Hi folks,

I expect I'm being a clueless n00b, but here goes.

I've been using exim to send mail for years. The feature I need most is
the ability to route outgoing mail to *[email protected] through one SMTP
server and everything else through another.

I recently upgraded my Mac box to OS X 10.6 (Snow Leopard) and for
reasons I can't begin to fathom, exim won't build under macports:
https://trac.macports.org/ticket/21369

No worries, I thought, I'll just build the thing from sources myself.
A little hacking and I had Exim 4.66 installed (with auth and gnu-tls
support). It almost works.

When I send mail to *[email protected], it goes through the correct SMTP
server and everything is fine. Everything else is supposed to go
through mailhop, but that requires TLS. TLS, not working so much:

$ exim -v -M KPZ5VO-00009N-IG 
delivering KPZ5VO-00009N-IG
R: mailhop for [email protected]
T: remote_smtp_smarthost for [email protected]
Connecting to outbound.mailhop.org [204.13.248.72]:2525 ... connected
  SMTP<< 220-mho-02-ewr.mailhop.org ESMTP Exim 4.68 Mon, 14 Sep 2009 18:55:16 
+0000
         220- This is a private server for DynDNS MailHop Outbound customers.
         220- See http://www.mailhop.org/outbound/ for details.
         220  All Access Is Logged.  Authorized Users Only.
  SMTP>> EHLO nwalsh.com
  SMTP<< 250-mho-02-ewr.mailhop.org Hello 
XXX-XXX-XXX-XXX.static.oxfr.ma.XXX.com [XXX.XXX.XXX.XXX]
         250-SIZE 52428800
         250-PIPELINING
         250-AUTH PLAIN LOGIN
         250-STARTTLS
         250 HELP
  SMTP>> STARTTLS
  SMTP<< 220 TLS go ahead
LOG: MAIN
  TLS error on connection to outbound.mailhop.org [204.13.248.72] (TLS cache 
read failed)
Connecting to outbound.mailhop.org [204.13.248.71]:2525 ... connected
  SMTP<< 220-mho-01-ewr.mailhop.org ESMTP Exim 4.68 Mon, 14 Sep 2009 18:55:16 
+0000
         220- This is a private server for DynDNS MailHop Outbound customers.
         220- See http://www.mailhop.org/outbound/ for details.
         220  All Access Is Logged.  Authorized Users Only.
  SMTP>> EHLO nwalsh.com
  SMTP<< 250-mho-01-ewr.mailhop.org Hello 
XXX-XXX-XXX-XXX.static.oxfr.ma.XXX.com [XXX.XXX.XXX.XXX]
         250-SIZE 52428800
         250-PIPELINING
         250-AUTH PLAIN LOGIN
         250-STARTTLS
         250 HELP
  SMTP>> STARTTLS
  SMTP<< 220 TLS go ahead
LOG: MAIN
  TLS error on connection to outbound.mailhop.org [204.13.248.71] (TLS cache 
read failed)
LOG: MAIN
  == [email protected] R=mailhop T=remote_smtp_smarthost defer (-37): failure 
while setting up TLS session

Someone please hit me with a clue-by-four?

                                        Be seeing you,
                                          norm

-- 
Norman Walsh <[email protected]> | I often marvel that while each man
http://nwalsh.com/            | loves himself more than anyone else, he
                              | sets less value on his own estimate
                              | than on the opinions of others.--Marcus
                              | Aurelius

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