SBS-Exchange server not sending email after V2V migration

Exchange 2007 on SBS not sending email to either internal or external recipients, however inbound mail functions.
It's a virtual machine on ESXi 6, (I just did a V2V migration from one esxi host to the other using VMware COnverter); this is the new VM I am operating on.

I ensured that the NIC is on the right IP address and is online, the Virtual NIC on the hypervisor doesn't have any custom configuration.

As per event and error logs:

Microsoft Exchange could not find a certificate that contains the domain name <hostname> in the personal store on the local computer. Therefore, it is unable to support the STARTTLS SMTP verb for the connector Smarthost with a FQDN parameter of <hostname>. If the connector's FQDN is not specified, the computer's FQDN is used. Verify the connector configuration and the installed certificates to make sure that there is a certificate with a domain name for that FQDN. If this certificate exists, run Enable-ExchangeCertificate -Services SMTP to make sure that the Microsoft Exchange Transport service has access to the certificate key.
I did see the certificate it asks for in the Personal certificate store however running the command ends up with it failing:
[PS] C:\Windows\system32>Enable-ExchangeCertificate -Services SMTP

cmdlet Enable-ExchangeCertificate at command pipeline position 1
Supply values for the following parameters:
Thumbprint: <thumbprint>
The certificate with thumbprint <thumbprint> was not found.
    + CategoryInfo          : ObjectNotFound: (:) [Enable-ExchangeCertificate], InvalidOperationException
    + FullyQualifiedErrorId : 78BCD46B,Microsoft.Exchange.Management.SystemConfigurationTasks.EnableExchangeCertificat

I also ensured that mailbox database is mounted and is healthy, the exchange services are all running as well.

Any ideas
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To enable the cert from the PS prompt, you need to supply the thumbprint ID such as this example:

Enable-ExchangeCertificate -Thumbprint 1234ab5678c90defa12b3c4567890123456d789e -Services SMTP

Open in new window

That is why you are getting this in the error message you quoted above:

Supply values for the following parameters:
Thumbprint: <thumbprint>

See here for more info:


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365techcaAuthor Commented:
Hi Alan,

I did provide the actual thumbprint to the command, I just sanitized my posting to you guys.

Looks like exchange is now working after having time to sit overnight. Might've been fixed by its overnight maintenance
365techcaAuthor Commented:
Now what I want to know is why it is now working, when it wasn't during the multiple hours I was lookint into it last night.

@Alan, the ceritificate issue is still showing in event log despite mailflow working. So we can disregard that error for now.
Hi 365techca,

Please can you re-try the PS command.

The error you copy / pasted in your original post says that no thumbprint was supplied.


Solution to error posted at least
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