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Date:      Tue, 27 Feb 2007 01:10:07 -0800
From:      "Ted Mittelstaedt" <tedm@toybox.placo.com>
To:        "Josh Tolbert" <hemi@puresimplicity.net>, <chris@chrismaness.com>
Cc:        juhasaarinen@gmail.com, perryh@pluto.rain.com, freebsd-questions@freebsd.org
Subject:   Re: Outlook With FreeBSD IMAP
Message-ID:  <008f01c75a4f$15aa3160$3c01a8c0@coolf89ea26645>
References:  <45E25D3A.7070308@chrismaness.com><b34be8420702252016je5e15edl77e231266c9cec8a@mail.gmail.com><45E2604A.4060909@chrismaness.com><b34be8420702252240t2a0723b2qb5c60466ff04bf70@mail.gmail.com><45e2968a.pbbjenCoLr1b8zw7%perryh@pluto.rain.com><47503.163.150.15.182.1172503018.squirrel@squirrel.kq6up.org> <20070226153023.GA36082@just.puresimplicity.net>

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----- Original Message ----- 
From: "Josh Tolbert" <hemi@puresimplicity.net>
To: <chris@chrismaness.com>
Cc: <juhasaarinen@gmail.com>; <perryh@pluto.rain.com>;
<freebsd-questions@freebsd.org>
Sent: Monday, February 26, 2007 7:30 AM
Subject: Re: Outlook With FreeBSD IMAP


> On Mon, Feb 26, 2007 at 07:16:58AM -0800, chris@chrismaness.com wrote:
> > >> > How do I use the Cram-MD5 passwords with Outlook?
> > >> > Or do I have to go plain text?
> > >>
> > >> Off-topic for FreeBSD-Questions but I don't believe
> > >> Outlook supports CRAM-MD5 out of the box.
> > >
> > > *Not* off-topic, the context being how best to configure Outlook
> > > for use with FreeBSD IMAP.  One hopes something more secure than
> > > plain-text passwords can be made to work.
> > >
> > > My answer is "Don't use Outlook.  For anything.  Period."
> > > but the OP may be stuck with it for some reason.
> > >
> >
> > Thank You, if I was talking about Anna Nichole Smith or something, that
> > would be *OFF* topic. ;o).
> >
> > I am stuck with outlook if I want to synch my PDA phone to my e-mail.
It
> > seems to work ok with gmail pop3.  Maybe I can just have sendmail
foreward
> > a copy of all my mail to gmail.
> >
> > Thanks Guys,
> >
> > Chris Maness
>
> I run imap-uw. Outlook 2003 works just fine with my mail server. However,
I
> haven't been able to get Outlook 2002 to work properly.

If your using self-signed certificates the secret is you create a
self-signed CA
certificate, then import a copy of that into Internet Explorer, and then
when
you create the CSR for the imap server, sign it with your self-signed root
CA
certificate.  This same restriction existed for all prior Outlook clients.

In outlook 2003 MS finally got rid of that and allowed you to use
self-signed
imap certificates directly.

Ted

Outlook Express also
> works fine for me.
>
> My (quite popular) page about running both sendmail and imap-uw with
SSL/TLS
> and authentication can be found here:
> <http://www.puresimplicity.net/~hemi/freebsd/sendmail.html>. The page
states
> that one of the goals of the described mail setup is compatibility with
> Microsoft e-mail clients.
>
> Thanks,
>
> Josh
> -- 
> Josh Tolbert
> hemi@puresimplicity.net  ||  http://www.puresimplicity.net/~hemi/
>
> Security is mostly a superstition. It does not exist in nature, nor
> do the children of men as a whole experience it. Avoiding danger
> is no safer in the long run than outright exposure. Life is either
> a daring adventure, or nothing.
>     -- Helen Keller
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