Privilege separation of GSS-API credentials for Apache

To protect web resources with Kerberos you may use Apache HTTPD with mod_auth_gssapi — however, all web scripts (e.g., PHP) run under Apache will have access to the Kerberos long-term symmetric secret credential (keytab). If someone can get it, they can impersonate your server, which is bad.

The gssproxy project makes it possible to introduce privilege separation to reduce the attack surface. There is a tutorial for RPM-based distributions (Fedora, RHEL, AlmaLinux, etc), but I wanted to get this to work on a DPKG-based distribution (Debian, Ubuntu, Trisquel, PureOS, etc) and found it worthwhile to document the process. I’m using Ubuntu 22.04 below, but have tested it on Debian 11 as well. I have adopted the gssproxy package in Debian, and testing this setup is part of the scripted autopkgtest/debci regression testing.

First install the required packages:

root@foo:~# apt-get update
root@foo:~# apt-get install -y apache2 libapache2-mod-auth-gssapi gssproxy curl

This should give you a working and running web server. Verify it is operational under the proper hostname, I’ll use foo.sjd.se in this writeup.

root@foo:~# curl --head http://foo.sjd.se/
HTTP/1.1 200 OK

The next step is to create a keytab containing the Kerberos V5 secrets for your host, the exact steps depends on your environment (usually kadmin ktadd or ipa-getkeytab), but use the string “HTTP/foo.sjd.se” and then confirm using something like the following.

root@foo:~# ls -la /etc/gssproxy/httpd.keytab
-rw------- 1 root root 176 Sep 18 06:44 /etc/gssproxy/httpd.keytab
root@foo:~# klist -k /etc/gssproxy/httpd.keytab -e
Keytab name: FILE:/etc/gssproxy/httpd.keytab
KVNO Principal
---- --------------------------------------------------------------------------
   2 HTTP/foo.sjd.se@GSSPROXY.EXAMPLE.ORG (aes256-cts-hmac-sha1-96) 
   2 HTTP/foo.sjd.se@GSSPROXY.EXAMPLE.ORG (aes128-cts-hmac-sha1-96) 
root@foo:~# 

The file should be owned by root and not be in the default /etc/krb5.keytab location, so Apache’s libapache2-mod-auth-gssapi will have to use gssproxy to use it.

Then configure gssproxy to find the credential and use it with Apache.

root@foo:~# cat<<EOF > /etc/gssproxy/80-httpd.conf
[service/HTTP]
mechs = krb5
cred_store = keytab:/etc/gssproxy/httpd.keytab
cred_store = ccache:/var/lib/gssproxy/clients/krb5cc_%U
euid = www-data
process = /usr/sbin/apache2
EOF

For debugging, it may be useful to enable more gssproxy logging:

root@foo:~# cat<<EOF > /etc/gssproxy/gssproxy.conf
[gssproxy]
debug_level = 1
EOF
root@foo:~#

Restart gssproxy so it finds the new configuration, and monitor syslog as follows:

root@foo:~# tail -F /var/log/syslog &
root@foo:~# systemctl restart gssproxy

You should see something like this in the log file:

Sep 18 07:03:15 foo gssproxy[4076]: [2022/09/18 05:03:15]: Exiting after receiving a signal
Sep 18 07:03:15 foo systemd[1]: Stopping GSSAPI Proxy Daemon…
Sep 18 07:03:15 foo systemd[1]: gssproxy.service: Deactivated successfully.
Sep 18 07:03:15 foo systemd[1]: Stopped GSSAPI Proxy Daemon.
Sep 18 07:03:15 foo gssproxy[4092]: [2022/09/18 05:03:15]: Debug Enabled (level: 1)
Sep 18 07:03:15 foo systemd[1]: Starting GSSAPI Proxy Daemon…
Sep 18 07:03:15 foo gssproxy[4093]: [2022/09/18 05:03:15]: Kernel doesn't support GSS-Proxy (can't open /proc/net/rpc/use-gss-proxy: 2 (No such file or directory))
Sep 18 07:03:15 foo gssproxy[4093]: [2022/09/18 05:03:15]: Problem with kernel communication! NFS server will not work
Sep 18 07:03:15 foo systemd[1]: Started GSSAPI Proxy Daemon.
Sep 18 07:03:15 foo gssproxy[4093]: [2022/09/18 05:03:15]: Initialization complete.

The NFS-related errors is due to a default gssproxy configuration file, it is harmless and if you don’t use NFS with GSS-API you can silence it like this:

root@foo:~# rm /etc/gssproxy/24-nfs-server.conf
root@foo:~# systemctl try-reload-or-restart gssproxy

The log should now indicate that it loaded the keytab:

Sep 18 07:18:59 foo systemd[1]: Reloading GSSAPI Proxy Daemon…
Sep 18 07:18:59 foo gssproxy[4182]: [2022/09/18 05:18:59]: Received SIGHUP; re-reading config.
Sep 18 07:18:59 foo gssproxy[4182]: [2022/09/18 05:18:59]: Service: HTTP, Keytab: /etc/gssproxy/httpd.keytab, Enctype: 18
Sep 18 07:18:59 foo gssproxy[4182]: [2022/09/18 05:18:59]: New config loaded successfully.
Sep 18 07:18:59 foo systemd[1]: Reloaded GSSAPI Proxy Daemon.

To instruct Apache — or actually, the MIT Kerberos V5 GSS-API library used by mod_auth_gssap loaded by Apache — to use gssproxy instead of using /etc/krb5.keytab as usual, Apache needs to be started in an environment that has GSS_USE_PROXY=1 set. The background is covered by the gssproxy-mech(8) man page and explained by the gssproxy README.

When systemd is used the following can be used to set the environment variable, note the final command to reload systemd.

root@foo:~# mkdir -p /etc/systemd/system/apache2.service.d
root@foo:~# cat<<EOF > /etc/systemd/system/apache2.service.d/gssproxy.conf
[Service]
Environment=GSS_USE_PROXY=1
EOF
root@foo:~# systemctl daemon-reload

The next step is to configure a GSS-API protected Apache resource:

root@foo:~# cat<<EOF > /etc/apache2/conf-available/private.conf
<Location /private>
  AuthType GSSAPI
  AuthName "GSSAPI Login"
  Require valid-user
</Location>

Enable the configuration and restart Apache — the suggested use of reload is not sufficient, because then it won’t be restarted with the newly introduced GSS_USE_PROXY variable. This just applies to the first time, after the first restart you may use reload again.

root@foo:~# a2enconf private
Enabling conf private.
To activate the new configuration, you need to run:
systemctl reload apache2
root@foo:~# systemctl restart apache2

When you have debug messages enabled, the log may look like this:

Sep 18 07:32:23 foo systemd[1]: Stopping The Apache HTTP Server…
Sep 18 07:32:23 foo gssproxy[4182]: [2022/09/18 05:32:23]: Client [2022/09/18 05:32:23]: (/usr/sbin/apache2) [2022/09/18 05:32:23]: connected (fd = 10)[2022/09/18 05:32:23]: (pid = 4651) (uid = 0) (gid = 0)[2022/09/18 05:32:23]:
Sep 18 07:32:23 foo gssproxy[4182]: message repeated 4 times: [ [2022/09/18 05:32:23]: Client [2022/09/18 05:32:23]: (/usr/sbin/apache2) [2022/09/18 05:32:23]: connected (fd = 10)[2022/09/18 05:32:23]: (pid = 4651) (uid = 0) (gid = 0)[2022/09/18 05:32:23]:]
Sep 18 07:32:23 foo systemd[1]: apache2.service: Deactivated successfully.
Sep 18 07:32:23 foo systemd[1]: Stopped The Apache HTTP Server.
Sep 18 07:32:23 foo systemd[1]: Starting The Apache HTTP Server…
Sep 18 07:32:23 foo gssproxy[4182]: [2022/09/18 05:32:23]: Client [2022/09/18 05:32:23]: (/usr/sbin/apache2) [2022/09/18 05:32:23]: connected (fd = 10)[2022/09/18 05:32:23]: (pid = 4657) (uid = 0) (gid = 0)[2022/09/18 05:32:23]:
root@foo:~# Sep 18 07:32:23 foo gssproxy[4182]: message repeated 8 times: [ [2022/09/18 05:32:23]: Client [2022/09/18 05:32:23]: (/usr/sbin/apache2) [2022/09/18 05:32:23]: connected (fd = 10)[2022/09/18 05:32:23]: (pid = 4657) (uid = 0) (gid = 0)[2022/09/18 05:32:23]:]
Sep 18 07:32:23 foo systemd[1]: Started The Apache HTTP Server.

Finally, set up a dummy test page on the server:

root@foo:~# echo OK > /var/www/html/private

To verify that the server is working properly you may acquire tickets locally and then use curl to retrieve the GSS-API protected resource. The "--negotiate" enables SPNEGO and "--user :" asks curl to use username from the environment.

root@foo:~# klist
Ticket cache: FILE:/tmp/krb5cc_0
Default principal: jas@GSSPROXY.EXAMPLE.ORG

Valid starting Expires Service principal
09/18/22 07:40:37 09/19/22 07:40:37 krbtgt/GSSPROXY.EXAMPLE.ORG@GSSPROXY.EXAMPLE.ORG
root@foo:~# curl --negotiate --user : http://foo.sjd.se/private
OK
root@foo:~#

The log should contain something like this:

Sep 18 07:56:00 foo gssproxy[4872]: [2022/09/18 05:56:00]: Client [2022/09/18 05:56:00]: (/usr/sbin/apache2) [2022/09/18 05:56:00]: connected (fd = 10)[2022/09/18 05:56:00]: (pid = 5042) (uid = 33) (gid = 33)[2022/09/18 05:56:00]:
Sep 18 07:56:00 foo gssproxy[4872]: [CID 10][2022/09/18 05:56:00]: gp_rpc_execute: executing 6 (GSSX_ACQUIRE_CRED) for service "HTTP", euid: 33,socket: (null)
Sep 18 07:56:00 foo gssproxy[4872]: [CID 10][2022/09/18 05:56:00]: gp_rpc_execute: executing 6 (GSSX_ACQUIRE_CRED) for service "HTTP", euid: 33,socket: (null)
Sep 18 07:56:00 foo gssproxy[4872]: [CID 10][2022/09/18 05:56:00]: gp_rpc_execute: executing 1 (GSSX_INDICATE_MECHS) for service "HTTP", euid: 33,socket: (null)
Sep 18 07:56:00 foo gssproxy[4872]: [CID 10][2022/09/18 05:56:00]: gp_rpc_execute: executing 6 (GSSX_ACQUIRE_CRED) for service "HTTP", euid: 33,socket: (null)
Sep 18 07:56:00 foo gssproxy[4872]: [CID 10][2022/09/18 05:56:00]: gp_rpc_execute: executing 9 (GSSX_ACCEPT_SEC_CONTEXT) for service "HTTP", euid: 33,socket: (null)

The Apache log will look like this, notice the authenticated username shown.

127.0.0.1 - jas@GSSPROXY.EXAMPLE.ORG [18/Sep/2022:07:56:00 +0200] "GET /private HTTP/1.1" 200 481 "-" "curl/7.81.0"

Congratulations, and happy hacking!

Static network config with Debian Cloud images

I self-host some services on virtual machines (VMs), and I’m currently using Debian 11.x as the host machine relying on the libvirt infrastructure to manage QEMU/KVM machines. While everything has worked fine for years (including on Debian 10.x), there has always been one issue causing a one-minute delay every time I install a new VM: the default images run a DHCP client that never succeeds in my environment. I never found out a way to disable DHCP in the image, and none of the documented ways through cloud-init that I have tried worked. A couple of days ago, after reading the AlmaLinux wiki I found a solution that works with Debian.

The following commands creates a Debian VM with static network configuration without the annoying one-minute DHCP delay. The three essential cloud-init keywords are the NoCloud meta-data parameters dsmode:local, static network-interfaces setting combined with the user-data bootcmd keyword. I’m using a Raptor CS Talos II ppc64el machine, so replace the image link with a genericcloud amd64 image if you are using x86.

wget https://cloud.debian.org/images/cloud/bullseye/latest/debian-11-generic-ppc64el.qcow2
cp debian-11-generic-ppc64el.qcow2 foo.qcow2

cat>meta-data
dsmode: local
network-interfaces: |
 iface enp0s1 inet static
 address 192.168.98.14/24
 gateway 192.168.98.12
^D

cat>user-data
#cloud-config
fqdn: foo.mydomain
manage_etc_hosts: true
disable_root: false
ssh_pwauth: false
ssh_authorized_keys:
- ssh-ed25519 AAAA...
timezone: Europe/Stockholm
bootcmd:
- rm -f /run/network/interfaces.d/enp0s1
- ifup enp0s1
^D

virt-install --name foo --import --os-variant debian10 --disk foo.qcow2 --cloud-init meta-data=meta-data,user-data=user-data

Unfortunately virt-install from Debian 11 does not support the –cloud-init network-config parameter, so if you want to use a version 2 network configuration with cloud-init (to specify IPv6 addresses, for example) you need to replace the final virt-install command with the following.

cat>network_config_static.cfg
version: 2
 ethernets:
  enp0s1:
   dhcp4: false
   addresses: [ 192.168.98.14/24, fc00::14/7 ]
   gateway4: 192.168.98.12
   gateway6: fc00::12
   nameservers:
    addresses: [ 192.168.98.12, fc00::12 ]
^D

cloud-localds -v -m local --network-config=network_config_static.cfg seed.iso user-data

virt-install --name foo --import --os-variant debian10 --disk foo.qcow2 --disk seed.iso,readonly=on --noreboot

virsh start foo
virsh detach-disk foo vdb --config
virsh console foo

There are still some warnings like the following, but it does not seem to cause any problem:

[FAILED] Failed to start Initial cloud-init job (pre-networking).

Finally, if you do not want the cloud-init tools installed in your VMs, I found the following set of additional user-data commands helpful. Cloud-init will not be enabled on first boot and a cron job will be added that purges some unwanted packages.

runcmd:
- touch /etc/cloud/cloud-init.disabled
- apt-get update && apt-get dist-upgrade -uy && apt-get autoremove --yes --purge && printf '#!/bin/sh\n{ rm /etc/cloud/cloud-init.disabled /etc/cloud/cloud.cfg.d/01_debian_cloud.cfg && apt-get purge --yes cloud-init cloud-guest-utils cloud-initramfs-growroot genisoimage isc-dhcp-client && apt-get autoremove --yes --purge && rm -f /etc/cron.hourly/cloud-cleanup && shutdown --reboot +1; } 2>&1 | logger -t cloud-cleanup\n' > /etc/cron.hourly/cloud-cleanup && chmod +x /etc/cron.hourly/cloud-cleanup && reboot &

The production script I’m using is a bit more complicated, but can be downloaded as vello-vm. Happy hacking!

Towards pluggable GSS-API modules

GSS-API is a standardized framework that is used by applications to, primarily, support Kerberos V5 authentication. GSS-API is standardized by IETF and supported by protocols like SSH, SMTP, IMAP and HTTP, and implemented by software projects such as OpenSSH, Exim, Dovecot and Apache httpd (via mod_auth_gssapi). The implementations of Kerberos V5 and GSS-API that are packaged for common GNU/Linux distributions, such as Debian, include MIT Kerberos, Heimdal and (less popular) GNU Shishi/GSS.

When an application or library is packaged for a GNU/Linux distribution, a choice is made which GSS-API library to link with. I believe this leads to two problematic consequences: 1) it is difficult for end-users to chose between Kerberos implementation, and 2) dependency bloat for non-Kerberos users. Let’s discuss these separately.

  1. No system admin or end-user choice over the GSS-API/Kerberos implementation used

    There are differences in the bug/feature set of MIT Kerberos and that of Heimdal’s, and definitely that of GNU Shishi. This can lead to a situation where an application (say, Curl) is linked to MIT Kerberos, and someone discovers a Kerberos related problem that would have been working if Heimdal was used, or vice versa. Sometimes it is possible to locally rebuild a package using another set of dependencies. However doing so has a high maintenance cost to track security fixes in future releases. It is an unsatisfying solution for the distribution to flip flop between which library to link to, depending on which users complain the most. To resolve this, a package could be built in two variants: one for MIT Kerberos and one for Heimdal. Both can be shipped. This can help solve the problem, but the question of which variant to install by default leads to similar concerns, and will also eventually leads to dependency conflicts. Consider an application linked to libraries (possible in several steps) where one library only supports MIT Kerberos and one library only supports Heimdal.

    The fact remains that there will continue to be multiple Kerberos implementations. Distributions will continue to support them, and will be faced with the dilemma of which one to link to by default. Distributions and the people who package software will have little guidance on which implementation to chose from their upstream, since most upstream support both implementations. The result is that system administrators and end-users are not given a simple way to have flexibility about which implementation to use.
  2. Dependency bloat for non-Kerberos use-cases.

    Compared to the number of users of GNU/Linux systems out there, the number of Kerberos users on GNU/Linux systems is smaller. Here distributions face another dilemma. Should they enable GSS-API for all applications, to satisfy the Kerberos community, or should they be conservative with adding dependencies to reduce attacker surface for the non-Kerberos users? This is a dilemma with no clear answer, and one approach has been to ship two versions of a package: one with Kerberos support and one without. Another option here is for upstream to support loadable modules, for example Dovecot implement this and Debian ship with a separate ‘dovecot-gssapi’ package that extend the core Dovecot seamlessly. Few except some larger projects appear to be willing to carry that maintenance cost upstream, so most only support build-time linking of the GSS-API library.

    There are a number of real-world situations to consider, but perhaps the easiest one to understand for most GNU/Linux users is OpenSSH. The SSH protocol supports Kerberos via GSS-API, and OpenSSH implement this feature, and most GNU/Linux distributions ship a SSH client and SSH server linked to a GSS-API library. Someone made the choice of linking it to a GSS-API library, for the arguable smaller set of people interested in it, and also the choice which library to link to. Rebuilding OpenSSH locally without Kerberos support comes with a high maintenance cost. Many people will not need or use the Kerberos features of the SSH client or SSH server, and having it enabled by default comes with a security cost. Having a vulnerability in OpenSSH is critical for many systems, and therefor its dependencies are a reasonable concern. Wouldn’t it be nice if OpenSSH was built in a way that didn’t force you to install MIT Kerberos or Heimdal? While still making it easy for Kerberos users to use it, of course.

Hopefully I have made the problem statement clear above, and that I managed to convince you that the state of affairs is in need of improving. I learned of the problems from my personal experience with maintaining GNU SASL in Debian, and for many years I ignored this problem.

Let me introduce Libgssglue!

Matryoshka Dolls
Matryoshka Dolls – photo CC-4.0-BY-NC by PngAll

Libgssglue is a library written by Kevin W. Coffman based on historical GSS-API code, the initial release was in 2004 (using the name libgssapi) and the last release was in 2012. Libgssglue provides a minimal GSS-API library and header file, so that any application can link to it instead of directly to MIT Kerberos or Heimdal (or GNU GSS). The administrator or end-user can select during run-time which GSS-API library to use, through a global /etc/gssapi_mech.conf file or even a local GSSAPI_MECH_CONF environment variable. Libgssglue is written in C, has no external dependencies, and is BSD-style licensed. It was developed for the CITI NFSv4 project but libgssglue ended up not being used.

I have added support to build GNU SASL with libgssglue — the changes required were only ./configure.ac-related since GSS-API is a standardized framework. I have written a fairly involved CI/CD check that builds GNU SASL with MIT Kerberos, Heimdal, libgssglue and GNU GSS, sets ups a local Kerberos KDC and verify successful GSS-API and GS2-KRB5 authentications. The ‘gsasl’ command line tool connects to a local example SMTP server, also based on GNU SASL (linked to all variants of GSS-API libraries), and to a system-installed Dovecot IMAP server that use the MIT Kerberos GSS-API library. This is on Debian but I expect it to be easily adaptable to other GNU/Linux distributions. The check triggered some (expected) Shishi/GSS-related missing features, and triggered one problem related to authorization identities that may be a bug in GNU SASL. However, testing shows that it is possible to link GNU SASL with libgssglue and have it be operational with any choice of GSS-API library that is shipped with Debian. See GitLab CI/CD code and its CI/CD output.

This experiment worked so well that I contacted Kevin to learn that he didn’t have any future plans for the project. I have adopted libgssglue and put up a Libgssglue GitLab project page, and pushed out a libgssglue 0.5 release fixing only some minor build-related issues. There are still some missing newly introduced GSS-API interfaces that could be added, but I haven’t been able to find any critical issues with it. Amazing that an untouched 10 year old project works so well!

My current next steps are:

  • Release GNU SASL with support for Libgssglue and encourage its use in documentation.
  • Make GNU SASL link to Libgssglue in Debian, to avoid a hard dependency on MIT Kerberos, but still allowing a default out-of-the-box Kerberos experience with GNU SASL.
  • Maintain libgssglue upstream and implement self-checks, CI/CD testing, new GSS-API interfaces that have been defined, and generally fix bugs and improve the project. Help appreciated!
  • Maintain the libgssglue package in Debian.
  • Look into if there are applications in Debian that link to a GSS-API library that could instead be linked to libgssglue to allow flexibility for the end-user and reduce dependency bloat.

What do you think? Happy Hacking!

OpenPGP smartcard with GNOME on Debian 11 Bullseye

The Debian operating system is what I have been using on my main computer for what is probably around 20 years. I am now in the process of installing the hopefully soon released Debian 11 “bullseye” on my Lenovo X201 laptop. Getting a OpenPGP smartcard to work has almost always required some additional effort, but it has been reliable enough to use exclusively for my daily GnuPG and SSH operations since 2006. In the early days, the issues with smartcards were not related to GNOME, see my smartcard notes for Debian 4 Etch for example. I believe with Debian 5 Lenny, Debian 6 Squeeze, and Debian 7 Stretch things just worked without workarounds, even with GNOME. Those were the golden days! Back in 2015, with Debian 8 Jessie I noticed a regression and came up with a workaround. The problems in GNOME were not fixed, and I wrote about how to work around this for Debian 9 Stretch and the slightly different workaround needed for Debian 10 Buster. What will Bullseye be like?

The first impression of working with GnuPG and a smartcard is still the same. After inserting the GNUK that holds my private keys into my laptop, nothing happens by default and attempting to access the smartcard results in the following.

jas@latte:~$ gpg --card-status
gpg: error getting version from 'scdaemon': No SmartCard daemon
gpg: OpenPGP card not available: No SmartCard daemon
jas@latte:~$ 

The solution is to install the scdaemon package. My opinion is that either something should offer to install it when the device is inserted (wasn’t there a framework for discovering hardware and installing the right packages?) or this package should always be installed for a desktop system. Anyway, the following solves the problem.

jas@latte:~$ sudo apt install scdaemon
...
jas@latte:~$ gpg --card-status
 Reader ………..: 234B:0000:FSIJ-1.2.14-67252015:0
 Application ID …: D276000124010200FFFE672520150000
...
 URL of public key : https://josefsson.org/key-20190320.txt
...

Before the private key in the smartcard can be used, the public key must be imported into GnuPG. I now believe the best way to do this (see earlier posts for alternatives) is to configure the smartcard with a public key URL and retrieve it as follows.

jas@latte:~$ gpg --card-edit
 Reader ………..: 234B:0000:FSIJ-1.2.14-67252015:0
...
 gpg/card> fetch
 gpg: requesting key from 'https://josefsson.org/key-20190320.txt'
 gpg: key D73CF638C53C06BE: public key "Simon Josefsson simon@josefsson.org" imported
 gpg: Total number processed: 1
 gpg:               imported: 1
 gpg/card> quit
jas@latte:~$ gpg -K
 /home/jas/.gnupg/pubring.kbx
 sec#  ed25519 2019-03-20 [SC] [expires: 2021-08-21]
       B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
 uid           [ unknown] Simon Josefsson simon@josefsson.org
 ssb>  ed25519 2019-03-20 [A] [expires: 2021-08-21]
 ssb>  ed25519 2019-03-20 [S] [expires: 2021-08-21]
 ssb>  cv25519 2019-03-20 [E] [expires: 2021-08-21]
jas@latte:~$ 

The next step is to mark your own key as ultimately trusted, use the fingerprint shown above together with gpg --import-ownertrust. Warning! This is not the general way to remove the warning about untrusted keys, this method should only be used for your own keys.

jas@latte:~$ echo "B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE:6:" | gpg --import-ownertrust
gpg: inserting ownertrust of 6
jas@latte:~$ gpg -K
gpg: checking the trustdb
gpg: marginals needed: 3  completes needed: 1  trust model: pgp
gpg: depth: 0  valid:   1  signed:   0  trust: 0-, 0q, 0n, 0m, 0f, 1u
gpg: next trustdb check due at 2021-08-21
 /home/jas/.gnupg/pubring.kbx
sec#  ed25519 2019-03-20 [SC] [expires: 2021-08-21]
       B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
uid           [ultimate] Simon Josefsson simon@josefsson.org
ssb>  cv25519 2019-03-20 [E] [expires: 2021-08-21]
ssb>  ed25519 2019-03-20 [A] [expires: 2021-08-21]
ssb>  ed25519 2019-03-20 [S] [expires: 2021-08-21]
jas@latte:~$ 

Now GnuPG is able to both sign, encrypt, and decrypt data:

jas@latte:~$ echo foo|gpg -a --sign|gpg --verify
 gpg: Signature made Sat May  1 16:02:49 2021 CEST
 gpg:                using EDDSA key A3CC9C870B9D310ABAD4CF2F51722B08FE4745A2
 gpg: Good signature from "Simon Josefsson simon@josefsson.org" [ultimate]
 jas@latte:~$ echo foo|gpg -a --encrypt -r simon@josefsson.org|gpg --decrypt
 gpg: encrypted with 256-bit ECDH key, ID 02923D7EE76EBD60, created 2019-03-20
       "Simon Josefsson simon@josefsson.org"
 foo
jas@latte:~$ 

To make SSH work with the smartcard, the following is the GNOME-related workaround that is still required. The problem is that the GNOME keyring enables its own incomplete SSH-agent implementation. It is lacking the smartcard support that the GnuPG agent can provide, and even set the SSH_AUTH_SOCK environment variable if the enable-ssh-support parameter is provided.

jas@latte:~$ ssh-add -L
 The agent has no identities.
jas@latte:~$ echo $SSH_AUTH_SOCK 
 /run/user/1000/keyring/ssh
jas@latte:~$ mkdir -p ~/.config/autostart
jas@latte:~$ cp /etc/xdg/autostart/gnome-keyring-ssh.desktop ~/.config/autostart/
jas@latte:~$ echo 'Hidden=true' >> .config/autostart/gnome-keyring-ssh.desktop 
jas@latte:~$ echo enable-ssh-support >> ~/.gnupg/gpg-agent.conf

For some reason, it does not seem sufficient to log out of GNOME and then login again. Most likely some daemon is still running, that has to be restarted. At this point, I reboot my laptop and then log into GNOME again. Finally it looks correct:

jas@latte:~$ echo $SSH_AUTH_SOCK 
 /run/user/1000/gnupg/S.gpg-agent.ssh
jas@latte:~$ ssh-add -L
 ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAILzCFcHHrKzVSPDDarZPYqn89H5TPaxwcORgRg+4DagE cardno:FFFE67252015
jas@latte:~$ 

Please discuss in small groups the following topics:

  • How should the scdaemon package be installed more automatically?
  • Should there a simple command to retrieve the public key for a smartcard and set it as ultimately trusted? The two step --card-edit and --import-ownertrust steps is a bad user interface and is not intuitive in my opinion.
  • Why is GNOME keyring used for SSH keys instead of ssh-agent/gpg-agent?
  • Should gpg-agent have enable-ssh-support on by default?

After these years, I would probably feel a bit of sadness if the problems were fixed, since then I wouldn’t be able to rant about this problem and celebrate installing Debian 12 Bookworm the same way I have done for the some past releases.

Thanks for reading and happy hacking!

Passive Icinga Checks: icinga-pusher

I use Icinga to monitor the availability of my Debian/OpenWRT/etc machines. I have relied on server-side checks on the Icinga system that monitor the externally visible operations of the services that I care about. In theory, monitoring externally visible properties should be good enough. Recently I had one strange incident that was due to an out of disk space on one system. This prompted me to revisit my thinking, and to start monitor internal factors as well. This would allow me to detect problems before they happen, such as an out of disk space condition.

Another reason that I only had server-side checks was that I didn’t like the complexity of the Icinga agent nor wanted to open up for incoming SSH connections from the Icinga server on my other servers. Complexity and machine-based authorization tend to lead to security problems so I prefer to avoid them. The manual mentions agents that use the REST API which was that start of my journey into something better.

What I would prefer is for the hosts to push their self-test results to the central Icinga server. Fortunately, there is a Icinga REST API in modern versions of Icinga (including version 2.10 that I use). The process-check-result API can be used to submit passive check results. Getting this up and running required a bit more research and creativity than I would have hoped for, so I thought it was material enough for a blog post. My main requirement was to keep complexity down, hence I ended up with a simple shell script that is run from cron. None of the existing API clients mentioned in the manual appealed to me.

Prepare the Icinga server with some configuration changes to support the push clients (replace blahonga with a fresh long random password).

icinga# cat > /etc/icinga2/conf.d/api-users.conf
object ApiUser "pusher" {
  password = "blahonga"
  permissions = [ "actions/process-check-result" ]
}
^D
icinga# icinga2 feature enable api && systemctl reload icinga2

Then add some Service definitions and assign it to some hosts, to /etc/icinga2/conf.d/services.conf:

apply Service "passive-disk" {
  import "generic-service"
  check_command = "passive"
  check_interval = 2h
  assign where host.vars.os == "Debian"
}
apply Service "passive-apt" {
  import "generic-service"
  check_command = "passive"
  check_interval = 2h
  assign where host.vars.os == "Debian"
 }

I’m using a relaxed check interval of 2 hours because I will submit results from a cron job that is run every hour. The next step is to setup the machines to submit the results. Create a /etc/cron.d/icinga-pusher with the content below. Note that % characters needs to be escaped in crontab files. I’m running this as the munin user which is a non-privileged account that exists on all of my machines, but you may want to modify this. The check_disk command comes from the monitoring-plugins-basic Debian package, which includes other useful plugins like check_apt that I recommend.

30 * * * * munin /usr/local/bin/icinga-pusher `hostname -f` passive-apt /usr/lib/nagios/plugins/check_apt

40 * * * * munin /usr/local/bin/icinga-pusher `hostname -f` passive-disk "/usr/lib/nagios/plugins/check_disk -w 20\% -c 5\% -X tmpfs -X devtmpfs"

My icinga-pusher script requires a configuration file with some information about the Icinga setup. Put the following content in /etc/default/icinga-pusher (again replacing blahonga with your password):

ICINGA_PUSHER_CREDS="-u pusher:blahonga"
ICINGA_PUSHER_URL="https://icinga.yoursite.com:5665"
ICINGA_PUSHER_CA="-k"

The parameters above are used by the icinga-pusher script. The ICINGA_PUSHER_CREDS contain the api user credentials, either a simple "-u user:password" combination or it could be "--cert /etc/ssl/yourclient.crt --key /etc/ssl/yourclient.key". The ICINGA_PUSHER_URL is the base URL of your Icinga setup, for the API port which is usually 5665. The ICINGA_PUSHER_CA is "--cacert /etc/ssl/icingaca.crt" or "-k" to not use any CA verification (not recommended!).

Below is the script icinga-pusher itself. Some error handling has been removed for brevity — I have put the script in a separate “icinga-pusher” git repository which will be where I make any updates to this project in the future.

#!/bin/sh

# Copyright (C) 2019 Simon Josefsson.
# Released under the GPLv3+ license.

. /etc/default/icinga-pusher

HOST="$1"
SERVICE="$2"
CMD="$3"

OUT=$($CMD)
RC=$?

oIFS="$IFS"
IFS='|'
set -- $OUT
IFS="$oIFS"

OUTPUT="$1"
PERFORMANCE="$2"

data='{ "type": "Service", "filter": "host.name==\"'$HOST'\" && service.name==\"'$SERVICE'\"", "exit_status": '$RC', "plugin_output": "'$OUTPUT'", "performance_data": "'$PERFORMANCE'" }'

curl $ICINGA_PUSHER_CA $ICINGA_PUSHER_CREDS \
     -s -H 'Accept: application/json' -X POST \
     "$ICINGA_PUSHER_URL/v1/actions/process-check-result" \
     -d "$data"

exit 0

What do you think? Is there a simpler way of achieving what I want? Thanks for reading.

OpenPGP smartcard under GNOME on Debian 10 Buster

Debian buster is almost released, and today I celebrate midsummer by installing (a pre-release) of it on my Lenovo X201 laptop. Everything went smooth, except for the usual issues with smartcards under GNOME. I use a FST-01G running Gnuk, but the same issue apply to all OpenPGP cards including YubiKeys. I wrote about this problem for earlier releases, read Smartcards on Debian 9 Stretch and Smartcards on Debian 8 Jessie. Some things have changed – now GnuPG‘s internal ccid support works, and dirmngr is installed by default when you install Debian with GNOME. I thought I’d write a new post for the new release.

After installing Debian and logging into GNOME, I start a terminal and attempt to use the smartcard as follows.

jas@latte:~$ gpg --card-status
gpg: error getting version from 'scdaemon': No SmartCard daemon
gpg: OpenPGP card not available: No SmartCard daemon
jas@latte:~$ 

The reason is that the scdaemon package is not installed. Install it as follows.

jas@latte:~$ sudo apt-get install scdaemon

After this, gpg --card-status works. It is now using GnuPG’s internal CCID library, which appears to be working. The pcscd package is not required to get things working any more — however installing it also works, and you might need pcscd if you use other applications that talks to the smartcard.

jas@latte:~$ gpg --card-status
Reader ...........: Free Software Initiative of Japan Gnuk (FSIJ-1.2.14-67252015) 00 00
Application ID ...: D276000124010200FFFE672520150000
Version ..........: 2.0
Manufacturer .....: unmanaged S/N range
Serial number ....: 67252015
Name of cardholder: Simon Josefsson
Language prefs ...: sv
Sex ..............: man
URL of public key : https://josefsson.org/key-20190320.txt
Login data .......: jas
Signature PIN ....: inte tvingad
Key attributes ...: ed25519 cv25519 ed25519
Max. PIN lengths .: 127 127 127
PIN retry counter : 3 3 3
Signature counter : 710
KDF setting ......: off
Signature key ....: A3CC 9C87 0B9D 310A BAD4  CF2F 5172 2B08 FE47 45A2
      created ....: 2019-03-20 23:40:49
Encryption key....: A9EC 8F4D 7F1E 50ED 3DEF  49A9 0292 3D7E E76E BD60
      created ....: 2019-03-20 23:40:26
Authentication key: CA7E 3716 4342 DF31 33DF  3497 8026 0EE8 A9B9 2B2B
      created ....: 2019-03-20 23:40:37
General key info..: [none]
jas@latte:~$ 

As before, using the key does not work right away:

jas@latte:~$ echo foo|gpg -a --sign
gpg: no default secret key: No public key
gpg: signing failed: No public key
jas@latte:~$ 

This is because GnuPG does not have the public key that correspond to the private key inside the smartcard.

jas@latte:~$ gpg --list-keys
jas@latte:~$ gpg --list-secret-keys
jas@latte:~$ 

You may retrieve your public key from the clouds as follows. With Debian Buster, the dirmngr package is installed by default so there is no need to install it. Alternatively, if you configured your smartcard with a public key URL that works, you may type “retrieve” into the gpg --card-edit interactive interface. This could be considered slightly more reliable (at least from a self-hosting point of view), because it uses your configured URL for retrieving the public key rather than trusting clouds.

jas@latte:~$ gpg --recv-keys "A3CC 9C87 0B9D 310A BAD4  CF2F 5172 2B08 FE47 45A2"
gpg: key D73CF638C53C06BE: public key "Simon Josefsson <simon@josefsson.org>" imported
gpg: marginals needed: 3  completes needed: 1  trust model: pgp
gpg: depth: 0  valid:   2  signed:   0  trust: 0-, 0q, 0n, 0m, 0f, 2u
gpg: next trustdb check due at 2019-10-22
gpg: Total number processed: 1
gpg:               imported: 1
jas@latte:~$ 

Now signing with the smart card works! Yay! Btw: compare the output size with the output size in the previous post to understand the size advantage with Ed25519 over RSA.

jas@latte:~$ echo foo|gpg -a --sign
-----BEGIN PGP MESSAGE-----

owGbwMvMwCEWWKTN8c/ddRHjaa4khlieP//S8vO5OkpZGMQ4GGTFFFkWn5nTzj3X
kGvXlfP6MLWsTCCFDFycAjARscUM/5MnXTF9aSG4ScVa3sDiB2//nPSVz13Mkpbo
nlzSezowRZrhn+Ky7/O6M7XljzzJvtJhfPvOyS+rpyqJlD+buumL+/eOPywA
=+WN7
-----END PGP MESSAGE-----

As before, encrypting to myself does not work smoothly because of the trust setting on the public key. Witness the problem here:

jas@latte:~$ echo foo|gpg -a --encrypt -r simon@josefsson.org
gpg: 02923D7EE76EBD60: There is no assurance this key belongs to the named user

sub  cv25519/02923D7EE76EBD60 2019-03-20 Simon Josefsson <simon@josefsson.org>
 Primary key fingerprint: B1D2 BD13 75BE CB78 4CF4  F8C4 D73C F638 C53C 06BE
      Subkey fingerprint: A9EC 8F4D 7F1E 50ED 3DEF  49A9 0292 3D7E E76E BD60

It is NOT certain that the key belongs to the person named
in the user ID.  If you *really* know what you are doing,
you may answer the next question with yes.

Use this key anyway? (y/N) 
gpg: signal Interrupt caught ... exiting

jas@latte:~$

You update the trust setting with the gpg --edit-key command. Take note that this is not the general way of getting rid of the “There is no assurance this key belongs to the named user” warning — using a ultimate trust setting is normally only relevant for your own keys, which is the case here.

jas@latte:~$ gpg --edit-key simon@josefsson.org
gpg (GnuPG) 2.2.12; Copyright (C) 2018 Free Software Foundation, Inc.
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law.

Secret subkeys are available.

pub  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expires: 2019-10-22  usage: SC  
     trust: unknown       validity: unknown
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expires: 2019-10-22  usage: E   
     card-no: FFFE 67252015
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expires: 2019-10-22  usage: A   
     card-no: FFFE 67252015
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expires: 2019-10-22  usage: S   
     card-no: FFFE 67252015
[ unknown] (1). Simon Josefsson <simon@josefsson.org>

gpg> trust
pub  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expires: 2019-10-22  usage: SC  
     trust: unknown       validity: unknown
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expires: 2019-10-22  usage: E   
     card-no: FFFE 67252015
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expires: 2019-10-22  usage: A   
     card-no: FFFE 67252015
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expires: 2019-10-22  usage: S   
     card-no: FFFE 67252015
[ unknown] (1). Simon Josefsson <simon@josefsson.org>

Please decide how far you trust this user to correctly verify other users' keys
(by looking at passports, checking fingerprints from different sources, etc.)

  1 = I don't know or won't say
  2 = I do NOT trust
  3 = I trust marginally
  4 = I trust fully
  5 = I trust ultimately
  m = back to the main menu

Your decision? 5
Do you really want to set this key to ultimate trust? (y/N) y

pub  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expires: 2019-10-22  usage: SC  
     trust: ultimate      validity: unknown
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expires: 2019-10-22  usage: E   
     card-no: FFFE 67252015
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expires: 2019-10-22  usage: A   
     card-no: FFFE 67252015
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expires: 2019-10-22  usage: S   
     card-no: FFFE 67252015
[ unknown] (1). Simon Josefsson <simon@josefsson.org>
Please note that the shown key validity is not necessarily correct
unless you restart the program.

gpg> quit
jas@latte:~$

Confirm gpg --list-keys indicate that the key is now trusted, and encrypting to yourself should work.

jas@latte:~$ gpg --list-keys
/home/jas/.gnupg/pubring.kbx
----------------------------
pub   ed25519 2019-03-20 [SC] [expires: 2019-10-22]
      B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
uid           [ultimate] Simon Josefsson <simon@josefsson.org>
sub   ed25519 2019-03-20 [A] [expires: 2019-10-22]
sub   ed25519 2019-03-20 [S] [expires: 2019-10-22]
sub   cv25519 2019-03-20 [E] [expires: 2019-10-22]

jas@latte:~$ gpg --list-secret-keys
/home/jas/.gnupg/pubring.kbx
----------------------------
sec#  ed25519 2019-03-20 [SC] [expires: 2019-10-22]
      B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
uid           [ultimate] Simon Josefsson <simon@josefsson.org>
ssb>  ed25519 2019-03-20 [A] [expires: 2019-10-22]
ssb>  ed25519 2019-03-20 [S] [expires: 2019-10-22]
ssb>  cv25519 2019-03-20 [E] [expires: 2019-10-22]

jas@latte:~$ echo foo|gpg -a --encrypt -r simon@josefsson.org
gpg: checking the trustdb
gpg: marginals needed: 3  completes needed: 1  trust model: pgp
gpg: depth: 0  valid:   1  signed:   0  trust: 0-, 0q, 0n, 0m, 0f, 1u
gpg: next trustdb check due at 2019-10-22
-----BEGIN PGP MESSAGE-----

hF4DApI9fuduvWASAQdA4FIwM27EFqNK1I5eZERaZVDAXJDmYLZQHjZD8TexT3gw
7SDaeTLm7s0QSyKtsRugRpex6eSVhfA3WG8fUOyzbNv4o7AC/TQdhZ2TDtXZGFtY
0j8BRYIjVDbYOIp1NM3kHnMGHWEJRsTbtLCitMWmLdp4C98DE/uVkwjw98xEJauR
/9ZNmmvzuWpaHuEJNiFjORA=
=tAXh
-----END PGP MESSAGE-----
jas@latte:~$ 

The issue with OpenSSH and GNOME Keyring still exists as in previous releases.

jas@latte:~$ ssh-add -L
The agent has no identities.
jas@latte:~$ echo $SSH_AUTH_SOCK 
/run/user/1000/keyring/ssh
jas@latte:~$ 

The trick we used last time still works, and as far as I can tell, it is still the only recommended method to disable the gnome-keyring ssh component. Notice how we also configure GnuPG’s gpg-agent to enable SSH daemon support.

jas@latte:~$ mkdir ~/.config/autostart
jas@latte:~$ cp /etc/xdg/autostart/gnome-keyring-ssh.desktop ~/.config/autostart/
jas@latte:~$ echo 'Hidden=true' >> ~/.config/autostart/gnome-keyring-ssh.desktop 
jas@latte:~$ echo enable-ssh-support >> ~/.gnupg/gpg-agent.conf 

Log out of GNOME and log in again. Now the environment variable points to gpg-agent’s socket, and SSH authentication using the smartcard works.

jas@latte:~$ echo $SSH_AUTH_SOCK 
/run/user/1000/gnupg/S.gpg-agent.ssh
jas@latte:~$ ssh-add -L
ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAILzCFcHHrKzVSPDDarZPYqn89H5TPaxwcORgRg+4DagE cardno:FFFE67252015
jas@latte:~$ 

Topics for further discussion and research this time around includes:

  1. Should scdaemon (and possibly pcscd) be pre-installed on Debian desktop systems?
  2. Could gpg --card-status attempt to import the public key and secret key stub automatically? Alternatively, some new command that automate the bootstrapping of a new smartcard.
  3. Should GNOME keyring support smartcards?
  4. Why is GNOME keyring used by default for SSH rather than gpg-agent?
  5. Should gpg-agent default to enable the SSH daemon?
  6. What could be done to automatically infer the trust setting for a smartcard based private key?

Thanks for reading and happy smartcarding!

Offline Ed25519 OpenPGP key with subkeys on FST-01G running Gnuk

Below I describe how to generate an OpenPGP key and import its subkeys to a FST-01G device running Gnuk. See my earlier post on planning for my new OpenPGP key and the post on preparing the FST-01G to run Gnuk. For comparison with a RSA/YubiKey based approach, you can read about my setup from 2014.

Most of the steps below are covered by the Gnuk manual. The primary complication for me is the use of a offline machine and storing GnuPG directory stored on a USB memory device.

Offline machine

I use a laptop that is not connected to the Internet and boot it from a read-only USB memory stick. Finding a live CD that contains the necessary tools for using GnuPG with smartcards (gpg-agent, scdaemon, pcscd) is significantly harder than it should be. Using a rarely audited image begs the question of whether you can trust it. A patched kernel/gpg to generate poor randomness would be an easy and hard to notice hack. I’m using the PGP/PKI Clean Room Live CD. Recommendations on more widely used and audited alternatives would be appreciated. Select “Advanced Options” and “Run Shell” to escape the menus. Insert a new USB memory device, and prepare it as follows:

pgp@pgplive:/home/pgp$ sudo wipefs -a /dev/sdX
pgp@pgplive:/home/pgp$ sudo fdisk /dev/sdX
# create a primary partition of Linux type
pgp@pgplive:/home/pgp$ sudo mkfs.ext4 /dev/sdX1
pgp@pgplive:/home/pgp$ sudo mount /dev/sdX1 /mnt
pgp@pgplive:/home/pgp$ sudo mkdir /mnt/gnupghome
pgp@pgplive:/home/pgp$ sudo chown pgp.pgp /mnt/gnupghome
pgp@pgplive:/home/pgp$ sudo chmod go-rwx /mnt/gnupghome

GnuPG configuration

Set your GnuPG home directory to point to the gnupghome directory on the USB memory device. You will need to do this in every terminal windows you open that you want to use GnuPG in.

pgp@pgplive:/home/pgp$ export GNUPGHOME=/mnt/gnupghome
pgp@pgplive:/home/pgp$

At this point, you should be able to run gpg --card-status and get output from the smartcard.

Create master key

Create a master key and make a backup copy of the GnuPG home directory with it, together with an export ASCII version.

pgp@pgplive:/home/pgp$ gpg --quick-gen-key "Simon Josefsson <simon@josefsson.org>" ed25519 sign 216d
gpg: keybox '/mnt/gnupghome/pubring.kbx' created
gpg: /mnt/gnupghome/trustdb.gpg: trustdb created
gpg: key D73CF638C53C06BE marked as ultimately trusted
gpg: directory '/mnt/gnupghome/openpgp-revocs.d' created
gpg: revocation certificate stored as '/mnt/gnupghome/openpgp-revocs.d/B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE.rev'
pub   ed25519 2019-03-20 [SC] [expires: 2019-10-22]
      B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
      B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
uid                      Simon Josefsson <simon@josefsson.org>

pgp@pgplive:/home/pgp$ gpg -a --export-secret-keys B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE > $GNUPGHOME/masterkey.txt
pgp@pgplive:/home/pgp$ sudo cp -a $GNUPGHOME $GNUPGHOME-backup-masterkey
pgp@pgplive:/home/pgp$ 

Create subkeys

Create subkeys and make a backup of them too, as follows.

pgp@pgplive:/home/pgp$ gpg --quick-add-key B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE cv25519 encr 216d
pgp@pgplive:/home/pgp$ gpg --quick-add-key B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE ed25519 auth 216d
pgp@pgplive:/home/pgp$ gpg --quick-add-key B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE ed25519 sign 216d
pgp@pgplive:/home/pgp$ gpg -a --export-secret-keys B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE > $GNUPGHOME/mastersubkeys.txt
pgp@pgplive:/home/pgp$ gpg -a --export-secret-subkeys B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE > $GNUPGHOME/subkeys.txt
pgp@pgplive:/home/pgp$ sudo cp -a $GNUPGHOME $GNUPGHOME-backup-mastersubkeys
pgp@pgplive:/home/pgp$ 

Move keys to card

Prepare the card by setting Admin PIN, PIN, your full name, sex, login account, and key URL as you prefer, following the Gnuk manual on card personalization.

Move the subkeys from your GnuPG keyring to the FST01G using the keytocard command.

Take a final backup — because moving the subkeys to the card modifes the local GnuPG keyring — and create a ASCII armored version of the public key, to be transferred to your daily machine.

pgp@pgplive:/home/pgp$ gpg --list-secret-keys
/mnt/gnupghome/pubring.kbx
--------------------------
sec   ed25519 2019-03-20 [SC] [expires: 2019-10-22]
      B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
uid           [ultimate] Simon Josefsson <simon@josefsson.org>
ssb>  cv25519 2019-03-20 [E] [expires: 2019-10-22]
ssb>  ed25519 2019-03-20 [A] [expires: 2019-10-22]
ssb>  ed25519 2019-03-20 [S] [expires: 2019-10-22]

pgp@pgplive:/home/pgp$ gpg -a --export-secret-keys B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE > $GNUPGHOME/masterstubs.txt
pgp@pgplive:/home/pgp$ gpg -a --export-secret-subkeys B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE > $GNUPGHOME/subkeysstubs.txt
pgp@pgplive:/home/pgp$ gpg -a --export B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE > $GNUPGHOME/publickey.txt
pgp@pgplive:/home/pgp$ cp -a $GNUPGHOME $GNUPGHOME-backup-masterstubs
pgp@pgplive:/home/pgp$ 

Transfer to daily machine

Copy publickey.txt to your day-to-day laptop and import it and create stubs using --card-status.

jas@latte:~$ gpg --import < publickey.txt 
gpg: key D73CF638C53C06BE: public key "Simon Josefsson <simon@josefsson.org>" imported
gpg: Total number processed: 1
gpg:               imported: 1
jas@latte:~$ gpg --card-status

Reader ...........: Free Software Initiative of Japan Gnuk (FSIJ-1.2.14-67252015) 00 00
Application ID ...: D276000124010200FFFE672520150000
Version ..........: 2.0
Manufacturer .....: unmanaged S/N range
Serial number ....: 67252015
Name of cardholder: Simon Josefsson
Language prefs ...: sv
Sex ..............: male
URL of public key : https://josefsson.org/key-20190320.txt
Login data .......: jas
Signature PIN ....: not forced
Key attributes ...: ed25519 cv25519 ed25519
Max. PIN lengths .: 127 127 127
PIN retry counter : 3 3 3
Signature counter : 0
Signature key ....: A3CC 9C87 0B9D 310A BAD4  CF2F 5172 2B08 FE47 45A2
      created ....: 2019-03-20 23:40:49
Encryption key....: A9EC 8F4D 7F1E 50ED 3DEF  49A9 0292 3D7E E76E BD60
      created ....: 2019-03-20 23:40:26
Authentication key: CA7E 3716 4342 DF31 33DF  3497 8026 0EE8 A9B9 2B2B
      created ....: 2019-03-20 23:40:37
General key info..: sub  ed25519/51722B08FE4745A2 2019-03-20 Simon Josefsson <simon@josefsson.org>
sec   ed25519/D73CF638C53C06BE  created: 2019-03-20  expires: 2019-10-22
ssb>  cv25519/02923D7EE76EBD60  created: 2019-03-20  expires: 2019-10-22
                                card-no: FFFE 67252015
ssb>  ed25519/80260EE8A9B92B2B  created: 2019-03-20  expires: 2019-10-22
                                card-no: FFFE 67252015
ssb>  ed25519/51722B08FE4745A2  created: 2019-03-20  expires: 2019-10-22
                                card-no: FFFE 67252015
jas@latte:~$ 

Before the key can be used after the import, you must update the trust database for the secret key.

Now you should have a offline master key with subkey stubs. Note in the output below that the master key is not available (sec#) and the subkeys are stubs for smartcard keys (ssb>).

jas@latte:~$ gpg --list-secret-keys
sec#  ed25519 2019-03-20 [SC] [expires: 2019-10-22]
      B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
uid           [ultimate] Simon Josefsson <simon@josefsson.org>
ssb>  cv25519 2019-03-20 [E] [expires: 2019-10-22]
ssb>  ed25519 2019-03-20 [A] [expires: 2019-10-22]
ssb>  ed25519 2019-03-20 [S] [expires: 2019-10-22]

jas@latte:~$

If your environment variables are setup correctly, SSH should find the authentication key automatically.

jas@latte:~$ ssh-add -L
ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAILzCFcHHrKzVSPDDarZPYqn89H5TPaxwcORgRg+4DagE cardno:FFFE67252015
jas@latte:~$ 

GnuPG and SSH are now ready to be used with the new key. Thanks for reading!

Planning for a new OpenPGP key

I’m the process of migrating to a new OpenPGP key. I have been using GnuPG with keys stored on external hardware (smartcards) for a long time, and I’m firmly committed to that choice. Algorithm wise, RSA was the best choice back for me when I created my key in 2002, and I used it successfully with a non-standard key size for many years. In 2014 it was time for me to move to a new stronger key, and I still settled on RSA and a non-standard key size. My master key was 3744 bits instead of 1280 bits, and the smartcard subkeys were 2048 bits instead of 1024 bits. At that time, I had already moved from the OpenPGP smartcard to the NXP-based YubiKey NEO (version 3) that runs JavaCard applets. The primary relevant difference for me was the availability of source code for the OpenPGP implementation running on the device, in the ykneo-openpgp project. The device was still a proprietary hardware and firmware design though.

Five years later, it is time for a new key again, and I allow myself to revisit some decisions that I made last time.

GnuPG has supported Curve25519/Ed25519 for some time, and today I prefer it over RSA. Infrastructure has been gradually introducing support for it as well, to the point that I now believe I can cut the ropes to the old world with RSA. Having a offline master key is still a strong preference, so I will stick to that decision. You shouldn’t run around with your primary master key if it is possible to get by with subkeys for daily use, and that has worked well for me over the years.

Hardware smartcard support for Curve25519/Ed25519 has been behind software support. NIIBE Yutaka developed the FST-01 hardware device in 2011, and the more modern FST-01G device in 2016. He also wrote the Gnuk software implementation of the OpenPGP card specification that runs on the FST-01 hardware (and other devices). The FST-01 hardware design is open, and it only runs the Gnuk free software. You can buy the FST-01G device from the FSF. The device has not received the FSF Respects Your Freedom stamp, even though it is sold by FSF which seems a bit hypocritical. Hardware running Gnuk are the only free software OpenPGP smartcard that supports Curve25519/Ed25519 right now, to my knowledge. The physical form factor is not as slick as the YubiKey (especially the nano-versions of the YubiKey that can be emerged into the USB slot), but it is a trade-off I can live with. Niibe introduced the FST-01SZ at FOSDEM’19 but to me it does not appear to offer any feature over the FST-01G and is not available for online purchase right now.

I have always generated keys in software using GnuPG. My arguments traditionally was that I 1) don’t trust closed-source RSA key generation implementations, and 2) want to be able to reproduce my setup with a brand new device. With Gnuk the first argument doesn’t hold any longer. However, I still prefer to generate keys with GnuPG on a Linux-based Debian machine because that software stack is likely to receive more auditing than Gnuk. It is a delicated decision though, since GnuPG on Debian is many orders of complexity higher than the Gnuk software. My second argument is now the primary driver for this decision.

I prefer the SHA-2 family of hashes over SHA-1, and earlier had to configure GnuPG for this. Today I believe the defaults have been improved and this is no longer an issue.

Back in 2014, I had a goal of having a JPEG image embedded in my OpenPGP key. I never finished that process, and I have not been sorry for missing out on anything as a result. On the contrary, the size of the key with an embedded image woud have been even more problematic than the already large key holding 4 embedded RSA public keys in it.

To summarize, my requirements for my OpenPGP key setup in 2019 are:

  • Curve25519/Ed25519 algorithms.
  • Master key on USB stick.
  • USB stick only used on an offline computer.
  • Subkeys for daily use (signature, encryption and authentication).
  • Keys are generated in GnuPG software and imported to the smartcard.
  • Smartcard is open hardware and running free software.

Getting this setup up and running sadly requires quite some detailed work, which will be the topic of other posts… stay tuned!

Vikings D16 server first impressions

I have bought a 1U server to use as a virtualization platform to host my personal online services (mail, web, DNS, nextCloud, Icinga, Munin etc). This is the first time I have used a high-end libre hardware device that has been certified with the Respects Your Freedom certification, by the Free Software Foundation. To inspire others to buy a similar machine, I have written about my experience with the machine.

The machine I bought has a ASUS KGPE D16 mainboard with modified (liberated) BIOS. I bought it from Vikings.net. Ordering the server was uneventful. I ordered it with two AMD 6278 processors (the Wikipedia AMD Opteron page contains useful CPU information), 128GB of ECC RAM, and a PIKE 2008/IMR RAID controller to improve SATA speed (to be verified). I intend to use it with two 1TB Samsung 850 SSDs and two 5TB Seagate ST5000, configured in RAID1 mode. I was worried that the SATA controller(s) would not be able handle >2TB devices, which is something I have had bad experiences with older Dell RAID controllers before. The manufacturer wasn’t able to confirm that they would work, but I took the risk and went ahead with the order anyway.

One of the order configuration choices was which BIOS to use. I chose their recommended “Petitboot & Coreboot (de-blobbed)” option. The other choices were “Coreboot (de-blobbed)” and “Libreboot”. I am still learning about the BIOS alternatives, and my goal is to compare the various alternatives and eventually compile my own preferred choice. The choice of BIOS still leaves me with a desire to understand more. Petitboot appears more advanced, and has an embedded real Linux kernel and small rescue system on it (hence it requires a larger 16MB BIOS chip). Coreboot is a well known project, but it appears it does not have a strict FOSS policy so there is non-free code in it. Libreboot is a de-blobbed coreboot, and appears to fit the bill for me, but it does not appear to have a large community around it and might not be as updated as coreboot.

The PIKE2008 controll card did not fit with the 1U case that Vikings.net had found for me, so someone on their side must have had a nice day of hardware hacking. The cooler for one chip had a dent in it, which could imply damage to the chip or mainboard. The chip is close to the RAID controller where they modified the 1U case, so I was worried that some physical force had been applied there.

First impressions of using the machine for a couple of days:

  • The graphical installation of Debian 9.x stretch does not start. There is a X11 stack backtrace on booting the ISO netinst image, and I don’t know how to turn the installer into text mode from within the Petitboot boot menu.
  • Petitboot does not appear to detect a bootable system inside a RAID partition, which I have reported. I am now using a raw ext4 /boot partition on one of the SSDs to boot.
  • Debian 8.x jessie installs fine, since it uses text-mode. See my jessie installation report.
  • The graphical part of GRUB in debian 8.x makes graphics not work anymore, so I can’t see the GRUB screen or interact with the booted Debian installation.
  • Reboot time is around 2 minutes and 20 seconds between rsyslogd shuts down and until it starts again.
  • On every other boot (it is fairly stable at 50%) I get the following kernel log message every other second. The 00:14.0 device is the SBx00 SMBus Controller according to lspci, but what this means is a mystery to me.
    AMD-Vi: Event logged [IO_PAGE_FAULT device=00:14.0 domain=0x000a address=0x000000fdf9103300 flags=0x0030]
    

That’s it for now! My goal is to get Debian 9.x stretch installed on the machine and perform some heavy duty load testing of the machine before putting it into production. Expect an update if I discover something interesting!

OpenPGP smartcard under GNOME on Debian 9.0 Stretch

I installed Debian 9.0 “Stretch” on my Lenovo X201 laptop today. Installation went smooth, as usual. GnuPG/SSH with an OpenPGP smartcard — I use a YubiKey NEO — does not work out of the box with GNOME though. I wrote about how to fix OpenPGP smartcards under GNOME with Debian 8.0 “Jessie” earlier, and I thought I’d do a similar blog post for Debian 9.0 “Stretch”. The situation is slightly different than before (e.g., GnuPG works better but SSH doesn’t) so there is some progress. May I hope that Debian 10.0 “Buster” gets this right? Pointers to which package in Debian should have a bug report tracking this issue is welcome (or a pointer to an existing bug report).

After first login, I attempt to use gpg --card-status to check if GnuPG can talk to the smartcard.

jas@latte:~$ gpg --card-status
gpg: error getting version from 'scdaemon': No SmartCard daemon
gpg: OpenPGP card not available: No SmartCard daemon
jas@latte:~$ 

This fails because scdaemon is not installed. Isn’t a smartcard common enough so that this should be installed by default on a GNOME Desktop Debian installation? Anyway, install it as follows.

root@latte:~# apt-get install scdaemon

Then try again.

jas@latte:~$ gpg --card-status
gpg: selecting openpgp failed: No such device
gpg: OpenPGP card not available: No such device
jas@latte:~$ 

I believe scdaemon here attempts to use its internal CCID implementation, and I do not know why it does not work. At this point I often recall that want pcscd installed since I work with smartcards in general.

root@latte:~# apt-get install pcscd

Now gpg --card-status works!

jas@latte:~$ gpg --card-status

Reader ...........: Yubico Yubikey NEO CCID 00 00
Application ID ...: D2760001240102000006017403230000
Version ..........: 2.0
Manufacturer .....: Yubico
Serial number ....: 01740323
Name of cardholder: Simon Josefsson
Language prefs ...: sv
Sex ..............: male
URL of public key : https://josefsson.org/54265e8c.txt
Login data .......: jas
Signature PIN ....: not forced
Key attributes ...: rsa2048 rsa2048 rsa2048
Max. PIN lengths .: 127 127 127
PIN retry counter : 3 3 3
Signature counter : 8358
Signature key ....: 9941 5CE1 905D 0E55 A9F8  8026 860B 7FBB 32F8 119D
      created ....: 2014-06-22 19:19:04
Encryption key....: DC9F 9B7D 8831 692A A852  D95B 9535 162A 78EC D86B
      created ....: 2014-06-22 19:19:20
Authentication key: 2E08 856F 4B22 2148 A40A  3E45 AF66 08D7 36BA 8F9B
      created ....: 2014-06-22 19:19:41
General key info..: sub  rsa2048/860B7FBB32F8119D 2014-06-22 Simon Josefsson 
sec#  rsa3744/0664A76954265E8C  created: 2014-06-22  expires: 2017-09-04
ssb>  rsa2048/860B7FBB32F8119D  created: 2014-06-22  expires: 2017-09-04
                                card-no: 0006 01740323
ssb>  rsa2048/9535162A78ECD86B  created: 2014-06-22  expires: 2017-09-04
                                card-no: 0006 01740323
ssb>  rsa2048/AF6608D736BA8F9B  created: 2014-06-22  expires: 2017-09-04
                                card-no: 0006 01740323
jas@latte:~$ 

Using the key will not work though.

jas@latte:~$ echo foo|gpg -a --sign
gpg: no default secret key: No secret key
gpg: signing failed: No secret key
jas@latte:~$ 

This is because the public key and the secret key stub are not available.

jas@latte:~$ gpg --list-keys
jas@latte:~$ gpg --list-secret-keys
jas@latte:~$ 

You need to import the key for this to work. I have some vague memory that gpg --card-status was supposed to do this, but I may be wrong.

jas@latte:~$ gpg --recv-keys 9AA9BDB11BB1B99A21285A330664A76954265E8C
gpg: failed to start the dirmngr '/usr/bin/dirmngr': No such file or directory
gpg: connecting dirmngr at '/run/user/1000/gnupg/S.dirmngr' failed: No such file or directory
gpg: keyserver receive failed: No dirmngr
jas@latte:~$ 

Surprisingly, dirmngr is also not shipped by default so it has to be installed manually.

root@latte:~# apt-get install dirmngr

Below I proceed to trust the clouds to find my key.

jas@latte:~$ gpg --recv-keys 9AA9BDB11BB1B99A21285A330664A76954265E8C
gpg: key 0664A76954265E8C: public key "Simon Josefsson " imported
gpg: no ultimately trusted keys found
gpg: Total number processed: 1
gpg:               imported: 1
jas@latte:~$ 

Now the public key and the secret key stub are available locally.

jas@latte:~$ gpg --list-keys
/home/jas/.gnupg/pubring.kbx
----------------------------
pub   rsa3744 2014-06-22 [SC] [expires: 2017-09-04]
      9AA9BDB11BB1B99A21285A330664A76954265E8C
uid           [ unknown] Simon Josefsson 
uid           [ unknown] Simon Josefsson 
sub   rsa2048 2014-06-22 [S] [expires: 2017-09-04]
sub   rsa2048 2014-06-22 [E] [expires: 2017-09-04]
sub   rsa2048 2014-06-22 [A] [expires: 2017-09-04]

jas@latte:~$ gpg --list-secret-keys
/home/jas/.gnupg/pubring.kbx
----------------------------
sec#  rsa3744 2014-06-22 [SC] [expires: 2017-09-04]
      9AA9BDB11BB1B99A21285A330664A76954265E8C
uid           [ unknown] Simon Josefsson 
uid           [ unknown] Simon Josefsson 
ssb>  rsa2048 2014-06-22 [S] [expires: 2017-09-04]
ssb>  rsa2048 2014-06-22 [E] [expires: 2017-09-04]
ssb>  rsa2048 2014-06-22 [A] [expires: 2017-09-04]

jas@latte:~$ 

I am now able to sign data with the smartcard, yay!

jas@latte:~$ echo foo|gpg -a --sign
-----BEGIN PGP MESSAGE-----

owGbwMvMwMHYxl2/2+iH4FzG01xJDJFu3+XT8vO5OhmNWRgYORhkxRRZZjrGPJwQ
yxe68keDGkwxKxNIJQMXpwBMRJGd/a98NMPJQt6jaoyO9yUVlmS7s7qm+Kjwr53G
uq9wQ+z+/kOdk9w4Q39+SMvc+mEV72kuH9WaW9bVqj80jN77hUbfTn5mffu2/aVL
h/IneTfaOQaukHij/P8A0//Phg/maWbONUjjySrl+a3tP8ll6/oeCd8g/aeTlH79
i0naanjW4bjv9wnvGuN+LPHLmhUc2zvZdyK3xttN/roHvsdX3f53yTAxeInvXZmd
x7W0/hVPX33Y4nT877T/ak4L057IBSavaPVcf4yhglVI8XuGgaTP666Wuslbliy4
5W5eLasbd33Xd/W0hTINznuz0kJ4r1bLHZW9fvjLduMPq5rS2co9tvW8nX9rhZ/D
zycu/QA=
=I8rt
-----END PGP MESSAGE-----
jas@latte:~$ 

Encrypting to myself will not work smoothly though.

jas@latte:~$ echo foo|gpg -a --encrypt -r simon@josefsson.org
gpg: 9535162A78ECD86B: There is no assurance this key belongs to the named user
sub  rsa2048/9535162A78ECD86B 2014-06-22 Simon Josefsson 
 Primary key fingerprint: 9AA9 BDB1 1BB1 B99A 2128  5A33 0664 A769 5426 5E8C
      Subkey fingerprint: DC9F 9B7D 8831 692A A852  D95B 9535 162A 78EC D86B

It is NOT certain that the key belongs to the person named
in the user ID.  If you *really* know what you are doing,
you may answer the next question with yes.

Use this key anyway? (y/N) 
gpg: signal Interrupt caught ... exiting

jas@latte:~$ 

The reason is that the newly imported key has unknown trust settings. I update the trust settings on my key to fix this, and encrypting now works without a prompt.

jas@latte:~$ gpg --edit-key 9AA9BDB11BB1B99A21285A330664A76954265E8C
gpg (GnuPG) 2.1.18; Copyright (C) 2017 Free Software Foundation, Inc.
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law.

Secret key is available.

pub  rsa3744/0664A76954265E8C
     created: 2014-06-22  expires: 2017-09-04  usage: SC  
     trust: unknown       validity: unknown
ssb  rsa2048/860B7FBB32F8119D
     created: 2014-06-22  expires: 2017-09-04  usage: S   
     card-no: 0006 01740323
ssb  rsa2048/9535162A78ECD86B
     created: 2014-06-22  expires: 2017-09-04  usage: E   
     card-no: 0006 01740323
ssb  rsa2048/AF6608D736BA8F9B
     created: 2014-06-22  expires: 2017-09-04  usage: A   
     card-no: 0006 01740323
[ unknown] (1). Simon Josefsson 
[ unknown] (2)  Simon Josefsson 

gpg> trust
pub  rsa3744/0664A76954265E8C
     created: 2014-06-22  expires: 2017-09-04  usage: SC  
     trust: unknown       validity: unknown
ssb  rsa2048/860B7FBB32F8119D
     created: 2014-06-22  expires: 2017-09-04  usage: S   
     card-no: 0006 01740323
ssb  rsa2048/9535162A78ECD86B
     created: 2014-06-22  expires: 2017-09-04  usage: E   
     card-no: 0006 01740323
ssb  rsa2048/AF6608D736BA8F9B
     created: 2014-06-22  expires: 2017-09-04  usage: A   
     card-no: 0006 01740323
[ unknown] (1). Simon Josefsson 
[ unknown] (2)  Simon Josefsson 

Please decide how far you trust this user to correctly verify other users' keys
(by looking at passports, checking fingerprints from different sources, etc.)

  1 = I don't know or won't say
  2 = I do NOT trust
  3 = I trust marginally
  4 = I trust fully
  5 = I trust ultimately
  m = back to the main menu

Your decision? 5
Do you really want to set this key to ultimate trust? (y/N) y

pub  rsa3744/0664A76954265E8C
     created: 2014-06-22  expires: 2017-09-04  usage: SC  
     trust: ultimate      validity: unknown
ssb  rsa2048/860B7FBB32F8119D
     created: 2014-06-22  expires: 2017-09-04  usage: S   
     card-no: 0006 01740323
ssb  rsa2048/9535162A78ECD86B
     created: 2014-06-22  expires: 2017-09-04  usage: E   
     card-no: 0006 01740323
ssb  rsa2048/AF6608D736BA8F9B
     created: 2014-06-22  expires: 2017-09-04  usage: A   
     card-no: 0006 01740323
[ unknown] (1). Simon Josefsson 
[ unknown] (2)  Simon Josefsson 
Please note that the shown key validity is not necessarily correct
unless you restart the program.

gpg> quit
jas@latte:~$ echo foo|gpg -a --encrypt -r simon@josefsson.org
-----BEGIN PGP MESSAGE-----

hQEMA5U1Fip47NhrAQgArTvAykj/YRhWVuXb6nzeEigtlvKFSmGHmbNkJgF5+r1/
/hWENR72wsb1L0ROaLIjM3iIwNmyBURMiG+xV8ZE03VNbJdORW+S0fO6Ck4FaIj8
iL2/CXyp1obq1xCeYjdPf2nrz/P2Evu69s1K2/0i9y2KOK+0+u9fEGdAge8Gup6y
PWFDFkNj2YiVa383BqJ+kV51tfquw+T4y5MfVWBoHlhm46GgwjIxXiI+uBa655IM
EgwrONcZTbAWSV4/ShhR9ug9AzGIJgpu9x8k2i+yKcBsgAh/+d8v7joUaPRZlGIr
kim217hpA3/VLIFxTTkkm/BO1KWBlblxvVaL3RZDDNI5AVp0SASswqBqT3W5ew+K
nKdQ6UTMhEFe8xddsLjkI9+AzHfiuDCDxnxNgI1haI6obp9eeouGXUKG
=s6kt
-----END PGP MESSAGE-----
jas@latte:~$ 

So everything is fine, isn’t it? Alas, not quite.

jas@latte:~$ ssh-add -L
The agent has no identities.
jas@latte:~$ 

Tracking this down, I now realize that GNOME’s keyring is used for SSH but GnuPG’s gpg-agent is used for GnuPG. GnuPG uses the environment variable GPG_AGENT_INFO to connect to an agent, and SSH uses the SSH_AUTH_SOCK environment variable to find its agent. The filenames used below leak the knowledge that gpg-agent is used for GnuPG but GNOME keyring is used for SSH.

jas@latte:~$ echo $GPG_AGENT_INFO 
/run/user/1000/gnupg/S.gpg-agent:0:1
jas@latte:~$ echo $SSH_AUTH_SOCK 
/run/user/1000/keyring/ssh
jas@latte:~$ 

Here the same recipe as in my previous blog post works. This time GNOME keyring only has to be disabled for SSH. Disabling GNOME keyring is not sufficient, you also need gpg-agent to start with enable-ssh-support. The simplest way to achieve that is to add a line in ~/.gnupg/gpg-agent.conf as follows. When you login, the script /etc/X11/Xsession.d/90gpg-agent will set the environment variables GPG_AGENT_INFO and SSH_AUTH_SOCK. The latter variable is only set if enable-ssh-support is mentioned in the gpg-agent configuration.

jas@latte:~$ mkdir ~/.config/autostart
jas@latte:~$ cp /etc/xdg/autostart/gnome-keyring-ssh.desktop ~/.config/autostart/
jas@latte:~$ echo 'Hidden=true' >> ~/.config/autostart/gnome-keyring-ssh.desktop 
jas@latte:~$ echo enable-ssh-support >> ~/.gnupg/gpg-agent.conf 
jas@latte:~$ 

Log out from GNOME and log in again. Now you should see ssh-add -L working.

jas@latte:~$ ssh-add -L
ssh-rsa AAAAB3NzaC1yc2EAAAADAQABAAABAQDFP+UOTZJ+OXydpmbKmdGOVoJJz8se7lMs139T+TNLryk3EEWF+GqbB4VgzxzrGjwAMSjeQkAMb7Sbn+VpbJf1JDPFBHoYJQmg6CX4kFRaGZT6DHbYjgia59WkdkEYTtB7KPkbFWleo/RZT2u3f8eTedrP7dhSX0azN0lDuu/wBrwedzSV+AiPr10rQaCTp1V8sKbhz5ryOXHQW0Gcps6JraRzMW+ooKFX3lPq0pZa7qL9F6sE4sDFvtOdbRJoZS1b88aZrENGx8KSrcMzARq9UBn1plsEG4/3BRv/BgHHaF+d97by52R0VVyIXpLlkdp1Uk4D9cQptgaH4UAyI1vr cardno:000601740323
jas@latte:~$ 

Topics for further discussion or research include 1) whether scdaemon, dirmngr and/or pcscd should be pre-installed on Debian desktop systems; 2) whether gpg --card-status should attempt to import the public key and secret key stub automatically; 3) why GNOME keyring is used by default for SSH rather than gpg-agent; 4) whether GNOME keyring should support smartcards, or if it is better to always use gpg-agent for GnuPG/SSH, 5) if something could/should be done to automatically infer the trust setting for a secret key.

Enjoy!