All:

Does anyone know of any known-problems with couriertcpd / imapd / esmtpd 
encountering problems using server-side certificates with X509 v3 
Extensions?

e.g.:

$ openssl x509 -text -in interface.crt.pem

         X509v3 extensions:
             X509v3 Subject Alternative Name:
                 email:[EMAIL PROTECTED]
             Netscape Cert Type:
                 SSL Server, S/MIME, Object Signing
             X509v3 Extended Key Usage:
                 TLS Web Server Authentication

From:

$ openssl x509 -req -in iface.csr.pem -days 365 -extfile  \
   private/openssl.cnf -extensions v3_req_ext -CA internal_ca.crt.pem\
   -CAkey internal_ca.key.pem -set_serial serial.txt \
   -out newcerts/iface.crt.pem


With openssl.cnf:

   [ v3_req_ext ]
  subjectAltName=email:copy
  nsCertType = server, email, objsign
  # .2 = Client, .1 = Server
  #extendedKeyUsage = 1.3.6.1.5.5.7.3.2
  extendedKeyUsage = 1.3.6.1.5.5.7.3.1


This is the way Godaddy rocks out.

I like to use the same private key / public key for my IMAP, SMTP, and 
Apache daemons (on a per-interface basis of course).

Every year I go through suffer through hours of self abnegation trying to 
re-issue certificates for a dozen F/OSS applications that all have little 
caveats --- This year I'm writing that shit down >:}

~BAS

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