Tag: OpenSSL

Broken ADFS! Service Unavailable – Error 503

Came in this morning to a lovely issue, ADFS authenticated services were completely unavailable! Office 365 archive mailboxes, hosted CRM, etc.

Upon testing the URL: /adfs/services/trust/mex a lovely “Error 503” was displayed!

Key prob 1

I changed the internal ADFS certs to use the new EKU requirements (Server and Client Authentication), verified NT SERVICE\drs and NT SERVICE\adfssrv had the correct permissions on the private keys, but still no dice for external usage.

After using my trusty bing.com, I came across this lovely Microsoft article about the KeySpec property for the Web Application Proxy server: https://docs.microsoft.com/en-us/windows-server/identity/ad-fs/technical-reference/ad-fs-and-keyspec-property

Checking the server’s keys using the Powershell command dir cert:/LocalMachine/My reveals the following problem:

KeySpec = 0

Ext Cert wrong

Ok, so the fix is easy right? Just export the cert to a pfx file, import it with

certutil -csp "Microsoft RSA SChannel Cryptographic Provider" -importpfx

or as the article says:

certutil –importpfx extcert.pfx AT_KEYEXCHANGE

In this case, I got a lovely -importPFX command FAILED: 0x80090029 The requested operation is not supported. error message as shown:

Key prob 3

After looking around for a while, I remembered the article I wrote back in September 2017: LS Audio/Video Authentication Server Error 19008 – Private Key not found, went through that process, and what do you know, it worked!!

Ext Cert right

The URL: /adfs/services/trust/mex now works perfectly, and all services that depend on ADFS are up!

LS Audio/Video Authentication Server Error 19008 – Private Key not found

After happily running for several years, one of the Skype for Business edge servers for one implementation decided it was not going to start its Audio/Video Authentication and Audio/Video Edge service!

Looking at the event viewer, the following two Event IDs were raised: 19008 and 19005. Specifically: 19008: Private key for server certificate not found by the LS A/V Authentication service or the service does not have sufficient permissions to access the certificate.

After verifying the private key permissions are set correctly (NETWORK SERVICE: Read, etc) in the Certificate MMC snap-in, I checked to see what the certs looked like in PowerShell

PS Cert:\LocalMachine\My\> dir .\ 5E670E493E5EBAACC5B26E219ACA8A629F9485D4 | fl 

HasPrivateKey  : True
PrivateKey     :
PublicKey      : System.Security.Cryptography.X509Certificates.PublicKey

Notice that there is no PrivateKey provider defined here, which means the cert broke somehow! Strange, as in this environment there were two Skype for Business edge servers, one worked perfectly, the other did not.

Anyways, the fix was to tear the certs apart, and put them back together as shown in this Merge certificate public and private key with OpenSSL TechNet article.

Specifically

    1. I got the OpenSSL binaries from: https://indy.fulgan.com/SSL
    2. I extracted the keys using the following commands: 
      openssl pkcs12 -in egdev1.pfx -nocerts -out private_key.pem -nodes
openssl pkcs12 -in egdev1.pfx -nokeys -out public_key.crt
    3. I merged the keys back together using the following command: 
      openssl pkcs12 -export -in public_key.crt -inkey private_key.pem -out lync_edge_merged.pfx

After certificate import, and applying it to the services, I checked to see what the certs looked like in PowerShell

PS Cert:\LocalMachine\My\> dir .\ 5E670E493E5EBAACC5B26E219ACA8A629F9485D4 | fl 

HasPrivateKey  : True
PrivateKey     : System.Security.Cryptography.RSACryptoServiceProvider
PublicKey      : System.Security.Cryptography.X509Certificates.PublicKey

Notice that there is now a PrivateKey provider defined here, and the two Audio/Video Authentication and Audio/Video Edge services started up just perfectly!