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Free Software – SharePoint Kerberos Buddy – Detect And Repair Kerberos Issues

The next best thing to a SharePoint security consultant! Kind of.

Kerberos authentication with SharePoint, and some of the middle-tier issues it presents (particularly when examining orthodox double-hope scenarios) can become both arduous, and frankly redundant to fix. A lot of the time it is typical that a SharePoint consultant is presented with a remediation project where the Kerberos environment is malformed, and the specific issue can be attributed to a wide variety of components, on different machines with different roles etc. As such, it makes sense to provide some level of automation for the detection of such misconfiguration since the actions taken for detection are pretty rhythmic. Since Kerberos is a pretty black-and-white technology (either works or it doesn’t!), pushing recommendations for a fix based on a large set of data capture from all subscribed tiers is pretty feasible. Obviously not going to be 100% since environments are also particular, but it can be pretty close and still give relevant, useful advice.

In itself the data capture presents a fundamental issue, since the machines that are involved in a SharePoint/Kerberos mixed-tier environment can potentially be exclusive (meaning, not on the same box so flowing authentication through), delegation problems can arise on four (this can be a lot more, but from a bare-bones BI environment perspective with full break-out of roles) main tiers: the client, the SharePoint WFE, the SSRS machine (obviously when not in integrated mode), and the SSAS machine. The latter two of these becoming vital when implementing a business intelligence solution where PowerPivot and PerformancePoint are relevant issues to consider and certain services like SSAS are off-loaded. Considering account break-out to isolate services to particular identities, the delegation scheme becomes even more complex. So there are a lot of things to consider, and a lot of things that can go wrong. Therefore all tiers have to be considered and data provided from each:

After examining what I feel is a reasonable breadth of Kerberos issues over the past few years there are a lot of common things that can be automatically checked, and solution advice automatically written that help to solve those issues. Some of these are as small as tolerated machine time differences and others as complex as port checks for clustered or balanced SSAS instances in SharePoint/BI environment. For example, consider 20 of the things that the tool will automatically check:

  1. Client Internet Explorer Settings
  2. Client Delegations
  3. Machine Time Differentiation Between Tiers
  4. Proper Domain Trusts
  5. OLE DB Provider (SSRS, SSAS) Types And Versions
  6. Required Data Warehouse Instance 
  7. Provider Versioning Checks
  8. Malformed Provider Strings
  9. HTTP Host Name Checks
  10. IP Address Conflicts
  11. Duplicate SPN’s
  12. Malformed SPN’s (Both Those That Are Causing Errors As Well As Unnecessary Ones)
  13. SharePoint Application Pool Account Delegation
  14. Authentication Provider Types
  15. Configuration Files (SSRS, SSAS, SharePoint)
  16. Connection String Verification
  17. Named Instance Pre-Req’s
  18. SQL Browser Settings
  19. Cluster/Port Resolution
  20. Kerberos.dll Bug-Fix Existence

So, it’s pretty robust as that is just a subset of the checks, there are others that I am forgetting. I am sure I will be adding onto it at a later time as well.

When you first open the tool, you will be presented with the primary analysis screen that will offer very little enabled controls. However notice the fine icon use that is sorta relevant to the word Kerberos, but I think it’s actually just three dogs looking different directions. A majority of the interface buttons will be not enabled since no analysis files are present yet, firstly the tool must be run on all relevant tiers within the environment.

SharePoint Kerberos Main Form

Holistic analysis cannot occur unless properly formatted *.sharepointkerberos files (nothing fancy about the file type just the name I choose when going between a BinaryFormatter) have been generated on all tiers, as you will see shortly when present these files will enable the Analyze option in the primary analysis form. 

Firstly, you will select which role that the machine you are running the SharePoint Kerberos Buddy on (it is possible to run remotely, but it introduces a bunch of possible problems that are not handled currently within the tool) is targeting, either the Client, SharePoint WFE, stand-alone SSRS, or SSAS role. This is accomplished by selecting the Configure Profiling button at the top of the application which will display a new setup screen to adjust role targetting. Once this button is selected, you will be presented with the Kerberos Delegated Environment Role Selection screen:

For the Client option, no further information is required however do not run the tool on the SharePoint WFE *as the client test*. Meaning, collect the data for the client analysis results on a domain authenticated (the tool will tell you if it detects it is running under a local account) client machine that is used to access SharePoint during normal business operations. Kerberos testing for the delegated machine will heavily skew the results if collected on the SharePoint machine. Once the IE Client option is selected, simply selecte the Initialize button. This will close the current configuration form and enable the Client Results button on the main form.

Selecting the Client Results button will display the collated, formatted result in a seperate form:

For the SharePoint tier, a URL must be provided. Best case scenario your most commonly accessed URL is also the default path in your SharePoint AAM settings, and this is the one you should use in this instance. The application doesn’t really dig it when the AAM settings are all over the map. Since your SPN registration will follow certain service protocols based on the bindings you configured for SharePoint, this has to coordinate to the appropriate URL. Select the Configure Profiling option and enter the URL in the SharePoint URL box:

Click the  Intialize  button and then the SharePoint Results button will become enabled. Then you can view the holistic results in the common informational display form:

For a Stand-Alone SSRS instance, the selection will be provided for you and the SSAS settings for how Kerberos functions require a well-formed data source connection string. Once the role is selected and the prerequisite information is populated, simply click the Initialize button.

At this point, I would imagine that someone is wondering what the hell is the Initialize button is actually doing. All it is doing is generating files that you will have to bring over into one, cohesive Analysis directory:

These files also sponsor the pooling of information from the ad-hoc result button clicks. For example final warehouse analysis provides the following information that gathers the required information from the aforementioned:

Once the data capture is initialized, a series of prompts will be visible while the SharePoint Kerberos Buddy is collecting information from both custom routines in itself as well as using a bunch of applications that are distributed natively with the OS and associated server platforms. This information is written to standard output for information purposes, however importantly is dumped into the Analysis directory located in the program installation folder.

These files are the information required for final analysis to occur, and why the Analyze button in the applications primary interface is not available until all requisite files are present.

The file types that are created are pretty standard, the important ones are built as custom file type *.sharepointkerberos. Complete analysis might not be required depending on whether the exact error is caught beforehand by examining the ad-hoc output from the tool, which may or may not point to your direct error, usually it won’t.

After the tool is run, the MSFT reference articles will be pooled and a list of the potential errors (both information, warnings and operation blocking errors) will be written out. These errors will have both a suggested resolution as well as the link to the MSDN/TechNet support site which verifies that this is indeed a practical action to take. I really wanted to make the hyperlinks clickable, but I forgot the whole time I was using a TextBox control instead of a RichTextBox, that will probably be the first thing I change around.

If you want to read more about why you are experiencing the error or the brief resolution path I am suggesting through the tool isn’t enough, just follow the MSDN link! The tool is available on the following CodePlex site:




  1. Brad Saide says:


    Nice tool Adam. I’ve Certainly hit a lot of these issues over the last few years but having a tool to automate the testing will streamline the process to a great deal.

    Part of the problem seems to be the fact that it normally just works – I’ve met dom admins who have heard about kerberos and in the same breath say something like “That came out with 2008 server, right?” or “Ah, we’re running 2000 Native so we only support NTLM”. Makes me laugh…

  2. Cornelius J. van Dyk says:

    Awesome tool Adam! You rock dude!


  3. Steven Johnson says:

    There’s no download available from the codeplex site??

  4. adam says:

    I had just done the check-in, forgot to do the setup project. An MSI has been built and put up as a new release on the codeplex site.

    Sorry for the confusion!

  5. Mike Henthorn says:

    Adam, Very nice tool, just to alert you, myabe its me, but. Trying to use this tool and my desktop IE has been upgraded to IE 9. I get an error if i try and run this from my windows 7 PC with IE 9. It works on the servers with IE 8/7 no problem.


  6. Robi says:

    Hi Adam,

    One quick question. I tried to use this tool in my test environment and I just can’t get SPN in the SharePoint Analysis results. Would you have any ideas what I’m missing?

    Thank you!

  7. Chad says:

    Well, this doesn’t seem to work with an environment with integrated SSRS (i.e. SSRS 2012+) on SP2010.


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