Palo Alto VPN (GlobalProtect)
Part 2 – Certificates

Certificates

In my previous post I covered recovering a downed CA, cause it will be needed for this section of the GlobalProtect tutorial.

Step 1) Importing the CA Certs

We need to add all the CA certs that are involved in completing the chain, so this includes, the Offline-Root-Ca, as well as the Sub Ca.

Adding the Sub CA cert:

Device -> Certs -> Import -> Base64 cer file

Step 2) Generating a CSR

Generate a a Sub CA Key for the PA to handle the Gateway certs, afterwards generate a Gateway certificate as well.

Click generate:

Click Generate

export the CSR, for some reason the latest Chrome causes a constant refresh, argggg had to export the CSR via IE, gross….

Navigate to your CA’s signing Web page (the Sub CA in this case), open the CSR in notepad and paste the results, and select Sub CA for the template:

Then save as Base64 type cert, and import back into the PA firewall, if successful will look like this:

Also import Offline-root-ca cert to complete the chain

Step 3) Certificate Profiles

Alright time for Certificate Profiles

Add all the Certs

Step 4) SSL/TLS Profiles

Create a SSL/TLS Profile:

Name it whatever, pick TLS 1.2 as min and max, and select the PA Sub CA we created earlier.

Step 5) Create User Certificate

Step 5.1) Create Template on CA

Then under Cert Templates, right click it, and duplicate

5 Years, i don’t like doing this often

Signature and encryption, check off include symmetric allowed by subject, min key size of 2048 and key is exportable

Along with the default, check off MS RSA and AES, and RSA SChannel

Subject Name, Supply in the Request, it will complain about the security risk, accept them. (Normally you’d create the certificates at the client machines, but in this case I am doint it the “wrong way” by having a global user certificate)

Click Apply.

If you require additional permissions apply them now, by default domain admins have full control, and domain users have enroll rights.

Step 5.2) Generate User CSR

With the Template configured, lets create the User Cert for the VPN, in this case we generate the CSR on the PA, but since we made the key exportable, we can export the certificate with key to be installed on the end device (instead of the CSR being generated on the device and then signed, and the public key being installed on the portal, which is the right way… hopefully I can get that, but the toughest part is generating certificates on phones, have to learn each devices OS on how to do it)

On the PA Device, Certs, Generate

*NOTE* I noticed that with the latest Chrome that when you attempt to export any certificate it just seems to refresh the page, sadly the only work around I have is to use IE… Ugh….

Open the CSR in Notepad, navigate to your Sub CA’s certificate signing page, sign the certificate.

*Secrete enable remote management on IIS Core*

lol, I was wondering why i couldn’t see my Template in the web interface, so I looked up my own very old blog post (3rd one I believe) and I realized I forgot to publish it, like I did the Authentication Session Template. Durrrr, then it kept complaining about https for cert destro (makes sense) but since I had a core subca, I couldn’t connect to the IIS remotely, then I found this, saved my bacon, and followed this to enable HTTPS, Then finally…

then Import it on to the Firewall,

it should look like this

In the next section I’ll cover configuring the Portal and Gateway settings. 😀

Resolving a down CA

Downed CA!

First off I wanted to address that this wasn’t the intended post of today, this was suppose to be part 2 of the Global Protect post, which is the second dependency; Certificates. However I recently had to get a new cert at work, and discovered this same issue as I had deployed my CA following a decent blog tutorial online by StealthPuppy, and sure enough the same sight provides a follow up on how to fix a mistake made, we all make them and these are great opportunities to learn, so lets get learning!

So you might happen to open up the Certificate Authority Snap and point it to your CA server, to find this…. it’s shutdown….

Fear not StealthPuppy has given us some helpful tips to resolve this!

The Issue

You might find your certificate authority, in this case, a subordinate certificate authority that is not started, perhaps after a server reboot. Attempting to start the CA, results in this message:

The revocation function was unable to check revocation because the revocation server was offline.
0x80092013 (-2146885613 CRYPT_E_REVOCATION_OFFLINE)

Which looks like this:

In the Application log on the subordinate CA, I can see event id 100 from source CertificationAuthority:

Active Directory Certificate Services did not start: Could not load or verify the current CA certificate. stealthpuppy Issuing CA The revocation function was unable to check revocation because the revocation server was offline. 0x80092013 (-2146885613 CRYPT_E_REVOCATION_OFFLINE).

As well as, event id 48 from the same source, CertificationAuthority:

Revocation status for a certificate in the chain for CA certificate 0 for stealthpuppy Issuing CA could not be verified because a server is currently unavailable. The revocation function was unable to check revocation because the revocation server was offline. 0x80092013 (-2146885613 CRYPT_E_REVOCATION_OFFLINE).

Certificate 0 is the subordinate CA’s certificate, issued by the offline Root CA.

I bypassed this portion of the blog as I didn’t want to have pictures of before the next required step soooo….

The Workaround

Of course, you probably want to get the CA up and running as quickly as possible. The easy way to do that is to disable CRL checking with the following command on the CA server:

certutil –setreg ca\CRLFlags +CRLF_REVCHECK_IGNORE_OFFLINE

Run this from an elevated command prompt and you should now be able to start the CA and get on with the business of troubleshooting.

Perfect, now lets fix this!

The Cause

My CRL was online as it is available in Active Directory (for domain joined machines) and via HTTP at subca.zewwy.ca, an alias of the subordinate CA. I’ve tested that I can retrieve the CRL by putting the HTTP path into a browser and I’m prompted to download a file.

Through having spent some time recently with setting up an Enterprise PKI in my lab and for a project, I’ve come to know the command line tool certutil.exe. This tool is available in all versions of Windows and should be the first tool to use to troubleshoot and manage certificates and certificate authorities on Windows.

Certutil can be used to perform many functions, one of which is to verify a CRL. I know the path to the CRL file because I can view the CRLs on the file system (in C:\Windows\System32\certsrv\CertEnroll) and I’ve previously configured CRLs for both CAs.

To verify the CRL, use the -URL switch with the HTTP (or LDAP) path to the CRL:

certutil -URL "http://subca.zewwy.ca/CertEnroll/OFFLINE-ROOT-CA.crl"

This will display the URL Retrieval Tool that shows that the CRLs are able to be contacted and show a status of OK.

*NOTE* I discovered this works directly on the Windows Core Server, if you happened to be running Core (I do as I love optimization, specially when you have to work in lab environments). Except as you might have noticed from the screenshot, the radio buttons are all messed (wonder what library handles that, that wasn’t in core…)

However, if we load a target certificate, in this case, the subordinate CA’s cert, we can start to see why we have an issue with the CRL.

Select the certificate for the subordinate CA that has been previously exported to the file system (in C:\Windows\System32\certsrv\CertEnroll) – click Select, open the certificate and click Retrieve again. This time, we can see a new line that shows that the base CRL for the subordinate CA’s certificate is Expired. (Unfortunetly I had to simply use his source images as in my case I had to also correct my CDP locations on my sign Sub CA Certificate as I had mentioned in my initial Setup Offline Root CA blog post, but I guess I didn’t do it in my lab, so I sort of had to fix to birds with one stone, the CPD locations in my cert by reissuing that, and the offline root ca CRL file, so my additional steps were a bit beyond these exact steps, I also didn’t take snapshots as I wanted to get back on pace with my blog post)

The CRL for the subordinate CA’s certificate will come from the root CA, so we’ll need to check that CRL. Open the CRL file (C:\windows\system32\certsrv\CertEnroll\stealthpuppy Offline Root CA.crl) – double-click or right-click and Open. Here we can see the CRL information, including the next publishing time (Next CRL Publish).

At the time of troubleshooting, this date was in the past and because the Root CA is offline and the CRL is hosted on a different server (the subordinate CA), this particular CRL will never receive an update. So, when the subordinate CA has rebooted, it has checked the Root CA’s CRL and found it expired. Hence the certification authority service won’t start.

How To Fix It

Now we know why the certification authority service won’t start and an understanding of why the CRL is offline, even if the wording doesn’t match the symptoms. If the error message had told me the CRL had expired instead of being offline, I might have saved some troubleshooting time. We now know that we need to re-publish the CRL from the Root CA.

Start the offline Root CA, log into it and open the Certification Authority console. We will first want to ensure that the CRL publication interval is extended so that we don’t run into the same problem in the near future. Open the properties of the Revoked Certificates node to view and set the publication interval. The default interval is 1 week, obviously too often for an offline Root CA.

Instead, set this value to something suitable for the environment you have installed the CA into. Remember that you’ll need to boot the Root CA and publish a new CRL before the end of this interval, otherwise, you’ll have exactly the same issue.

Now publish a new CRL – right-click the Revoked Certificates node and click All Tasks /Publish.

Copy the updated CRL (from C:\Windows\System32\certsrv\CertEnroll by default) from the Root CA to the CRL distribution point and overwrite the existing CRL file (C:\Windows\System32\certsrv\CertEnroll again on my subordinate CA).

Now if we again use certutil.exe to verify the CRL, it comes up roses:

To ensure that the subordinate CA’s certification authority service will start, re-enable CRL checking:

certutil –setreg ca\CRLFlags -CRLF_REVCHECK_IGNORE_OFFLINE

If you have re-published the CRL from the Root CA correctly, the service should start and you can then shut down the Root CA. Then open Outlook and put a reminder in the calendar for a week before the CRL expires again.

Conclusion

I’ve had this issue with an Offline CRL a few times now and not really understood what the issue is until I took the time to troubleshoot the issue properly. I don’t spend that much time with an enterprise PKI and it’s easy to underestimate the complexity of setting up AD Certificate Services correctly.

SSH Banners

I love SSH… like I really love it. It is pretty surprising that Windows only first had the ability to naively ssh only in the recent Windows 10 1803 build. That’s pretty sad. Just teste don my 1803 build.. nope… well I know I have done it before… anyway teh point I wanted to get here was more about SSH servers.

Now normally allowing SSH in to a system basically enables an SSH services on that system, making it the SSH server. Then you usually utilize a workstation, like the computer you usually use to navigate websites, like this one, to connect to that server with a piece of software (with Windows that’s usually Putty)… if I can get that dang native ssh to work (shakes fist)… anyway…

When you enable this service it is pretty powerful, depending on how you configure it, and what application is running the service. There are plenty of flavors to choose from (this is pretty common with Linux and open source). This is usually a good thing cause each one is scoped for a certain target audience. In my case I wanted to bring some old life back to my old Asus Router. I’ve been running DDWRT on it for a long time, and utilizing the simple command line interface (embedded linux) on a decent lil system only working as an AP otherwise, is a fun lil place to use IRC. 🙂 Find me on #Freenode (#Windows-Server, VMware, Cisco, Skullspace, FreeNAS) .

Now I figured if I was going to use this again, why not have some fun and re-do my loggin banner. Now in this case there are two things to consider:

1) The Message of the Day (MOTD) – This displays as soon as a client connects before it asks for a username. In most cases this is a great place to place your unauthorized message. (In my case the MOTD was tied to a Read-Only FileSystem file, and I had no intentions of compiling my own build, so I decided to utilize the option to not display this).

2) The Login Banner – This message displays after you have specified a user name.

Now there can be many ways to customize your login banner, you may need to google the based on the SSH server you are using. In my case my router was utilizing dropbear lucky for me they have decent documentation.

In my case I simply had to create a simple text file pointing anywhere using the -b option: dropbear -b /somepath/banner.file

After I created my file I configured my startup script to point to my new banner file. Sure enough now when I log on I see this:

Boo yeah! Now that’s sweet.

BitLocker Can’t find the file

This was an interesting one, created a new Windows image to deploy recently. Then after deployment went to enable bitlocker and was prompted with the error “The system cannot not find the file specified”. Since this was new to new, what other than to do a web search to see if anyone else had experienced this, and sure enough, yup.

Short answer: rename REAgent.xml file (in C:\Windows\System32\Recovery) to REAgent.xml.old (or dlete it but I haven’t tested that).

and it worked, apparently….

“Sooooo, what we have found is that when we captured the image, since we had already opened the Bitlocker console (even though we hadn’t actually Bitlocked the unit), the REAgent.xml file (in C:\Windows\System32\Recovery) had been populated with the specific GUIDs for both WinreBCD and WinreLocation path.” – Borch25

I like borch, can’t wait for more.

Resetting Local Admin Password in Windows
Bypassing Windows Login

I’m getting ready soon to do a presentation on hacking my works laptops. I was giving the green light on a spare laptop we had purchased for corporate use. So in this case my test bed was a HP Folio 9470m, decent little guy for most basic office work. Like most places we run Windows, staying with the latest updates it was configured for Windows 10.

I won’t get into to much technical details as I’ll save that for the Long Con coming up this November. However, like most security and hacks there are many layers involved and the windows login just happens to be one of them.

Now I am already an admin on these systems, however I assume the role of a perpetrator and choose to find ways to break in as if I was not a current admin. This is where my mind got blown!

Alright, so the basic thing you need to break into windows is…. Windows! lol, well ok, you can actually pull this trick off with other… (Yup, just tested with lubuntu 17 against my Windows 7 imaged laptop)… OSes, but in this case we’ll stick with using your windows install media, as you likely already have this on hand in whatever form you may need it (CD/DVD, USB… or ughhhh unno whatever).

Once in the System32 Directory simply run the following:

move Utilman.exe Utilman.exe.bak

copy cmd.exe Utilman.exe

That is pretty much it, reboot. When you are prompted in login, press the Windows Key + U and marvel at how you get a elevated command prompt, then type lusrmgr in the command window to get the local users and groups windows and alter account, create accounts, change passwords to your hearts content.

Remember the bare minimum you need is any OS that can read NTFS (Usually for most Windows installations) and physical access to the system you are attempting to get into (given the boot options are not locked down by the UEFI/BIOS) which is the next layer I’ll talk about in my next blog post.

If you need a bit more “hold my hand” guidance in pulling this off here is a good source. This of course was using the Windows 7 installation media, against a Windows 7 machine, but the general concept of the trick, replacing UtilMan.exe with the cmd.exe can be done in many ways, then when the Windows image boots and you are at the login screen literally clicking the accessibility icon, or CTRL + U will open an elevated command prompt.

Util next time… Keep fit and have fun. 😛

*NOTE* this trick still works even with Core edition,

As stated by Tiji from here:

“Or in short (a little bit more simple):
– Boot From Recovery CD
– Press “F10″
– Type ‘copy D:\Windows\System32\cmd.exe D:\Windows\System32\utilman.exe” (replace driveletter)
– Reboot and press the utility manager symbol (Or press Windows Key + U)
– Type ‘net user Administrator *’
– Enter the password
Done”

I Spike You!

Ahhh the internet….

Publish my own personal mx record in hopes to get my own email going….
I decided to see why my email outbound wasn’t working (sigh even following Paul Cunningham’s post seems I’m missing something) seems all my out-bound based SMTP connections to external mail servers seems to be failing. According to my firewall (Palo Alto) The rule is allowing it out but the application shows incomplete… like it’s never establishing a connection. So from my previous posts, I use telnet to attempt a connection on external known IPs for SMTP mail server, and sure enough no connections can be established (I know I’ll eventually have to create a receive connector from outbound sources and create a security rule to allow email from outside in, but I wanted to tackle email going out first).

I decided to attempt the same port 25 connection to the new record I created (I have multiple internet connection to utilize to actually test connections from “outside” instead of having to rely on a loop back NAT rule or anything). to my dismay it showed failed to connect (I already expected this as I created a NAT rule but I never created a security rule to allow the connection). I decided to go to my Monitor tab to see if I could see the attempted connection, I indeed did see it. However what surprised me more was the failed attempts from others in the short time I created this record (considering I had the IP for a long time and pretty much all ports were blocked forever, I didn’t expect there to be much attempts) these were either crawlers or something else…. but guess who the every first was….

141.212.122.227
University of Michigan (AS36375)

Not once, but twice from two sequential IP addresses…. Mhmmm what are those Michigans up to?

185.35.62.150… unknown, someone remaining anonymous, Michigian Hookup? occurred 3 minutes after.

Then Hours Later….

107.170.227.216
Digital Ocean, Inc. (AS14061)

Not sure who they are, might have to check em out..

Couple hours later…

46.29.161.101…. Anonymous

I guess it only makes sense after Americans, and Anonymous it be nothing other than the Russians right…. To be fair I don’t actually known wtf thi sis lol, Japanese mixed with Russian or something pile of who knows what.

95.181.178.182
FOP ILIUSHENKO VOLODYMYR OLEXANDROVUCH (AS57311)

They are least tried three times in a row from same IP (Good thought idea, if it doesn’t work once, heck try again a couple times)

Then my attempt… pretty funny what you can hear if you just listen…

This isn’t actually I Spike You! Like from the old school GoldenEye movie, but this is what you’d actually do if you wanted to “Spike” someone online, this is my actual server I plan to use of course, but if I actually wanted to find out what people are up to I’d create a honeypot. Maybe now that I post this, they’ll think my mx record is a honeypot, but it’ll secretly become in use… sometime…. lol

Setup Subordinate CA (Part 3)

Intro

In this part we are going to:

Install the subordinate certificate authority
Request and approve a CA certificate from the offline root CA
Configure the subordinate CA for the CRL to work correctly

Required Permissions

You need to be a member of the Enterprise Admins group to complete these tasks.

Procedure

Installing Certificate Services

Just as with the offline Root CA, deploying Certificate Services on Windows Server 2012 R2 is simple, I stuck with PowerShell, view source blog for step-by-step GUI tutorial. Instal-ADCSCertificateAuthority?

Add-WindowsFeature -IncludeManagementTools -Name ADCS-Cert-Authority, `
ADCS-Web-Enrollment, Web-Default-Doc, Web-Dir-Browsing, Web-Http-Errors, `
Web-Static-Content, Web-Http-Redirect, Web-Http-Logging, Web-Log-Libraries, `
Web-Request-Monitor, Web-Http-Tracing, Web-Stat-Compression, Web-Filtering, `
Web-Windows-Auth, Web-ASP, Web-ISAPI-Ext

DNS

In the source guide he talk about creating a CNAME record, since he set his offline Root CA CRL to point to “clr.blah.domain” in my case I specified the direct hostname of the CA. Maybe he did this for obfuscation security reasons, I’m not sure, either way I skipped this since an A host record already exists for the path I entered in the CRL information for the offline root ca.

Configuring Certificate Services

After the Certificate Services roles are installed, start the configuration wizard from Server Manager – click the flag and yellow icon and click the Configure Active Directory Certificate Services… link.

My CA server is core thus no GUI, thus no direct Server Manager. Connect to a client system that has required network access to run Server Manager and point it to the CA server. In this case I’ll be using a Windows 10 client machine. Run Server Manager, and add CA server as Domain/Enterprise Admin account.

Then just like the source blog guide, you should notice a notification at the top right requiring post ADCS configuration deployment.

Use a proper admin account:

Click Next, then select CA and CA Web Enrollment.

Click Next, Configure this subordinate certificate authority as an Enterprise CA. The server is a member of a domain and an Enterprise CA allows more flexibility in certificate management, including supporting certificate auto enrollment with domain authentication.

Click Next, Configure this CA as a subordinate CA. After configuration, we will submit a CA certificate request to the offline root CA.

Click Next, Create a new private key for this CA as this is the first time we’re configuring it. Now I’m curious to see what CertUtil reports after this wizard and what the RSA directories on the CA will contain. They should contain the keys, right?!

Click Next, leave the defaults, again simply going to use RSA @ 2048 Key Length, with a SHA256 hash checksum. Should remain the standard for hopefully the next 10 years.

Click Next,

Click Next, because this is a subordinate CA, we’ll need to send a CA certificate request to the offline root CA. Save the request locally which will be used later to manually request and approve the certificate. This is saved to the root of C: by default. Again oddly the initial Common name is auto generated into the request name with no option to alter it…

Moving along, click next, and specify the DB location. Generally leave the defaults.

Finally Summary and confirmation.

Click Configure and the wizard will configure the certificate services roles. Note the warning that the configuration for this CA is not complete, as we still need to request, approve and import the CA certificate.

Configuring the CRL Distribution Point

Before configuring the Certification Authority itself, we’ll first copy across the certificate and CRL from the root CA.

Ensure the root CA virtual machine is running and copy the contents of C:\Windows\System32\certsrv\CertEnroll from the root CA to the same folder on the subordinate CA. This is the default location to which certificates and CRLs are published. Keeping the default locations will require the minimum amount of configuration for the CRL and AIA distribution points.

The result on the subordinate certificate authority will look something like this – note that the CRL for the root CA is located here:

In my case it’s an offline (non domain joined) making a shareable UNC path is slightly painful in these cases, and for the most part, it is completely offline, and no NIC settings are even defined on the VM, heck I could remove the vNic completely :D. Anyway to complete this task I did the usual vUSB (a VMDK I mount to different VMs as needed to transfer files) and copied the resulting files specified above into this VMDK, then attached to the Sub CA VM, and moved files to their appropriate path. Again in this case the Sub CA is Core, so either use diskpart, or Server Manager from the client machine to bring the disk online and mount it.

Issuing the Subordinate CA Certificate

Next, we will request, approve the certificate request for the subordinate CA. At this point, the subordinate CA is un-configured because it does not yet have a valid CA certificate.

Copy the initial request created by the confiz wizard to the movable VMDK.

Now, remove the disk from the Sub CA and attach it to the Off-line root CA, then open up the CA tool to request a new certificate. (Don’t worry about taking the disk offline, it’ll unmount automagically).

Browse to where the certificate request for the subordinate certificate authority is located and open the file.

The certificate request will then be listed under Pending Requests on the root CA. Right-click the request, choose All Tasks and Issue.

The subordinate CA’s certificate will now be issued and we can copy it to that CA. View the certificate under Issued Certificates. Right-click the certificate, click Open and choose Copy to File… from the Details tab on the certificate properties.

Export the new certificate to a file in PKCS format. Copy the file back to the subordinate certificate authority, so that it can be imported and enable certificate services on that machine.

Configuring the Subordinate CA

With the certificate file stored locally to the subordinate CA, open the Certificate Authority console – note that the certificate service is stopped. Right-click the CA, select All Tasks and choose Install CA Certificate…

So from a client system open the CA snap-in, point to the new sub CA…

This is where I got stuck for a good while, all the guides I found online were using CA’s with Desktop experience enabled allowing them to run the CA MMC Snap-in locally, and from all my testing against a Server 2016 Core server running the CA role, the snap-in simply wouldn’t load the input wizard…

So I posted the bug on Technet, and Mark saved my bacon!

“You will need to use the commandline to do this. On the CA itself:

1) Open a command prompt

2) Navigate to where your certificate file is located

3) certutil -installcert <your certificate file name here>”

WOOOOOO! We have a working Enterprise Sub-CA… Now the question on if CRL works, and how to deploy the chain properly to servers and clients so things come up with a trusted chain and a green check mark!

“If the CRL is online correctly, the service should start without issues.

To be Continued…..

Remove Existing Enterprise Root CA (Part 2)

Intro

Continuing on from my source blog post. In this case he goes on to install and configure the role to be a subordinate enterprise CA. But what do you do if you already deployed an Enterprise Root CA? I’m going to go off a hunch and that something gets applied into AD somewhere to present this information to domain clients. I found this nice article from MS directly on the directions to take, it stated for Server 2012, so I hope the procedure on this hasn’t changed much in 2016.

*NOTE* All steps that state need to be done to AD objects, those commands are run as a Domain Admin, or Enterprise Admin directly logged onto those servers. Most other commands or steps will be done via a client system MMC Snap-in, or logged directly into the CA server.

Remove Existing Enterprise Root CA

Revoke Existing Certificates

Step 1: Revoke all active certificates that are issued by the enterprise CA

  1. Click Start, point to
    Administrative Tools, and then click Certification Authority.
  2. Expand your CA, and then click the Issued Certificates folder.
  3. In the right pane, click one of the issued certificates, and then press CTRL+A to select all issued certificates.
  4. Right-click the selected certificates, click All Tasks, and then click Revoke Certificate.
  5. In the Certificate Revocation dialog box, click to select Cease of Operation as the reason for revocation, and then click OK.

Simple enough…

 

Increase the CRL interval

Step 2: Increase the CRL publication interval

  1. In the Certification Authority Microsoft Management Console (MMC) snap-in, right-click the Revoked Certificates folder, and then click Properties.
  2. In the CRL Publication Interval box, type a suitably long value, and then click OK.

Note The lifetime of the Certificate Revocation List (CRL) should be longer than the lifetime that remains for certificates that have been revoked.

Easy enough, done and done.

Step 3: Publish a new CRL

  1. In the Certification Authority MMC snap-in, right-click the
    Revoked Certificates folder.
  2. Click All Tasks, and then click
    Publish.
  3. In the Publish CRL dialog box, click
    New CRL, and then click OK.

Again easy, done.

Deny Pending Requests

*DEFAULT, generally Not required.

Step 4: Deny any pending requests

By default, an enterprise CA does not store certificate requests. However, an administrator can change this default behavior. To deny any pending certificate requests, follow these steps:

  1. In the Certification Authority MMC snap-in, click the Pending Requests folder.
  2. In the right pane, click one of the pending requests, and then press CTRL+A to select all pending certificates.
  3. Right-click the selected requests, click All Tasks, and then click Deny Request.

Not the case for me.

Uninstall Certificate Services

Step 5: Uninstall Certificate Services from the server

  1. To stop Certificate Services, click Start, click Run, type cmd, and then click OK.
  2. At the command prompt, type certutil -shutdown, and then press Enter.
  3. At the command prompt, type
    certutil -key, and then press Enter. This command will display the names of all the installed cryptographic service providers (CSP) and the key stores that are associated with each provider. Listed among the listed key stores will be the name of your CA. The name will be listed several times, as shown in the following example:

(1)Microsoft Base Cryptographic Provider v1.0:
1a3b2f44-2540-408b-8867-51bd6b6ed413
MS IIS DCOM ClientSYSTEMS-1-5-18
MS IIS DCOM Server
Windows2000 Enterprise Root CA
MS IIS DCOM ClientAdministratorS-1-5-21-436374069-839522115-1060284298-500

  1. Delete the private key that is associated with the CA. To do this, at a command prompt, type the following command, and then press Enter:

certutil -delkey CertificateAuthorityName

Note If your CA name contains spaces, enclose the name in quotation marks.

In this example, the certificate authority name is “Windows2000 Enterprise Root CA.” Therefore, the command line in this example is as follows:

certutil -delkey “Windows2000 Enterprise Root CA”

* OK, this is where things got weird for me. For some reason I wasn’t getting back the same type of results as the guide, instead I got this:

C:\ProgramData\Microsoft\Crypto\RSA>certutil –key
Microsoft Strong Cryptographic Provider:
TSSecKeySet1
f686aace6942fb7f4566yh1212eef4a4_ae5889t-54c3-4b6f-8b60-f9f8471c0525
RSA
AT_KEYEXCHANGE

CertUtil: -key command completed successfully.

And any attempt to delete the key based on the known CA name just failed. I asked about this in TechNet under the security section, and was told basically what I figured and that the key either didn’t exist or was corrupted. So basically continue on with the steps. It was later answered by Mark Cooper.

Locating the CA Master Key

This one again got answered by Mark Cooper, include –csp ksp (keys are located under: %allusersprofile%\Microsoft\Crypto\Keys)

Deleting the CA Master Key

From all the research I’ve done, it seems people are adamant that you delete the key before you remove the certs, why exactly I’m not sure…(From my testing if you deleted the certificate via certutil, it comes right back when restarting certsvc. It must be rebuilt from the registry?)

So: certutil –csp ksp –delkey <key>

Checking the keys directory show empty. Good stuff.

Viewing the Certificate store

Certutil –store my

This made me start to wonder where the actual certificate files were stored, a google away and it turns out to be in the registry? Lol (HKLM\System\Microsoft\SystemCertificates)

You can see they key container name matches the certificate hash.

Nothing more than just a string of obfuscated code (much like opening up a CSR), so the only way to interact with them is using the Microsoft CryptoAPI (CertUtil), or the Snap-in.

Deleting the CA Certificate

Certutil –delstore my <Serial>

Reopening regedit, and the cert is gone.

Delete Trusted Root CA Cert

Certutil –store ca
Certutil –delstore ca <serial>

So moving on…*

  1. List the key stores again to verify that the private key for your CA was deleted.
    Check
  2. After you delete the private key for your CA, uninstall Certificate Services. To do this, follow these steps, depending on the version of Windows Server that you are running.

    Uninstall-AdcsCertificationAuthority

    If the remaining role services, such as the Online Responder service, were configured to use data from the uninstalled CA, you must reconfigure these services to support a different CA. After a CA is uninstalled, the following information is left on the server:

    • The CA database (To be deleted see below)
    • The CA public and private keys (Deleted see above)
    • The CA’s certificates in the Personal store (Deleted See above)
    • The CA’s certificates in the shared folder, if a shared folder was specified during AD CS setup (N/A)
    • The CA chain’s root certificate in the Trusted Root Certification Authorities store (Deleted See Above)
    • The CA chain’s intermediate certificates in the Intermediate Certification Authorities store (none existed for me)
    • The CA’s CRL (yup)

By default, this information is kept on the server in case you are uninstalling and then reinstalling the CA. For example, you might uninstall and reinstall the CA if you want to change a stand-alone CA to an enterprise CA.

Known AD CA Objects

Step 6: Remove CA objects from Active Directory

When Microsoft Certificate Services is installed on a server that is a member of a domain, several objects are created in the configuration container in Active Directory.

These objects are as follows:

  • certificateAuthority object
    • Located in CN=AIA,CN=Public Key Services,CN=Services,CN=Configuration,DC=ForestRootDomain.
    • Contains the CA certificate for the CA.
    • Published Authority Information Access (AIA) location.
  • crlDistributionPoint object
    • Located in CN=ServerName,CN=CDP,CN=Public Key Service,CN=Services,CN=Configuration,DC=ForestRoot,DC=com.
    • Contains the CRL periodically published by the CA.
    • Published CRL Distribution Point (CDP) location
  • certificationAuthority object
    • Located in CN=Certification Authorities,CN=Public Key Services,CN=Services,CN=Configuration,DC=ForestRoot,DC=com.
    • Contains the CA certificate for the CA.
  • pKIEnrollmentService object
    • Located in CN=Enrollment Services,CN=Public Key Services,CN=Services,CN=Configuration,DC=ForestRoot,DC=com.
    • Created by the enterprise CA.
    • Contains information about the types of certificates the CA has been configured to issue. Permissions on this object can control which security principals can enroll against this CA.

When the CA is uninstalled, only the pKIEnrollmentService object is removed. This prevents clients from trying to enroll against the decommissioned CA. The other objects are retained because certificates that are issued by the CA are probably still outstanding. These certificates must be revoked by following the procedure in the “Step 1: Revoke all active certificates that are issued by the enterprise CA” section.

For Public Key Infrastructure (PKI) client computers to successfully process these outstanding certificates, the computers must locate the Authority Information Access (AIA) and CRL distribution point paths in Active Directory. It is a good idea to revoke all outstanding certificates, extend the lifetime of the CRL, and publish the CRL in Active Directory. If the outstanding certificates are processed by the various PKI clients, validation will fail, and those certificates will not be used.

If it is not a priority to maintain the CRL distribution point and AIA in Active Directory, you can remove these objects. Do not remove these objects if you expect to process one or more of the formerly active digital certificates.

Remove all Certification Services objects from Active Directory

To remove all Certification Services objects from Active Directory, follow these steps:

  1. Know the CA common name (use CertUtil)
  2. Use Sites and Service MMC Snap-in from a client computer using a domain admin account with proper permissions, highlight the parent snap-in node -> View (from the toolbar) -> Show Services Node.
  3. Expand Services, expand Public Key Services, and then click the AIA folder.
  4. In the right pane, right-click the CertificationAuthority object for your CA, click Delete, and then click “Yes”.
  5. Left Nav, Click CDP folder.
  6. In the right pane, right-click the CertificationAuthority object for your CA, click Delete, and then click “Yes”.
  7. Left Nav, Click Certificate Authority.
  8. In the right pane, right-click the CertificationAuthority object for your CA, click Delete, and then click Yes.
  9. Left Nav, Click Enrollment Services (This should have been auto removed, in my case it was)
  10. If you did not locate all the objects, some objects may be left in the Active Directory after you perform these steps. To clean up after a CA that may have left objects in Active Directory, follow these steps to determine whether any AD objects remain:
    1. Type the following command at a command line, and then press ENTER:
      1. ldifde -r “cn=CACommonName” -d “CN=Public Key Services,CN=Services,CN=Configuration,DC=ForestRoot,DC=com” -f output.ldf
    2. In this command, CACommonName represents the Name value that you determined in step 1. For example, if the Name value is “CA1 Contoso,” type the following:
      1. ldifde -r “cn=CA1 Contoso” -d “cn=public key services,cn=services,cn=configuration,dc=contoso,dc=com” -f remainingCAobjects.ldf
    3. Open the remainingCAobjects.ldf file in Notepad. Replace the term “changetype: add” with “changetype: delete.” Then, verify whether the Active Directory objects that you will delete are legitimate.
    4. At a command prompt, type the following command, and then press ENTER to delete the remaining CA objects from Active Directory:
      1. ldifde -i -f remainingCAobjects.ldf

At this point I was having issues with the input command of the ldf file was failing. I posted these results in my Technet post. After a bit more research I noticed other examples online not having any other information appended after the “changetype: delete” line. So I simply followed along and did the same deleting all the lines after that one, leaving the base DN object in place and sure enough it finally succeeded.

Generate base object LDF file:

After editing line as specified in MS article:

New altered LDF file:

Same command after altering file:

Second run I simply deleted the object under the KRA folder, and it returns no values.

13) Delete the certificate templates if you are sure that all of the certificate authorities have been deleted. Repeat step 12 to determine whether any AD objects remain.

I did this via the Site and Service Snap-in, under the PKI section of the Services node.

Delete NTAuthCertificates Objects Published Certificates

Step 7: Delete certificates published to the NtAuthCertificates object

After you delete the CA objects, you have to delete the CA certificates that are published to the NtAuthCertificates object. Use either of the following commands to delete certificates from within the NTAuthCertificates store:

certutil -viewdelstore “ldap:///CN=NtAuthCertificates,CN=Public Key
Services,…,DC=ForestRoot,DC=com?cACertificate?base?objectclass=certificationAuthority”

certutil -viewdelstore “ldap:///CN=NtAuthCertificates,CN=Public Key
Services,…,DC=ForestRoot,DC=com?cACertificate?base?objectclass=pKIEnrollmentService”

Note You must have Enterprise Administrator permissions to perform this task.

The -viewdelstore action invokes the certificate selection UI on the set of certificates in the specified attibute. You can view the certificate details. You can cancel out of the selection dialog to make no changes. If you select a certificate, that certificate is deleted when the UI closes and the command is fully executed

Use the following command to see the full LDAP path to the NtAuthCertificates object in your Active Directory:

certutil store -? | findstr “CN=NTAuth”

Nice and easy, finally.

Delete the CA Database

Step 8: Delete the CA database

When Certification Services is uninstalled, the CA database is left intact so that the CA can be re-created on another server.

To remove the CA database, delete the %systemroot%\System32\Certlog folder.

Nice and easy, I like these steps.

Clean up the DC’s

Step 9: Clean up domain controllers

After the CA is uninstalled, the certificates that were issued to domain controllers must be removed.

Which states for 2003 and up:

certutil -dcinfo deleteBad

My results:

With the same list of garbage for the DC, then rerunning Certutil –dcinfo, still reported the same certs… So I had to manually remove these, but again opening a MMC snap-in via a client system, add the certificate snap-in and point to the machine store on the DC’s. Then manually delete the certificates, once this was done for both DC’s. CertUtil –dcinfo finally reported clean…

Summary

Finally!!! What a gong show it is to remove an existing CA from an environment… even one that literally wasn’t used for anything outside its initial deployment as an enterprise root CA.

Setup Offline Root CA (Part 1)

Installing an Offline Root CA

Nothing special here, run through the windows installer as usual.

Source

  1. Configure VM with hardware settings as specified, Boot option EFI, Remove Floppy Device, attach Windows Server 2016 ISO, and connect at boot. Boot VM
  2. Server 2016, US English, Next, Install Now, Server 2016 Datacenter (Desktop Experience), Accept EULA, custom, select blank disk, next. Install Complete, Reboot. Install VMware tools.
  3. Change hostname and workgroup (Note complained about NetBOIS only supporting 15 characters, so the NetBIOS name was shortened to CORP-OFFLINE-RO)

Installing Certificate Services

Deploying Certificate Services on Windows Server 2016 is simple enough – open Server Manager, open the Add Roles and Features wizard and choose Active Directory Certificate Services under Server Roles. Ensure you choose only the Certificate Authority role for the Root CA.

To make installing Certificate Services simpler, do it via PowerShell instead via Add-WindowsFeature:

Add-WindowsFeature -Name ADCS-Cert-Authority -IncludeManagementTools

Which will look like this, no reboot required:

Configure Certificate Services

After Certificate Services is installed, start the configuration wizard from Server Manager:

Set the credentials to be used while configuring Certificate Services. In this case, we’re configuring CA on a standalone machine and I’m logged on with the local Administrator account.

For the Root CA, we have only on role to configure.

This certificate authority is being configured on a stand-alone server not a member of Active Directory, so we’ll only be able to configure a Standalone CA.

This is the first CA in our environment, so be sure to configure this as a root CA.

With the first CA in the environment, we’ll won’t have an existing private key, so must choose to create a new one.

Windows will no longer accept certificates signed with SHA1 after 1st of January 2017, so be sure to choose at least SHA256. (Default for Windows Server 2016)

*Note there are many cryptographic providers available, but generally most places should stick with RSA, I have seen certain cases where DSA has been selected, only choose this option if you have a specific reason for it. As well generally stick with a 2048 Key Length, you can go higher if you know your system resources can handle the additional computational load, or lower if you are running older hardware and don’t require has high of a security posture.

Specify a name for the new certificate authority. I’d recommend keeping this simple using the ANSI character set, using a meaningful name.

Select the validity period – perhaps the default is the best to choose; however, this can be customized based on your requirements. This is a topic that is a whole security conversation in itself; however, renewing CA certificates isn’t something that you want to be doing too often. Considerations for setting the validity period should include business risk, the size and complexity of the environment you are installing the PKI into, and how mature the IT organization is.

*Note pretty well stated, and in our case I don’t want to renew certs every 5 years, so 10 years sounds about good to me, and I’m hoping 2048 Key length with a SHA256 Hash will still be pretty common 10 years from now, but at least this gives us a very nice time buffer should things change.

On the next page of the wizard, you can choose the location of the certificate services database and logs location (C:\Windows\System32\Certlog), which can be changed depending on your specific environment.

On the last page, you will see a summary of the configuration before committing it to the local certificate services.

Verifying the Root CA

Now that certificate services has been installed and the base configuration is complete, a set of specific configuration changes is required to ensure that an offline Root CA will work for us.

Start – Windows Administrative Tools -> Certificate Authority

If you open the Certificate Authority management console, you can view the properties of the certificate authority and the Root CA’s certificate:

Configure the CA Extensions

Before we take any further steps, including deploying a subordinate CA for issuing certificates, we need to configure the Certificate Revocation List (CRL) Distribution Point. Because this CA will be offline and not a member of Active Directory, the default locations won’t work. For more granular information on configuring the CDP and AIA, see these sources:one and two.

CDP

In the properties of the CA, select the Extensions tab to view the CRL Distribution Points (CDP). By default, the ldap:// and file:// locations will be the default distribution points. These, of course, won’t work for the reasons I’ve just stated, and because these locations are embedded in the properties of certificates issued by this CA, we should change them.

Default values:

C:\windows\system32\CertSrv\CertEnroll\<CaName><CRLNameSuffix><DeltaCRLAllowed>.crl

ldap:///CN=<CATruncatedName><CRLNameSuffix>,CN=<ServerShortName>,CN=CDP,CN=Public Key Services,CN=Services,<ConfigurationContainer><CDPObjectClass>

http://<ServerDNSName>/CertEnroll/<CaName><CRLNameSuffix><DeltaCRLAllowed>.crl

file://<ServerDNSName>/CertEnroll/<CaName><CRLNameSuffix><DeltaCRLAllowed>.crl

To set up a CRL distribution point that will work with a location that’s online (so that clients can contact the CRL), we’ll add a new distribution point rather than modify an existing DP and use HTTP.

Before that we’ll want to do two things:

  1. Ensure that ‘Publish CRLs to this location’ and ‘Publish Delta CRLs to this location’ are selected on the default C:\Windows\System32\CertSrv\CertEnroll location. This should be the default setting.
  2. For each existing DP, remove any check marks enabled for ‘Include in CRLs’. (He failed to mention anything about the “Include in the CDP extension of issued Certs” So I’m going to assume to leave this as is for all DP’s)
    *Note* This was a mistake I had to fix manually.

Now add a new CRL location, using the same HTTP location value included by default; however, change <ServerDNSName> for the FQDN for the host that will serve the CRL. In my example, I’ve changed:

http://<ServerDNSName>/CertEnroll/<CaName><CRLNameSuffix><DeltaCRLAllowed>.crl

to

http://ca.corp.com/CertEnroll/<CaName><CRLNameSuffix><DeltaCRLAllowed>.crl

This FQDN is an alias for the subordinate certificate authority that I’ll be deploying to actually issue certificates to clients. This CA will be online with IIS installed, so will be available to serve the CRLs. (Again he doesn’t provide a snippet of the completed entry, just a snippet of the creation of the entry, since by default all check boxes are unticked, and no mention of any changes to the added location, I’m again going to assume they are simply left untouched.) Here are my example setup:

and then adding the custom http CDP location that will be the Sub-CA with IIS.
*NOTE* UNCHECK ALL CHECKBOXES from the LDAP and FILE, the above picture for those settings are wrong.

AIA

Repeat the same process for the Authority Information Access (AIA) locations:

  1. Disable ‘Include in the AIA extensions of issued certificates’ for all existing locations. (In my case only one had it checked; file:// record)
  2. Copy the existing http:// location
  3. Add a new http:// location, changing <ServerDNSName> for the FQDN of the alias also used for the CRL distribution point. (Here I noticed he was nice enough to provide a snippet and I noticed the “Include in the AIA extension if issued certificates” is checked off, while by default it is not, so following this I will check this option off on the AIA record, I will also go back and check off The include in CDP extensions of issued certificates on the CDP record as well.)

Apply the changes, and you will be prompted to restart Active Directory Certificate Services. If you don’t remember to manually restart the service later.

Configure CRL Publishing

Before publishing the CRL, set the Publication Interval to something other than the default 1 week. Whatever you set the interval to, this will be the maximum amount of time that you’ll need to have the CA online, publish the CRL and copy it to you CRL publishing point.

Open the properties of the Revoked Certificates node and set the CRL publication interval to something suitable for the environment you have installed the CA into. Remember that you’ll need to boot the Root CA and publish a new CRL before the end of this interval.

Setting the CRL Publication Interval on the Root CA

Ensure that the Certificate Revocation list is published to the to the file system – right-click Revoked Certificates, select All Tasks / Publish. We will then copy these to the subordinate CA.

Browse to C:\Windows\System32\CertSrv\CertEnroll to view the CRL and the root CA certificate.

Setting the Issued Certificate Validity Period

The default validity period for certificates issued by this CA will be 1 year. Because this is a stand-alone certification authority, we don’t have templates available to use that we can use to define the validity period for issued certificates. So we need to set this in the registry.

As we’ll only be issuing subordinate CA certificates from this root CA, 1 year isn’t very long. If the subordinate CA certificate is only valid for 1 year, any certificates that it issues can only be valid for less than 1 year from the date of issue – not long indeed. Therefore, we should set the validity period on the root CA before we issue any certificates.

To change the validity period, open Registry Editor and navigate to the following key:

HKLM\SYSTEM\CurrentControlSet\Services\CertSvc\Configuration\<certification authority name>

In my lab, this path is:

HKLM\SYSTEM\CurrentControlSet\Services\CertSvc\Configuration\CORP-OFFLINE-ROOT-CA

Here I can see two values that define how long issued certificates are valid for – ValidityPeriod (defaults to 1) and ValidityPeriodUnits (defaults to “Years”).

Viewing the Root CA certificate validity lifetime

Open ValidityPeriodUnits and change this to the desired value. My recommendation would be to make this 1/2 the lifetime of Root CA’s certificate validity period, so if you’ve configured the Root CA for 10 years, set this to 5 years. You’ll need to restart the Certificate Authority service for this to take effect.

Setting the Root CA’s ValidityUnits

An alternative to editing the registry directly is to set this value to certutil.exe. To change the validity period to 5 years run:

certutil -setreg ca\ValidityPeriodUnits “5”

Conclusion

Yes this is pretty much a copy n paste of the source, it was so well written and nice to follow, there are just a couple additions I added in where things got a little confusing I hope those might help someone who comes across this.

Much like the source in my next post I’ll also cover setting up a Subordinate Root CA, however I will also cover removing an existing CA from an AD environment before replacing it with the new subordinate. As well as cover some errors and issues I faced along the way and how I managed to correct them. This was part was pretty straight cut so I didn’t have much reason to alter it from the source.

Thanks StealthPuppy.

PS – If you plan on publishing new CRL to be hosted by AD for domain systems, don’t forget to set the DSConfigDN setting on this offline CA.
certutil -setreg ca\DSConfigDN “CN=Configuration,DC=Your,DC=Domain”