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Between mid October 2019 and mid February 2020 everyone in the Army was migrated to use their PIV Authentication certificate for Email access. You no longer use the Email certificate for Enterprise Email or any CAC enabled websites

Mac users who choose to upgrade (or already have upgraded) to Mac OS Catalina (10.15.x) will need to uninstall all 3rd Party CAC enablers per https://militarycac.com/macuninstall.htm AND reenable the built in smart card ability (very bottom of macuninstall link above)

If you purchased your Mac with OS Catalina (10.15.x) already installed, you can skip the uninstall part above and follow the instructions below.

6 'high level' steps needed, follow down the page to make this a painless systematic process

Step 1: Is your CAC reader Mac friendly?

Visit the USB Readers page to verify the CAC reader you have is Mac friendly.

Visit the USB-C Readers page to verify the CAC reader you have is Mac friendly.

'Some, not all' CAC readers may need to have a driver installed to make it work.

NOTE: Readers such as: SCR-331 & SCR-3500A may need a firmware update (NO OTHER Readers need firmware updates).

Information about these specific readers are in Step 2

Step 2: Can your Mac 'see' the reader?

Plug the CAC reader into an open USB port before proceeding, give it a few moments to install

Step 2a: Click the Apple Icon in the upper left corner of the desktop, select 'About This Mac'

Step 2b: Click 'System Report...' (button)

Step 2c: Verify the CAC reader shows in Hardware, USB, under USB Device Tree. Different readers will show differently, most readers have no problem in this step. See Step 2c1 for specific reader issues.

Step 2c1: Verify firmware version on your SCR-331 or GSR-202, 202V, 203 CAC, or SCR-3500a reader. If you have a reader other than these 5, Proceed directly to step 3

Step 2c1a-SCR-331 reader

If your reader does not look like this, go to the next step.

In the 'Hardware' drop down, click 'USB.' On the right side of the screen under 'USB Device Tree' the window will display all hardware plugged into the USB ports on your Mac. Look for “SCRx31 USB Smart Card Reader.” If the Smart Card reader is present, look at 'Version' in the lower right corner of this box: If you have a number below 5.25, you need to update your firmware to 5.25. If you are already at 5.25, your reader is installed on your system, and no further hardware changes are required. You can now Quit System Profiler and continue to Step 3.

Step 2c1b-SCR-3500A reader

If you have the SCR3500A P/N:905430-1 CAC reader,you may need to install this driver, as the one that installs automatically will not work on most Macs. Hold the control key [on your keyboard] when clicking the .pkg file [with your mouse], select [the word] Open

Step 3: Verify which version of MacOS do you have?

(You need to know this information for step 6)

Step 3a: Click the Apple Icon in the upper left corner of your desktop and select 'About This Mac'

Step 3b: Look below Mac OS X for: Example: Version 10.X.X.

Step 4: Figure out which CAC (ID Card) you have

(You need to know this information for step 6)

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Look at the top back of your ID card for these card types. If you have any version other than the six shown below, you need to visit an ID card office and have it replaced. All CACs [other than these six] were supposed to be replaced prior to 1 October 2012.

Find out how to flip card over video

Step 5: Install the DoD certificates (for Safari and Chrome Users)

Go to Keychain Access

Click: Go (top of screen), Utilities, double click Keychain Access.app

(You can also type: keychain access using Spotlight (this is my preferred method))

Select login (under Keychains),and All Items (under Category).

Download the 5 files via links below (you may need to <ctrl> click, select Download Linked File As... on each link) Save to your downloads folder

Please know... IF You have any DoD certificates already located in your keychain access, you will need to delete them prior to running the AllCerts.p7b file below.

https://militarycac.com/maccerts/AllCerts.p7b,

https://militarycac.com/maccerts/RootCert2.cer,

https://militarycac.com/maccerts/RootCert3.cer,

https://militarycac.com/maccerts/RootCert4.cer, and

Double click each of the files to install certificates into the login section of keychain

Select the Kind column, verify the arrow is pointing up, scroll down to certificate, look for all of the following certificates:

DOD EMAIL CA-33 through DOD EMAIL CA-34,

DOD EMAIL CA-39 through DOD EMAIL CA-44,

DOD EMAIL CA-49 through DOD EMAIL CA-52,

DOD EMAIL CA-59,

DOD ID CA-33 through DOD ID CA-34,

DOD ID CA-39 through DOD ID CA-44,

DOD ID CA-49 through DOD ID CA-52,

DOD ID CA-59

DOD ID SW CA-35 through DOD ID SW CA-38,

DOD ID SW CA-45 through DOD ID SW CA-48,

DoD Root CA 2 through DoD Root CA 5,

DOD SW CA-53 through DOD SW CA-58, and

DOD SW CA-60 through DOD SW CA-61

NOTE: If you are missing any of the above certificates, you have 2 choices,

1. Delete all of them, and re-run the 5 files above, or

2. Download the allcerts.zip file and install each of the certificates you are missing individually.

Errors:

Error 100001 Solution

Error 100013 Solution

You may notice some of the certificates will have a red circle with a white X . This means your computer does not trust those certificates

You need to manually trust the DoD Root CA 2, 3, 4, & 5 certificates

Double click each of the DoD Root CA certificates, select the triangle next to Trust, in the When using this certificate: select Always Trust, repeat until all 4 do not have the red circle with a white X.

You may be prompted to enter computer password when you close the window

Once you select Always Trust, your icon will have a light blue circle with a white + on it.

The 'bad certs' that have caused problems for Windows users may show up in the keychain access section on some Macs. These need to be deleted / moved to trash.

The DoD Root CA 2 & 3 you are removing has a light blue frame, leave the yellow frame version. The icons may or may not have a red circle with the white x

If you have tried accessing CAC enabled sites prior to following these instructions, please go through this page before proceeding

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Clearing the keychain (opens a new page)

Please come back to this page to continue installation instructions.

Step 5a: DoD certificate installation instructions for Firefox users

NOTE: Firefox will not work on Catalina (10.15.x), or last 4 versions of Mac OS if using the native Apple smartcard ability

Download AllCerts.zip, [remember where you save it].

double click the allcerts.zip file (it'll automatically extract into a new folder)

Option 1 to install the certificates (semi automated):

From inside the AllCerts extracted folder, select all of the certificates

<control> click (or Right click) the selected certificates, select Open With, Other...

In the Enable (selection box), change to All Applications

Select Firefox, then Open

You will see several dozen browser tabs open up, let it open as many as it wants..

You will eventually start seeing either of the 2 messages shown next

If the certificate is not already in Firefox, a window will pop up stating 'You have been asked to trust a new Certificate Authority (CA).'

Check all three boxes to allow the certificate to: identify websites, identify email users, and identify software developers

or

'Alert This certificate is already installed as a certificate authority.' Click OK

Once you've added all of the certificates...
• Click Firefox (word) (upper left of your screen)
• Preferences
• Advanced (tab)
• Press Network under the Advanced Tab
• In the Cached Web Content section, click Clear Now (button).
• Quit Firefox and restart it

Option 2 to install the certificates (very tedious manual):

Click Firefox (word) (upper left of your screen)

Preferences

Advanced (tab on left side of screen)

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Certificates (tab)

View Certificates (button)

Authorities (tab)

Import (button)

Browse to the DoD certificates (AllCerts) extracted folder you downloaded and extracted above.

Note: You have to do this step for every single certificate

Note2: If the certificate is already in Firefox, a window will pop up stating: 'Alert This certificate is already installed as a certificate authority (CA).' Click OK

Note3: If the certificate is not already in Firefox, a window will pop up stating 'You have been asked to trust a new Certificate Authority (CA).'

Check all three boxes to allow the certificate to: identify websites, identify email users, and identify software developers

Once you've added all of the certificates...
• Click Firefox (word) (upper left of your screen)
• Preferences
• Advanced (tab)
• Press Network under the Advanced Tab
• In the Cached Web Content section, click Clear Now (button).
• Quit Firefox and restart it

Step 6: Decide which CAC enabler you can / want to use

Only for Mac El Capitan (10.11.x or older)

After installing the CAC enabler, restart the computer and go to a CAC enabled website

NOTE: Mac OS Sierra (10.12.x), High Sierra (10.13.x), Mojave (10.14.x) or Catalina (10.15.x) computers no longer need a CAC Enabler.

Try to access the CAC enabled site you need to access now

Mac support provided by: Michael Danberry

This article is intended for system administrators who set security policy in enterprise environments that require smart card authentication.

Enable smart card-only login

Make sure that you carefully follow these steps to ensure that users will be able to log in to the computer.

1. Pair a smart card to an admin user account or configure Attribute Matching.
2. If you’ve enabled strict certificate checks, install any root certificates or intermediates that are required.
3. Confirm that you can log in to an administrator account using a smart card.
4. Install a smart-card configuration profile that includes '<key>enforceSmartCard</key><true/>,' as shown in the smart card-only configuration profile below.
5. Confirm that you can still log in using a smart card.

For more information about smart card payload settings, see the Apple Configuration Profile Reference.

For more information about using smart card services, see the macOS Deployment Guide or open Terminal and enter man SmartCardServices.

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Disable smart card-only authentication

If you manually manage the profiles that are installed on the computer, you can remove the smart card-only profile in two ways. You can use the Profiles pane of System Preferences, or you can use the /usr/bin/profiles command-line tool. For more information, open Terminal and enter man profiles.

If your client computers are enrolled in Mobile Device Management (MDM), you can restore password-based authentication. To do this, remove the smart card configuration profile that enables the smart card-only restriction from the client computers.

To prevent users from being locked out of their account, remove the enforceSmartCard profile before you unpair a smart card or disable attribute matching. If a user is locked out of their account, remove the configuration profile to fix the issue.

If you apply the smart card-only policy before you enable smart card-only authentication, a user can get locked out of their computer. To fix this issue, remove the smart card-only policy:

1. Turn on your Mac, then immediately press and hold Command-R to start up from macOS Recovery. Release the keys when you see the Apple logo, a spinning globe, or a prompt for a firmware password.
   
2. Select Disk Utility from the Utilities window, then click Continue.
   
3. From the Disk Utility sidebar, select the volume that you're using, then choose File > Mount from the menu bar. (If the volume is already mounted, this option is dimmed.) Then enter your administrator password when prompted.
4. Quit Disk Utility.
5. Choose Terminal from the Utilities menu in the menu bar.
6. Delete the Configuration Profile Repository. To do this, open Terminal and enter the following commands.
   In these commands, replace <volumename> with the name of the macOS volume where the profile settings were installed.
   rm /Volumes/<volumename>/var/db/ConfigurationProfiles/MDM_ComputerPrefs.plist
rm /Volumes/<volumename>/var/db/ConfigurationProfiles/.profilesAreInstalled
rm /Volumes/<volumename>/var/db/ConfigurationProfiles/Settings/.profilesAreInstalled
rm /Volumes/<volumename>/var/db/ConfigurationProfiles/Store/ConfigProfiles.binary
rm /Volumes/<volumename>/var/db/ConfigurationProfiles/Setup/.profileSetupDone
7. When done, choose Apple () menu > Restart.
8. Reinstall all the configuration profiles that existed before you enabled smart card-only authentication.

Configure Secure Shell Daemon (SSHD) to support smart card-only authentication

Users can use their smart card to authenticate over SSH to the local computer or to remote computers that are correctly configured. Follow these steps to configure SSHD on a computer so that it supports smart card authentication.

Update the /etc/ssh/sshd_config file:

1. Use the following command to back up the sshd_config file:
   sudo cp /etc/ssh/sshd_config /etc/ssh/sshd_config_backup_`date '+%Y-%m-%d_%H:%M'`
   
2. In the sshd_config file, change '#ChallengeResponseAuthentication yes' to 'ChallengeResponseAuthentication no' and change '#PasswordAuthentication yes' to '#PasswordAuthentication no.'

Then, use the following commands to restart SSHD:

sudo launchctl stop com.openssh.sshd

sudo launchctl start com.openssh.sshd

If a user wants to authenticate SSH sessions using a smart card, have them follow these steps:

1. Use the following command to export the public key from their smart card:
   ssh-keygen -D /usr/lib/ssh-keychain.dylib
2. Add the public key from the previous step to the ~/.ssh/authorized_keys file on the target computer.
3. Use the following command to back up the ssh_config file:
   sudo cp /etc/ssh/ssh_config /etc/ssh/ssh_config_backup_`date '+%Y-%m-%d_%H:%M'`
4. In the/etc/ssh/ssh_config file, add the line 'PKCS11Provider=/usr/lib/ssh-keychain.dylib.'
   

If the user wants to, they can also use the following command to add the private key to their ssh-agent:

ssh-add -s /usr/lib/ssh-keychain.dylib

Enable smart card-only for the SUDO command

Use the following command to back up the /etc/pam.d/sudo file:

sudo cp /etc/pam.d/sudo /etc/pam.d/sudo_backup_`date '+%Y-%m-%d_%H:%M'`

Then, replace all of the contents of the /etc/pam.d/sudo file with the following text:

Enable smart card-only for the LOGIN command

Use the following command to back up the /etc/pam.d/login file:

sudo cp /etc/pam.d/login /etc/pam.d/login_backup_`date '+%Y-%m-%d_%H:%M'`

Then, replace all of the contents of the/etc/pam.d/login file with the following text:

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Enable smart card-only for the SU command

Use the following command to back up the /etc/pam.d/su file:

sudo cp /etc/pam.d/su /etc/pam.d/su_backup_`date '+%Y-%m-%d_%H:%M'`

Then, replace all of the contents of the/etc/pam.d/su file with the following text:

Sample smart card-only configuration profile

Here’s a sample smart card-only configuration profile. You can use it to see the kinds of keys and strings that this type of profile includes.