTA. So there's no getting along to deal with. However, if the connecting party *requires* TLS the

Re: spamd and TLS on port 25

2006-08-10 Thread Rogier Krieger
On 8/10/06, Will H. Backman <[EMAIL PROTECTED]> wrote: Am I correct in assuming that spamd and TLS on port 25 don't get along? Given a mail server (or MUA) that is configured to require TLS on a port it connects to, it will likely have a problem with any other end not offering TLS capability. T