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Windows Server Forum / Small Business Server / SBS 2000 / February 2004

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OWA published in ISA (SBS 2000)

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Gary Webb - 27 Feb 2004 22:51 GMT
I have done some testing and published Exchange Server 2000 in ISA Server
2000 within an SBS2000 Server. I used the Microsoft article 308599 as a
guide. This is mainly to allow OWA from anywhere on the Internet such as
Internet Cafes. My concern before implementing this on a live system is
security. Anybody got any experience of this configuration. Do's, don'ts,
recommendations, etc. My goal is OWA as above with no extra software costs,
minimal configuration, and minimal exposure to hacking. The SBS server will
be on a permanent ADSL connection to the Internet.

Thanks

Gary
Merv Porter [SBS-MVP] - 28 Feb 2004 01:22 GMT
Hi Gary:

Take a look at...

       How do I configure OWA with SSL

http://www.smallbizserver.net/DesktopDefault.aspx?tabid=83

Signature

Merv  Porter  [SBS MVP]
===================================

> I have done some testing and published Exchange Server 2000 in ISA Server
> 2000 within an SBS2000 Server. I used the Microsoft article 308599 as a
[quoted text clipped - 8 lines]
>
> Gary
Gary Webb - 28 Feb 2004 10:59 GMT
Thanks,

I have printed this out and will give it a try.

Gary

"Merv Porter [SBS-MVP]"

> Take a look at...
>
[quoted text clipped - 9 lines]
> > recommendations, etc. My goal is OWA as above with no extra software
> costs, minimal configuration, and minimal exposure to hacking. The SBS
server
> will be on a permanent ADSL connection to the Internet
> > .
> >
> > Thanks
> >
> > Gary
Gary Webb - 28 Feb 2004 15:48 GMT
Merv,

These instructions appear to assume that you are running a web site from
your SBS Server. This is not the case. The SBS Servers I need to try this
with are mostly Internet access/Email access/File Servers only. They have
the Internet domain name DNS MX record pointing to the 2nd NIC of the SBS
which is connected via an ADSL router (/30 subnet). However, some use the
ISP SMTP smart-host and collect email by issuing an ETRN to dequeue it. My
first impressions is that either these instructions wont work in this
scenario, or need to be modified to allow for it. Your thoughts please ?

Thanks

Gary

> Hi Gary:
>
[quoted text clipped - 18 lines]
> >
> > Gary
Merv Porter [SBS-MVP] - 28 Feb 2004 20:27 GMT
Not much experience with this.  I don't see any way around not having a
public web site.  You need to be able to access the web site to install the
certificate on the client.  I don't believe you can substitute your public
IP address for the FQDN in the certificate setup.

Maybe someone else can jump in here.

Signature

Merv  Porter  [SBS MVP]
===================================

> Merv,
>
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> > >
> > > Gary
Merv Porter [SBS-MVP] - 28 Feb 2004 20:49 GMT
Gary:

Chad Gross will be replying here in a while.  I think he may have some good
news.  Stay tuned...

> Merv,
>
[quoted text clipped - 35 lines]
> > >
> > > Gary
Chad A Gross [SBS-MVP] - 28 Feb 2004 20:54 GMT
Hi Gary -

You don't have to be hosting a public website (other than OWA).  When you
access a website using SSL, your browser checks the SSL certificate for 3
conditions:  1) the name on the certificate matches the name of the website.
2)  The certificate hasn't expired.  3) You have chosen to trust the
publisher that generated the SSL certificate.  As you know, IE has its
Trusted Root, which lists a predefined group of trusted publishers.  If the
SSL certificate on a site was not issued by a trusted publisher, you will
receive a security warning before the page loads.

When you install and enable Certification Authority in Windows Server / SBS,
you're basically setting yourself up as a certificate publisher, but the
typical small business is not going to be included in IE's list of trusted
publishers.  In order to prevent users from getting a security warning every
time they access an OWA installation using a self-signed certificate, they
need to chose to trust the publisher (you).  They do this by installing your
.crt file mentioned in the article to their trusted root.  Obviously, they
need to be able to access your .crt file from the internet in order to
install it on their machine.  Since publishing Certificate Services to the
internet comes with a slew of security implications (Especially on an SBS),
I recommend uploading your .crt file to your outsourced website if you have
one.  This allows remote users to be able to access the .crt file so they
can add you as a trusted publisher without further exposing your SBS to the
internet unnecessarily.

It is important to note that it is not necessary to upload your .crt file to
a public website, or even for it to be accessible to remote users.  You can
completely skip these steps and your users will still be able to access
OWA - the only thing is that they will be prompted with a security warning
indicating that the SSL cert was generated by a publisher they have chosen
not to trust.  I would recommend purchasing an SSL cert from a trusted
publisher as this completely negates the need to upload a .crt file, and the
users will not be promted with a security warning.  Just make sure that the
name on the SSL cert matches the URL users will be using to access the site.
(E.g. - if they're going to access OWA using mail.yourcompany.com/exchange,
you'll want the name on the SSL cert to be mail.yourcompany.com  - if
they're accessing it using the public IP   12.23.45.67/exchange, then you'll
want the name on the SSL cert to be your public IP)

As for Exchange using the ISP smarthost & using ETRN to dequeue inbound
email, that shouldn't have any affect on OWA.  OWA doesn't care how Exchange
sends & receives email, it just provides access to a mailbox.  The same goes
for if SBS is using the pop connector - OWA works the same as with a pure
SMTP installation.  The only thing with using ETRN or the pop connector,
etc. is that there is a chance that there are emails sitting on the ISP's
mailserver that Exchange has not retrieved yet.  Obviously, these emails
won't be available via OWA until Exchange retrieves them.

HTH!

Signature

Chad A. Gross  [SBS-MVP]

SBS ROCKS!!!

> Merv,
>
[quoted text clipped - 35 lines]
> > >
> > > Gary
Merv Porter [SBS-MVP] - 28 Feb 2004 21:15 GMT
What if Gary only had a dynamic IP for a public IP address.  If he used a
DDNS service like Dyndns or TZO, could he still use
mail.yourcompany.com/exchange for secure access to OWA?

Signature

Merv  Porter  [SBS MVP]
===================================

> Hi Gary -
>
[quoted text clipped - 89 lines]
> > > >
> > > > Gary
Chad A Gross [SBS-MVP] - 28 Feb 2004 21:55 GMT
Good question -

And yes he can use a dynamic dns service - there's no problem with that at
all.  I use a DynDNS.org hostname for my server here at home.  The big thing
is that the name on the SSL cert matches the URL used to access the site.
IE / Exchange / ISA don't care if the IP is static or dynamic, if you're
accessing via IP or FQDN - all IE cares about is that the name on the
certificate matches the URL used to access the site (and that the
certificate is current, and that you've chosen to trust the publisher).  And
even if NONE of these conditions were met, you could still access OWA via
SSL - you'd just be getting security warnings before the page loads.

Signature

Chad A. Gross  [SBS-MVP]

SBS ROCKS!!!

> What if Gary only had a dynamic IP for a public IP address.  If he used a
> DDNS service like Dyndns or TZO, could he still use
[quoted text clipped - 118 lines]
> > > > >
> > > > > Gary
SuperGumby - 28 Feb 2004 21:58 GMT
yes, the cert is linked to the name, not the IP. As long as some mechanism
is in place to maintain the name -> ip resolution he should be OK.

Signature

Mick Malloy
http://www.micropol.com.au

> What if Gary only had a dynamic IP for a public IP address.  If he used a
> DDNS service like Dyndns or TZO, could he still use
[quoted text clipped - 118 lines]
> > > > >
> > > > > Gary
 
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