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Jamesm007
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not receiving external mail from exchnage 2010

I have recently migrated from exchange 2003 to 2010. Both exchange servers have been working fine, internal and external mail.

We have our roter managed by external services. I have had to have the mail IP changed from the old mail server to the new one.

At the same time I also decomissioned the 2003 server in the correct way according to ms documentation.

After this I can not receive external mail to the 2010 server.

I can send out mail, I can send and receive internally mail OK but no external mail is getting in.

I have run some tests

canyouseeme.org shows port 25 is open and it appears it is pointing to the correct IP.
I have run the exchange 2010 SMTP check mail and this shows all green ticks.

Any suggestions how I can troubleshoot this further?
with thanks
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Jamesm007

8/22/2022 - Mon
Jamesm007

ASKER
Update on the issue.

If I send an email to myself internally from the organisation, I receive it to my external email no problems.

When I reply once tot his email, it does not come into exchange 2010 and I dont get any delivery failed.

However if I hit reply about 10 times to the same email, I will receive approx 3-5 delivery message failures - see below for message error.

It appears from this that the port redirections are OK but something not quite right with Exchange 2010 setup? although was working.

message details:

            The e-mail account does not exist at the organization this message was sent to.  Check the e-mail address, or contact the recipient directly to find out the correct address.
            < nskntmtas04p.mx.bigpond.com #5.1.1 smtp; 550 5.1.1 <user@domain.xx>: Recipient address rejected: undeliverable address: User unknown>


note I have masked the user@domain for privacy - it did show the correct email address which works internal to the organisation.
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Dustin99352

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endital1097

use https://testexchangeconnectivity.com/Default.aspx to test internet email

@dustin99352 is correct on the receive connector
by default exchange 2010 does not enable a receive connector with anonymous access
Jamesm007

ASKER
Thanks Dustin this seems to have partially fixed the problem. If I send 4 test emails 2 of the come to the inbox and 2 are returned as undeliverable with same message as earlier.
Any ideas? Thanks
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fblack61
endital1097

i would use https://testexchangeconnectivity.com/Default.aspx to test your environment

are all your tests sent from the same address?
Dustin99352

The website posted above is very helpful.  Not to sound obvious, but are you sure you didn't mis-type the email address on some of your tests?  Generally if one message is getting through, all of them are.  

Thanks
endital1097

i was thinking the same thing dustin, that they should all be delivered
the only other thing i can think of that may be a cause is reputation filtering
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Jamesm007

ASKER
I am definately typing the correct address. I am replying 4 times to the same email and 50% of emails are not delivering.

I'll run that test and report back
Thanks
Jamesm007

ASKER
Connectivity test run and was successfully completed
endital1097

do you have anything in front of exchange for antispam?
did you install the antispam agents?

there is a feature called sender reputation that may be causing your issue
I started with Experts Exchange in 2004 and it's been a mainstay of my professional computing life since. It helped me launch a career as a programmer / Oracle data analyst
William Peck
Jamesm007

ASKER
I haven't installed any antispam agents at the server end but I do use dyndns for antispam but it would be safe to say as the message is comming from the server dyndns wouldn't be the problem?
endital1097

i would investigate issues between the dyndns and your exchange server
check the logs there for directory lookup issues
Jamesm007

ASKER
This fixed the main problem. The secondary problem seems to only be existant for 1 mailbox as far as I can tell. all else seems ok so I will monitor and recreate the mailbox.
thanks for your help.
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