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POP 3 & Exchange 2000

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Dave Onex

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Dec 21, 2009, 9:07:53 PM12/21/09
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Hi Folks;

I'm trying to give a non-domain member email access to our Exchange Server
via Outlook Express and POP3.

For the life of me, I can't seem to get it to work. At present, she can send
mail through the exchange server only to local (internal) users. If she
tries to send email to an external user we get the unable to relay error
message.

I did create a user account on the domain (even though she is not on the
domain) and we are using that account to log in to the Exchange Server.
Still no joy - email to internal users is fine - email to external users
fails due to the mail server reporting that it will not relay for her.

Does anyone know why this is happening or how to make it work? On the
Exchange server I checked the box for 'Allow all authenticated users to
relay'.

Best & Thanks!
Dave


Lanwench [MVP - Exchange]

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Dec 21, 2009, 11:07:16 PM12/21/09
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She will need to authenticate to your SMTP server in order to send
mail outside your domain. Authenticated relay is enabled by default.

What's the reason she needs to use this anyway? I'd go for OWA over
this, any day.

Dave Onex

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Dec 22, 2009, 12:22:50 AM12/22/09
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"Lanwench [MVP - Exchange]"
<lanw...@heybuddy.donotsendme.unsolicitedmail.atyahoo.com> wrote in message
news:udh0j5h6q6vmd16r2...@4ax.com...

The reason is... it's for my mother - she's getting on in years and she
needs a static interface for email. She's very familiar with Outlook
Express. Because she travels it has to be available remotely. Because she
uses Picasa to send pictures it pretty much has to be Outlook or Outlook
Express because both of these work with Picasa.

Otherwise I have to teach her how to export and attach pictures etc. That's
too hard. I've already weaned her off of using 3 different email providers
for email (and the corresponding 3 address books). Consolidating those
address books alone took 3 hours... :-)

So, the idea is one program, one address book, access from anywhere..and
Picasa friendly. As you can see, this is less of a network-wide
policy/implementation issue and more of a one-off simple solution - haha -
I've been trying for hours to make Outlook Express work with Exchange
2000....

Anyway, can it be done? Because from what I've seen I'm starting to think
it's not actually possible. If you know this can be done or have any ideas
how to make this work I'd love to hear them. For three years now I've been
fielding questions about issues from her that arose from her insistence on
using 3 different email providers. She's at the breaking point now, she's
willing to surrender to the logic of one program and one address book.

Again, thing is, she's fluent in Outlook Express.

Best & Thanks!
Dave

Lanwench [MVP - Exchange]

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Dec 22, 2009, 11:54:49 AM12/22/09
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Well, I couldn't stand between a guy and his mom, now, could I?
Sure. It can be done if you set up the OE mail account to authenticate
to your SMTP server. This is somewhere in the account properties -
perhaps in Advanced somewhere. You should be able to test this
yourself very easily.

If you had Exchange 2003 or higher I'd suggest she use Outlook and RPC
over HTTPs (Outlook Anywhere). You're on very, very old software
now....what's the chance of your upgrading?

Another option for her is Gmail, which would give her a single mail
account she could access from Outlook Express as well as the web
interface.
>

Dave Onex

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Dec 22, 2009, 1:08:12 PM12/22/09
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"Lanwench [MVP - Exchange]"
<lanw...@heybuddy.donotsendme.unsolicitedmail.atyahoo.com> wrote in message
news:kau1j51otv0q73np8...@4ax.com...

With respect to upgrading to Exchange 2003 - it's possible but a lot of work
to solve this one issue. On the other hand, it would be nice to get into a
newer mail server and try to stay at least a little current ;-) Of course,
there's also the issues that come up during an upgrade, the research
required, and also re-configuring/installing our spam/anti-virus solution.

As for Gmail - that's also possible but the importance of a static interface
can't be underestimated. She hates it when Hotmail updates their web
interface (and I can see why). That's the continued attraction of Outlook
Express and POP3.

Believe it or not, I'm seriously thinking of doing an update to Exchange
2003. Before I go there though, is it possible to get OE working with the
current server? Authentication is working in that her computer can send
email to internal users - it's sending mail outside the local domain that
fails with the unable to relay error message.

Best & Thanks;
Dave

Dave Onex

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Dec 22, 2009, 3:37:13 PM12/22/09
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"Lanwench [MVP - Exchange]"
<lanw...@heybuddy.donotsendme.unsolicitedmail.atyahoo.com> wrote in message
news:kau1j51otv0q73np8...@4ax.com...

Hmmmmm..... it seems that if you are using Exchange 2003 on Windows 2000
then Outlook Anywhere doesn't work?


Lanwench [MVP - Exchange]

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Dec 22, 2009, 5:06:36 PM12/22/09
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On Tue, 22 Dec 2009 10:08:12 -0800, "Dave Onex" <da...@onex.com> wrote:


<snip>


>>
>> Well, I couldn't stand between a guy and his mom, now, could I?
>> Sure. It can be done if you set up the OE mail account to authenticate
>> to your SMTP server. This is somewhere in the account properties -
>> perhaps in Advanced somewhere. You should be able to test this
>> yourself very easily.
>>
>> If you had Exchange 2003 or higher I'd suggest she use Outlook and RPC
>> over HTTPs (Outlook Anywhere). You're on very, very old software
>> now....what's the chance of your upgrading?
>>
>> Another option for her is Gmail, which would give her a single mail
>> account she could access from Outlook Express as well as the web
>> interface.
>>>
>
>With respect to upgrading to Exchange 2003 - it's possible but a lot of work
>to solve this one issue. On the other hand, it would be nice to get into a
>newer mail server and try to stay at least a little current ;-)

Just a little, yeah. :)

> Of course,
>there's also the issues that come up during an upgrade, the research
>required, and also re-configuring/installing our spam/anti-virus solution.

I'd hope that wouldn't make any difference...and I wouldn't do an
upgrade, I'd do a swing migration to new hardware (or a parallel/clean
install).

>
>As for Gmail - that's also possible but the importance of a static interface
>can't be underestimated. She hates it when Hotmail updates their web
>interface (and I can see why). That's the continued attraction of Outlook
>Express and POP3.

But she can use GMAIL and POP3 or (IIRC) IMAP from GMAIL.

>
>Believe it or not, I'm seriously thinking of doing an update to Exchange
>2003. Before I go there though, is it possible to get OE working with the
>current server? Authentication is working in that her computer can send
>email to internal users - it's sending mail outside the local domain that
>fails with the unable to relay error message.

Hmm ... check your relay settings on the virtual SMTP server. She
doesn't need to authenticate to send internal mail, so that isn't a
good test.

http://technet.microsoft.com/en-us/kb/kb00324958.aspx may help ..
>
>Best & Thanks;
>Dave
>
>

Lanwench [MVP - Exchange]

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Dec 22, 2009, 5:26:31 PM12/22/09
to

Yep, that's true.

Is this a small/home office? If so you should look into SBS. Check out
SBS2008. Much more affordable and easier to administer if you don't
wear a propeller beanie every day.

Dave Onex

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Dec 22, 2009, 8:49:23 PM12/22/09
to

"Lanwench [MVP - Exchange]"
<lanw...@heybuddy.donotsendme.unsolicitedmail.atyahoo.com> wrote in message
news:drh2j55cgq2l4kctt...@4ax.com...

Doh! I figured it out. On the Exchange Server I was looking at the wrong
option.
On the properties of the virtual server it was on the Access Tab /
Authentication box
right at the top. I was looking in the relay box....

Anyway, enabling Basic Authentication worked. Not too secure for connecting
from outside the network but I can look into that later.

Long & Short - you can use Outlook Express / POP3 to get to your mailbox on
Exhange 2000. Pretty simple in the end....

Best!
Dave


Lanwench [MVP - Exchange]

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Dec 31, 2009, 1:15:55 PM12/31/09
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On Tue, 22 Dec 2009 17:49:23 -0800, "Dave Onex" <da...@onex.com> wrote:

<snip>


>
>Doh! I figured it out. On the Exchange Server I was looking at the wrong
>option.
>On the properties of the virtual server it was on the Access Tab /
>Authentication box
>right at the top. I was looking in the relay box....

Hmmm. The relay settings are the critical ones. Access is something
else entirely. You want to leave that wide open. Auth relay is the
issue. .

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