Vista "Mail" SSL/TLS issues

[John Thompson]

I'm trying to set up Mail on my wife's new Vista machine and have run
into a couple snags. First, it appears that Mail does not support TLS,
only SSL. But AFAIK, SSL for mail transport has been deprecated for many
years already. Is there any way to use TLS with Mail?

On a related issue, my sendmail server does not support SSL transport
(since its been deprecated, etc.) so in order to send mail using the
Mail software, I'm trying to use google's SMTP service, which does use
SSL. I configure the server in Mail, tell it to use SSL on port 587, but
when I try sending fails with a message about not being able to connect
on port 25. Grr.

Finally, I use self-generated certificates on my mail server (uw-imap
and sendmail, running on FreeBSD). Since the only users are my family I
feel no need to pay a 3rd party certificate authority to get a
certificate. But everytime Mail connects to the server it complains
about the certificate not being signed by a recognized authority.
Perhaps Mail doesn't recognize me as an authority, but I trust myself
since I generated the certificate myself. How can I convince Mail to
accept the certificate pemanently?

 

[Gary VanderMolen]

TLS is the same as SMTP-AUTH, which Windows Mail (and OE)
implements by checking the option "My server requires authentication."

Google does not support SSL on port 587, only on port 465.

Sorry, I have no expertise in security certificates.

 

[John Thompson]

TLS is the same as SMTP-AUTH, which Windows Mail (and OE)
implements by checking the option "My server requires authentication."

Ok; I'll try that. Thanks!

Google does not support SSL on port 587, only on port 465.

Ooops. Good catch!

Sorry, I have no expertise in security certificates.

Bummer. I was hoping there was a configuration option to allow one to
permanently accept a certificate whose origin one trusts.

 

[Gary VanderMolen]

Well, two out of three isn't bad.
Hope you find a security certificate expert.

 

[Guest]

The following newsgroup looks like a good place to look for one:

microsoft.public.windows.vista.security

Well, two out of three isn't bad.
Hope you find a security certificate expert.