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No error. I want to know what implications does this have? Is there some configuration I missed during the renewal process? Maybe they made an error. Hi In your example above all names are with. Will that really work? These days you should not use. I have 2 exchange servers in totally different domains. Here are my questions :. Do you need a 3rd party software like open ssl or the Self Signed Certificate in Exchange do the job?
How to go about to import the certificates. I have a webmail. So as it stands the OWA server which is public facing is using serername. I guess the only way to fix that would be to list multiple domains on the webmail.
Thanks Paul for amazing article, But i do all the steps after order the certificate from Digicert and import the cert into Exchange ge the following worning Summary: 1 item s. Elapsed time: This article has a screenshot of where the x cert name is configured for POP. For IMAP it is a similar process as well. But only thing i suspect is btn the common name of the SAN cert and the servers names being diff.
The x. Dear paul I inhereited the following servers I have the following topology. I suspect you simply need to follow the same certificate provisioning process you used to install the certs in the first place. That is if you want to keep using chained certs. I realize that the exchange certificate is chained from the internal root certificate authority so I understood that I must renew the ca root certificate first.
You would only need to renew the root CA cert if that is actually expiring too. The root CA cert has its own validity period that is separate to the validity period of the certificates being issued from that CA. Everything is good on server side. But few of my users are getting security certificate issue The security certificate is not valid when they open outlook client however on OWA same users are not having any issue and good with new certificate.
Look at the certificate warning. When a certificate warnings appears it will tell you which of the three validation criteria has failed. Whenever I need to restart Server 1, Outlook clients connect to the CA in Server 2 and get a warning about the certificate. I thought about exporting the certificate that I installed in Server 1 and also import it in Server 2 both servers would have it.
Well this is fine and dandy but this suggest we install Exchange first then use it to generate a certificate request which may take weeks in a large company like ours to be acquired from a third party like Verisign. Then when the cert arrives go on and install Exchange This is specifically to solve the issue of Outlook and above clients potentially hitting the server with Autodiscover requests and getting a cert warning.
As long as it is a valid, trusted cert with the correct names and Exchange can enable it for services then it should be fine. Pretty stuck — is there anything I am missing? Thanks for the interest and good article. I did the process several times. Yet the certificate disappears each time. Worse still now exchange does not accept any connection to it, web or outlook! As soon as I complete the pending request. While it pending it is visible. As soon as I complete the process, the certificate is gone.
And it is not even listed if I use the ps-shell either. First of all I use my own CA to sign the certificate. When I do in the Complete Pending request process, the certificate disappears from the exchange certificate list. And there is no trace of it in the certificates using mmc either.
Problem with autodiscover. We now have only one certificate installed for mail. So whats your solution regarding this autodiscover issue?
Shall we dump the current certificate and buy new SAN certificate or is there other way around to purchase and install second certificate for autodiscover.
A SAN certificate is the best overall approach. They are not terribly expensive. Digicert has good pricing. In my senario my internal cerificate provide by my root DC was going to expires soon. Will its works for me? Its just an example. Yes, multiple servers can use the same cert as long as it contains all of the correct names. You will also just need to check the license terms of the certificate provider to make sure they allow you to install the cert on multiple servers.
Digicert is one provider that does allow that. Great site. My question is concerning changing the alt names to an SSL already in use. Once the new alt names are vetted, the new cert is available for download and the old cert is invalid.
Easy enough. My question is how do I get the new cert with the new alt names into my Exchange server that is using the old ssl cert? The common name is still the same, btw. So be ready for that, just in case. Dear Paul Do i have to import this certificate to the personal and trusted Root certification authority?? Hello, You have a good guide here. We checked our services. We installed SMTP at that point. Then we tried running the assignments again, but got the exact same error.
Do you have any ideas what would be causing this? If so, do you know how to fix it? Dear Paul, Hi! I ordered a 2-year cert to get around this for now. And for all of us out there that use. All pass except two errors which are 1. Certificate name validation failed, Additional Details:Host name mydomain. Certificate name validation failed, Additional Details:Host name webmail. I just bought autodiscover. I fell a little confused how to generate it? Example — i use webmail. Hi Paul; I am fresh for using SSL but I have exchange server with default rules and I have another server as dc server I wuld like if you mind step by step to configure internal cerificate to allow owa and digatl cerificate to work internally if my senario is clear kindly support me; Best Regards.
Great thread. I am experiencing issues with OAB not updating in cached mode. I would like to use just the one certificate. Is this possible with a domain. Hi boss…. Other than that, not sure. Perhaps Verisign has a support article that can help. Maybe they offer multiple download formats? Hi, can I check do you have any idea how many certificates can a service tied to. I saw in my exchange that there are 2 SMTP service that is tied to 2 seperate certificates.
My understanding is that one service can only be tied to a certificate. Any idea how I can check which one is in use? ISP has an expired certificate. How can I tell exchange to access using this expired certifiate.
It now fails when trying to retrieve mail? Any assistance will be greatly appreciated. Hi Paul, Great read, but I do have one question.
How does one go about recreating the default 5 year SSL certificate for exchange I have found loads on creating the 1 year self-cert. I far as I know, this is done through Exchange Management Shell.
The new-exchangecertificate cmdlet has a -GenerateRequest parameter that determines whether the cmdlet will generate a request for a CA or a self-signed cert. Hi Paul, We implementing a Exchange transition to They currently use a Entrust cert for owa, with say mymail.
Can i include this mymail. So SAN cert name would be for mail. Hi Paul, just a quick question. Thanks Stephen. Thanks for your response Paul, much appreciated. It sounds like one SAN cert is the way to go. When buying my SAN cert, do I need to include my internal domain names? What about autodiscover? Everybody in our company has an external SMTP address as their primary email address, so do we need autodiscover.
And if so, what happens when we add further Exchange servers to our expanding domain? Sorry for all the noobie questions. If you add a CAS later on you can provision a new SAN cert, or if your cert provider allows it re-issue the existing cert with the additional name. Digicert is very flexible when it comes to situations like that, as well as situations where you might make a mistake and leave a name off by accident.
Apparently these certificates are going to expire and internal domain names will not be applied to certs. So now we can only apply for the external FQDN. This is exactly my predicament; could only provision cert for. I need to figure out a resolution for it. About to have the same issue… How do we issue a cert for just the public FQDNs and not have Outlook complaining to us all the time? I have now learnt that Outlook would be much happier if I had a trusted certificate for autodiscover.
So, I am trying to add a new certificate for autodiscover. Therefore, you can only use one cert for Exchange, hence the use of SAN certs. However, you can create an additional IIS website and create new virtual directories off that for different Exchange web services, and have a different SSL cert bound to that website.
The senario is I have got 2 certificates from 2 different CAs 1. And when I assign the below services to exch1 certificate, I can test autodiscover and it works well but owa and activesync doesnt run because certificate is not valid message comes.
I am just using free SSL cert service because for testing purpose. Problem with free SSL is that it can only give you a certificate for single hostname and not mutiple. Can you suggest me how to fix the issue. The problem is that only one cert can be assigned to IIS at a time. So if you use cert 1, then Autodiscover which is a web service using HTTPS has the wrong certificate, and then if you use cert 2 then all the other web services have the wrong certificate.
Hi Paul, the prompt is outlook window with the security alert, the reason i suspect it is appearing is that the Name on the security certificate is invalid or does not match the name of the site. Hey men, First of all thank you so much for the info posted. Very helpful and very well formed. But still i have a small problem. When i am trying to import the certificate, it says:. Hi Have a query where i have a single server with client access roles and two serves in a dag with mailbox and hub roles.
Have created a GPO to distribute the certificate to the clients, verified it has been distributed yet the outlook clients still prompt for a certificate. Any ideas? Different warnings mean different things. We tried to create and csr and import existing crt but we are getting an error. Ranjjth, take a closer look at that existing certificate. Can I contact you by Skype or email? Hi all, I have 1 problem relate to configuring external user to access to exchange server Currently, I am using exchange server and set up in my company internal.
I want to allow external user outside from the office to use MS Outlook to access to my exchange server internal. But when I try to connect to exchange server, I got the error message about certificate error and client external cannot connect to exchange server But for another laptop using Mac OS, it still working properly.
Could you give me some advice relate to this issue? The security certificate is not from a trusted certifying authority. Outlook is unable to connect to the proxy server mail.
Error Code 8. Now I has no more idea relate to this issue. Now, to enable your certificate for use, go back to the Exchange Management Console and click the link to "Assign Services to Certificate. When exporting your certificate, make sure to include all certificates in the certification chain , when prompted. Otherwise, your certificate will not work properly. If you are currently using an ISA Internet Security and Acceleration server in front of your Exchange server, or need to export your SSL certificate to any other Microsoft server type, see our Exchange export instructions for a step-by-step walkthrough.
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