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Just installed Exchange SP3 (the server is running SBS 2011) and then Outlook on my laptop began giving me this message:

There is a problem with the proxy server's security certificate. Outlook is unable to connect to the proxy server *****.

I checked the certificate and it was expired, so I created a new self-signed certificate and put it in Trusted Root Certification Authorities on the Windows server. Then I took that same certificate and imported it into the same location on my Windows 8 laptop. Outlook is still giving me the error message.

Any ideas?

Thanks, Jay

birdus
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1 Answers1

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You need to use Exchange Management Console to select which certificate to present to users.

  • Open Exchange Management Console
  • Navigation Pane: Server Configuration
  • Action Pane: Import Exchange Certificate (if needed)
  • Action Pane: Assign Services to Certificate

For the command line, there is a Exchange Management Shell command:

Import-ExchangeCertificate -FileData ([Byte[]]$(Get-Content -Path c:\path\to\certificatename.p7b -Encoding byte -ReadCount 0)) | Enable-ExchangeCertificate -Services "IIS,POP,IMAP,SMTP"

Hyppy
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  • I now see where the certificates are located in Exchange. There was already a cert there, good through 2020. All services except UM are assigned to it. I exported it and then imported that into my laptop, but I'm still getting the error. – birdus Jan 21 '15 at 21:37