Browser Revocation Behavior Needs Improvement

Today the best behaving client for revocation behavior is that of Windows, in the case of browsers that means IE and Chrome.

With that said it has a very fundamental problem, if it reaches a CA’s OCSP responder and it provides an authoritative “that’s not mine” (aka Unknown) clients built on this platform treat the certificate as good.

You got that right; it treats a certificate that is clearly invalid as good! This unfortunately is a common behavior that all the browsers implement today.

The other browsers are even worse, Firefox for example:

  1. Do not  maintain a cache across sessions – This is akin of your browser downloading the same image every time you opened a new browser session instead of relying on a cached copy.
  2. Does OCSP requests over POST vs. GET – This prevents OCSP responders from practically utilizing CDN technology or cost-effectively doing geographic distribution of responders
  3. Do not support OCSP stapling – IE has supported this since 2008, Firefox even paid OpenSSL to add support around the same time but they have yet to get support in themselves.

These each seem like fairly small items but when you look at all these issues as a whole they significantly contribute the reality we face today – Revocation Checking isn’t working.

There are other problems as well, for example:

In some cases browsers do support GET as a means to do a OCSP request but if they receive a “stale” or “expired” response from an intermediary cache (such as a corporate proxy server) they do not retry the request bypassing the proxy.

All browsers today do synchronous revocation checking, imagine if your browser only downloaded one image at a time in series; that’s in-essence what the browsers are doing today.

These and other client behaviors contribute to reliability and performance problems that are preventing Hard Revocation Checking from being deployed. These issues need to be addressed and the browser vendors need to start publishing metrics on what the failure rates are as well as under what conditions they fail so that any remaining issues on the responder side can be resolved.

 

OCSP Responder Performance Needs Improvement

Recently I set up a PingDom monitor to track the overall performance of the various OCSP responders out there, PingDom is limited to doing GETs and cannot parse the responses from the responders but it’s a fair mechanism to look at response time.

These tests run from a number of different global locations and are averaged together, the locations change but the same locations are used for each set of tests so again this seems fair.

I decided to use the Google logo as my control test, as it is about the same size as a larger OCSP response, after about a month of monitoring this is what I saw:

Test Avg. Response time
Google Logo (3972 bytes)

44 ms

GoDaddy OCSP

186 ms

GlobalSign OCSP

228 ms

Digicert OCSP

266 ms

Comodo OCSP

268 ms

TrustCenter OCSP

273 ms

TrustWave OCSP

315 ms

Startcom OCSP

364 ms

Entrust OCSP

371 ms

Geotrust OCSP

432 ms

VeriSign OCSP

510 ms

CyberTrust OCSP

604 ms

Certum OCSP

776 ms

As you can see the fastest responder is over four times slower than the Google logo, far from acceptable.

When looking at the individual responses and their responses this is what I saw:

  • Very few responders are using CDNs, AnyCast or other techniques to globally distribute responses.
  • Only a handful of responders have multiple DNS entries for failover scenarios.
  • Quite a few responders are not following the HTTP caching header requirements in RFC 5019.
  • Most responders are not sending CA signed responses which reduce the response size significantly (down to 471 bytes), in my opinion a OCSP responder should do this for all pre-produced responses.
  • Some responders are returning Unknown for out of scope responses, this really isn’t safe for unauthenticated requests as it exposes the responder to resource consumption denial of service for against the signing keys.
  • Response freshness ranges from 6 hours to 14 days, I am quite sure the six hour responses are failing for a very large % of the internet community due to time skew; 4 days appear to be optimum.

These are all fairly easy things to address and I believe it’s reasonable for responders to get down to response times that are consistent with the control test above.

How to do OCSP requests using OpenSSL and CURL

 

It pretty easy, the OpenSSL and CURL manuals make it fairly easy but I thought I would put it all here in a single post for you.

First in these examples I used the certificates from the http://www.globalsign.com site, I saved the www certificate to globalsignssl.crt and its issuer to globalsignssl.crt.

Next you will find a series of commands used to generate both POSTs and GETs for OCSP:

1. Create a OCSP request to work with, this also will produce a POST to the OCSP responder

openssl ocsp -noverify -no_nonce -respout ocspglobalsignca.resp -reqout ocspglobalsignca.req -issuer globalsigng2.cer -cert globalsign.com.cer -url "http://ocsp2.globalsign.com/gsextendvalg2" -header "HOST" "ocsp2.globalsign.com" -text

2. Base64 encode the DER encoded OCSP request

openssl enc -in ocspglobalsignca.req -out ocspglobalsignca.req.b64 -a

3. URL Encode the Base64 blob after removing any line breaks (see: http://meyerweb.com/eric/tools/dencoder/ for a decoder)

4. Copy the Base64 into the URL you will use in your GET

http://ocsp2.globalsign.com/gsextendvalg2/{URL encoded Base64 Here}

5. Do your GET:

curl --verbose --url http://ocsp2.globalsign.com/gsextendvalg2/MFMwUTBPME0wSzAJBgUrDgMCGgUABBSgcg6ganxiAlTyqPWd0nuk87cvpAQUsLBK%2FRx1KPgcYaoT9vrBkD1rFqMCEhEhD0Xjo%2FV7lgq3ziGoWG69rA%3D%3D

 

If you like you can also re-play the request that was generated with OpenSSL as a POST:

curl --verbose --data-binary  @ocspglobalsignca.req -H "Content-Type:application/ocsp-request" --url http://ocsp2.globalsign.com/gsextendvalg2

Hard revocation checking and why it’s not here yet.

If you follow discussions around x.509 and SSL you have likely heard that “Revocation Checking is Broken”, you might even hear it will never work therefore we should start over with a technology that isn’t dependent on this concept.

There are some merits to these arguments but I don’t agree with the conclusion, I thought I would summarize what the problems are in this post.

Fundamentally the largest problem is that, as-deployed, all x.509 revocation technologies introduce a communication with a third-party (the Certificate Authority).

This isn’t necessarily a deal breaker but it does have consequences, for example in the case of SSL:

  1. It can slow down the user’s experience.
  2. It introduces a new point of failure in a transaction.

These issues can be mitigated through intelligent deployments and engineering but unfortunately this really has not happened, as a result Browsers have implemented what is called “Soft-fail revocation checking”.

With soft-fail revocation checking browsers ignore all conditions other than an authoritative “revoked” message, in the case of OCSP that means if they reach the responder and it says “I don’t know the status” or if it fails to reach the responder it assumes it is “good”.

This behavior is of course fundamentally flawed, the Browsers say they have no choice (I disagree with this conclusion but that’s a topic for another post) other than to behave this way, but why?

The rational is as follows:

  1. Revocation repositories are not reliable.
  2. Revocation repositories are slow.
  3. Revocation repositories are not always available (captive portals).
  4. Revocation messages are too large to be returned in time.
  5. There are too many revocation messages to be returned in time.

These are all legitimate concerns, ones that are unfortunately as true today as they were almost a decade ago.

They are not however insurmountable and I think it’s time we as an industry did something about it.

Using OpenSSL to create a test Qualified Subordination PKI hierarchy

The other day posted about “Least Privilege and Subordinate Certificate Authorities”, this post talked about how you can delegate only a limited set of rights to a subordinate CA. I thought you might find a set of configuration files and batch files I put together to test these scenarios useful, here you go.

I threw this together on a Windows machine that had the Shinning Light OpenSSL distribution on it, it has several batch files:

  • CleanPKI.bat – Remove all generated content
  • MakePKI.bat – Make a new PKI

Then there is the OpenSSL configuration files, most of this is straight forward but for the stuff that is not check out the OpenSSL documentation.

Least Privilege and Subordinate Certificate Authorities

One of the most fundamental design principals when designing a secure system is that of least privilege, in the case of CAs one scenario where this can be applied is the subordination of another CA.

The application of this concept in this scenario is referred to as qualified subordination,  it was first formalized in the IETF standards for X.509 in 1999 in RFC 2459 through the introduction of the Basic Constraints, (see section 4.2.1.10), Name Constraints (see section 4.2.1.11) and Policy Constraints (see section 4.2.1.11).

Unfortunately broad product support did not begin to emerge until the RFC 3280 was released in 2002.

The development and deployment of these concepts was primarily driven by the US Federal Government’s deployment of PKI as a foundational technology for their security infrastructure. One of the many benefits of the government adopting these concepts was that NIST published a robust Test Suite to validate conformance with their interpretations of RFC 3280 which included extensive coverage of Qualified Subordination.

When these concepts are used together a Root CA is able to delegate the right to issue certificates to another CA while restricting them from creating other CAs or issuing certificates for names they are not authoritative for.

The Federal Bridge made extensive use of these concepts; they were able to do so through the mandate to use software that met the published guidelines. Adoption on the Internet however took much longer given the historically slow adoption rates for browsers, that gladly has changed and there is now sufficient browser support to deploy these restrictions.

In addition Microsoft introduced another mechanism to restrict the scope in which a CA is trusted for, they did this by treating the Extended Key Usage (see section 4.2.1.13) extension as a means to delegate only certain issuance capabilities to a Certificate Authority.

It accomplishes this by using the same logic specified in RFC 3280 for Certificate Policies (see section  4.2.1.5), more specifically it assumes when an issuer lists an Extended Key Usage (such as the one for S/MIME encryption) in a CA certificate that its issuer intended to restrict the usage of that CA to the EKUs present in the certificate. A simplified version of this logic was also adopted by OpenSSL for SSL certificates.

Given the Microsoft behavior is more restrictive than the behavior specified in RFC 3280 it does not break applications that do not support it and allows a CA to restrict behavior even further for clients that use the Windows certificate validation logic (nearly 70% of the deployed browsers today).

 

Client Compatibility

Most browsers and email clients support these concepts, however unfortunately not all of them support Name Constraints.

Despite that that they all do support honoring the RFC 3280 behavior for critical extensions (see section 4.2), which states:

A certificate using system MUST reject the certificate if it encounters a critical extension it does not recognize

This means by marking the Name Constraints extension Critical those implementations that do not support the concept will “fail-closed”.  This means it can be used as an effective way to technically enforce that CAs are not trusted for names they are not authoritative for, it also means that there will be cases where they may be authoritative but clients cant trust the certificates they issue.

This issue can be addressed by not marking the extension Critical, when this is done the clients that understand Name Constraints will continue to honor the policies expressed in it and those that do not will simply ignore the extension.

This is of course a trade-off of security in exchange for compatibility, with that said one with far more positive trade-offs than negative ones.

Specifically this approach means users of clients that do not support the extension are no-worse off than they are without its use and those with support get the additional protection from cases where a subordinate CA has been compromised or is willfully issuing certificates that it is not authoritative for.

With that said, support for Name Constraints is actually quite good as the following table illustrates.

 

Honor Criticality Support Basic Constraints Supports DNS Name Constraints Supports RFC 822 Name Constraints Supports Policy Constraints Supports constrained EKU Successfully enforces
IE [1] Yes Yes Yes N/A Yes Yes Yes (Open)
Outlook [1] Yes Yes Yes Yes Yes Yes Yes (Open)
Firefox [1] Yes Yes Yes Yes Yes No Yes (Open)
Thunderbird [1] Yes Yes Yes Yes Yes Yes Yes (Open)
Opera [1] Yes Yes No[2] No[2] No[2] Yes (SSL only) [3] Yes (Closed)
Windows / Safari [1] Yes Yes Yes Yes Yes Yes Yes (Open)
OSX / Safari[4] Yes Yes No[5] No[5] No[5] No Yes (Closed)

 

What this table shows is:

  1. It is possible to rely on the Name Constraints extension as an effective enforcement technique if the extension is marked as critical.
  2. It is possible to rely on the Basic Constraints extension as an effective enforcement technique.
  3. In the case of Safari and Opera that this success is due to these browsers support of honoring the semantics for critical extensions vs. understanding the Name Constraints extension.

For customers this means if you must interoperate with Opera or Safari (yes even on iPad and iPhone) the use of a certificate with a “Critical” “Name Constraints extension” in it will result in the certificate chain looking invalid.

Thankfully according to StatCounter these represent less than 6% of all browsers on the Internet and antidotal evidence shows almost no use in the enterprise.

With that said most environments business requirements will not allow them to fail even for such a small number, in these environments deploying Name Constraints as a non-critical extension will be required, not 100% of the security benefits are realized with this approach but it does significantly reduce the risk.

In such cases it is recommended that once the remaining legacy clients that do not support Name Constraints have been replaced with more recent versions that do the CAs be re-issued with the extension marked as critical.

 


[1] Tests on Windows were completed with Windows 7, IE 9.0, Outlook 2007, Safari 5.05, Opera 11.61, Firefox/Thunderbird 10.0.2.

[2] OpenSSL supports name constraints for both name forms as well as policy constraints, Opera has chosen not to enable thee capabilities until demand was present. This work was done in OpenSSL in 2008 as part of a contract to Google.

[3] Opera uses OpenSSL which supports restricting a CA from issuing valid SSL server certificates if it’s parent did not place the SSL EKU  in it’s certificate.

[4] Tests on OSX were completed with Lion and Safari 5.05

[5] Safari on the Mac uses the PKITS tests so they are aware of the deficiency in their validation logic, they have not publically stated they will support them but we expect support in the future.

 

Server Compatibility

If you have server that accepts or validates client certificates you will also care about their support for validating certificates that have these constraints.

Each environment is a little different and the number of server choices one sees in these cases feels limitless at times, as such we are only able to provide more abstract guidance here.

In the case of Windows servers such as IIS the important factor is what version of Windows you are running on as the support for PKI is built into the Windows platform. Applications are most commonly built on this platform when they are designed for Windows and is always the case for Microsoft applications.

The concepts discussed here were all supported since Windows 2003, though there were significant improvements in the 2008 release.

The net of the above is that if your server platform is built on this API you gain support for these concepts, on other platforms it of course depends on which libraries they chose to use for support for certificate validation.

 

SSL/TLS Deployment Best Practices

SSL/TLS seems simple, you go to a CA to prove who you are they give you a credential, you install it on your server, turn on SSL and then you are done.

Unfortunately there is more to it than that, I recently had an opportunity to contribute to a Best Practices Guide (PDF)  that aims to provide clear and concise intructions to help administrators understand how to people deploy it securely.

The intention is to work on an advanced version of this document in the future that covers more details and advanced topics as well (think OCSP Stapling, SPDY, etc).

I hope you find it useful.

Leaving Microsoft, My Goodbye Letter

Here is my goodbye letter to all of the amazing people I worked with over the last decade:

It was December 2001 when I came back to Microsoft. I joined the team chartered to build security technologies into Windows; I could think of nowhere else I wanted to be. After all, what other technology company in the world had the opportunity to positively impact the security of so many?

In my time here I have had the honor of working with some of the best and brightest our industry has to offer, working on some of the largest and most ambitious software engineering challenges in the world.

I have had the opportunity to work on platforms for cryptography, public key infrastructure, smart cards, biometrics, network authentication and policy, network isolation, cloud authentication, document signing, code signing, secure boot, volume encryption, enthusiast user experience, helped secure the advertising platform and so much more.

All the while I had the honor (and responsibility) of representing Microsoft in standards forums, working closely with industry partners and leaders to deliver the technology that has laid the groundwork for the consumerization of IT we are experiencing today.

My time here has taught me more than I ever thought it would; as much as the experiences themselves made me better, my greatest lessons came from you. Sometimes these lessons were a result of the folks I worked with respectfully helping me grow, but in many cases they came from simply watching how easy you all make the stuff we do look.

For these lessons I want to thank you.

Ten years later, a new set of challenges are emerging; Certificate Authorities are being forced to re-evaluate how they do business as a result of Advanced Persistent Threats and emerging technologies changing the way trust is communicated on the Internet. These challenges, of course, also represent an opportunity.

As such, I have accepted a position with GlobalSign as their Chief Technology Officer, where I have an opportunity to re-think what it means to be a trusted third-party. My last day will be January 20th.

Please keep up the good work and don’t be a stranger,

– Ryan Hurst
rmh (at) unmitigatedrisk.com
http://unmitigatedrisk.com/
@rmhrisk on Twitter

How to clear the CryptNet cache in Windows 7

OK, so this is going to be geeky and I wouldn’t normally post stuff like this to my Facebook page but for various reasons I can’t post to my blog right now and I want to capture this somewhere.

So in Windows there are several services related to the cryptography, certificates and smartcards; services are able to perform actions for the user and system in the background and enable application developers to do things in a least-privileged way.

One of the core services in these scenarios is the “Cryptographic Services” service; it does a bunch of things including the wire retrievals for CryptoAPI.

Specifically it is the worker for CryptRetrieveObjectByUrl which is used by Windows and other applications to gather evidence necessary to validate certificates, such evidence includes intermediate certificates, CRLs, OCSP responses and a file called commonly referred to as the Windows Certificate Trust List.

This API (at least in Windows 7) maintains a single cache for the whole system of the objects it has downloaded.

These files are kept in a hidden system folder called CryptNetUrlCache, in some cases you may want to test a scenario without relying on the cache, to do that you must flush the cache. The easiest way to do that is to open an administrative command prompt and run the following commands:

cd %WINDIR%\ServiceProfiles\LocalService\AppData\LocalLow\Microsoft\CryptNetUrlCache

attrib .\Content\*.* -s

del .\Content\*.*

attrib .\MetaData\*.* -s

del .\MetaData\*.*

 

%WINDIR%\SysWOW64\config\systemprofile\AppData\LocalLow\Microsoft\CryptnetUrlCache

attrib .\Content\*.* -s

del .\Content\*.*

attrib .\MetaData\*.* -s

del .\MetaData\*.*
%WINDIR%\System32\config\systemprofile\AppData\LocalLow\Microsoft\CryptnetUrlCache

attrib .\Content\*.* -s

del .\Content\*.*

attrib .\MetaData\*.* -s

del .\MetaData\*.*
%WINDIR%\ServiceProfiles\NetworkService\AppData\LocalLow\Microsoft\CryptnetUrlCache

attrib .\Content\*.* -s

del .\Content\*.*

attrib .\MetaData\*.* -s

del .\MetaData\*.*

 

Alternatively you can call this command:

certutil -URLcache * delete

 

No reboot is necessary, next time a component calls the CryptRetrieveObjectByUrl API it will not be able to satisfy that request with the cached data and will be forced to go on the wire.

One of the functions the service offers is the Automatic Update of the root store, a way to validate the cache is not being used is to:

  1. Remove all “Trusted Third Party CertificateAuthorities” from the Computer Account’s store using the Certificate Managementconsole.
  2. Clear the cache as described above
  3. Visit https://www.godaddy.com
  4. in IE
  5. Open Even Viewer\Application
  6. Sort on “Event ID”, find the 4097

Since every time a root is added a new event log entry is created you will see something that says “Successful auto update of third-party root certificate” in the event log, you will also see a few files in the above directories you previously cleared.

This all tells you that new wire retrieval took place and that the cache was not used.

You can of course also use tools like Reg/FileMon as well as Network Monitors to infer much of the same.

 

Hope this helps someone someday,

Ryan