Tag Archives: security

OpenPGP key on FST-01SZ

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I use GnuPG to compute cryptographic signatures for my emails, git commits/tags, and software release artifacts (tarballs). Part of GnuPG is gpg-agent which talks to OpenSSH, which I login to remote servers and to clone git repositories. I dislike storing cryptographic keys on general-purpose machines, and have used hardware-backed OpenPGP keys since around 2006 when I got a FSFE Fellowship Card. GnuPG via gpg-agent handles this well, and the private key never leaves the hardware. The ZeitControl cards were (to my knowledge) proprietary hardware running some non-free operating system and OpenPGP implementation. By late 2012 the YubiKey NEO supported OpenPGP, and while the hardware and operating system on it was not free, at least it ran a free software OpenPGP implementation and eventually I setup my primary RSA key on it. This worked well for a couple of years, and when I in 2019 wished to migrate to a new key, the FST-01G device with open hardware running free software that supported Ed25519 had become available. I created a key and have been using the FST-01G on my main laptop since then. This little device has been working, the signature counter on it is around 14501 which means around 10 signatures/day since then!

Currently I am in the process of migrating towards a new laptop, and moving the FST-01G device between them is cumbersome, especially if I want to use both laptops in parallel. That’s why I need to setup a new hardware device to hold my OpenPGP key, which can go with my new laptop. This is a good time to re-visit alternatives. I quickly decided that I did not want to create a new key, only to import my current one to keep everything working. My requirements on the device to chose hasn’t changed since 2019, see my summary at the end of the earlier blog post. Unfortunately the FST-01G is out of stock and the newer FST-01SZ has also out of stock. While Tillitis looks promising (and I have one to play with), it does not support OpenPGP (yet). What to do? Fortunately, I found some FST-01SZ device in my drawer, and decided to use it pending a more satisfactory answer. Hopefully once I get around to generate a new OpenPGP key in a year or so, I will do a better survey of options that are available on the market then. What are your (freedom-respecting) OpenPGP hardware recommendations?

FST-01SZ circuit board

Similar to setting up the FST-01G, the FST-01SZ needs to be setup before use. I’m doing the following from Trisquel 11 but any GNU/Linux system would work. When the device is inserted at first time, some kernel messages are shown (see /var/log/syslog or use the dmesg command):


usb 3-3: new full-speed USB device number 39 using xhci_hcd
usb 3-3: New USB device found, idVendor=234b, idProduct=0004, bcdDevice= 2.00
usb 3-3: New USB device strings: Mfr=1, Product=2, SerialNumber=3
usb 3-3: Product: Fraucheky
usb 3-3: Manufacturer: Free Software Initiative of Japan
usb 3-3: SerialNumber: FSIJ-0.0
usb-storage 3-3:1.0: USB Mass Storage device detected
scsi host1: usb-storage 3-3:1.0
scsi 1:0:0:0: Direct-Access     FSIJ     Fraucheky        1.0  PQ: 0 ANSI: 0
sd 1:0:0:0: Attached scsi generic sg2 type 0
sd 1:0:0:0: [sdc] 128 512-byte logical blocks: (65.5 kB/64.0 KiB)
sd 1:0:0:0: [sdc] Write Protect is off
sd 1:0:0:0: [sdc] Mode Sense: 03 00 00 00
sd 1:0:0:0: [sdc] No Caching mode page found
sd 1:0:0:0: [sdc] Assuming drive cache: write through
 sdc:
sd 1:0:0:0: [sdc] Attached SCSI removable disk

Interestingly, the NeuG software installed on the device I got appears to be version 1.0.9:


jas@kaka:~$ head /media/jas/Fraucheky/README
NeuG - a true random number generator implementation
						  Version 1.0.9
						     2018-11-20
					           Niibe Yutaka
			      Free Software Initiative of Japan
What's NeuG?
============
jas@kaka:~$

I could not find version 1.0.9 published anywhere, but the device came with a SD-card that contain a copy of the source, so I uploaded it until a more canonical place is located. Putting the device in the serial mode can be done using a sudo eject /dev/sdc command which results in the following syslog output.


usb 3-3: reset full-speed USB device number 39 using xhci_hcd
usb 3-3: device firmware changed
usb 3-3: USB disconnect, device number 39
sdc: detected capacity change from 128 to 0
usb 3-3: new full-speed USB device number 40 using xhci_hcd
usb 3-3: New USB device found, idVendor=234b, idProduct=0001, bcdDevice= 2.00
usb 3-3: New USB device strings: Mfr=1, Product=2, SerialNumber=3
usb 3-3: Product: NeuG True RNG
usb 3-3: Manufacturer: Free Software Initiative of Japan
usb 3-3: SerialNumber: FSIJ-1.0.9-42315277
cdc_acm 3-3:1.0: ttyACM0: USB ACM device

Now download Gnuk, verify its integrity and build it. You may need some additional packages installed, try apt-get install gcc-arm-none-eabi openocd python3-usb. As you can see, I’m using the stable 1.2 branch of Gnuk, currently on version 1.2.20. The ./configure parameters deserve some explanation. The kdf_do=required sets up the device to require KDF usage. The --enable-factory-reset allows me to use the command factory-reset (with admin PIN) inside gpg --card-edit to completely wipe the card. Some may consider that too dangerous, but my view is that if someone has your admin PIN it is game over anyway. The --vidpid=234b:0000 is specifies the USB VID/PID to use, and --target=FST_01SZ is critical to set the platform (you’ll may brick the device if you pick the wrong --target setting).


jas@kaka:~/src$ rm -rf gnuk neug
jas@kaka:~/src$ git clone https://gitlab.com/jas/neug.git
Cloning into 'neug'...
remote: Enumerating objects: 2034, done.
remote: Counting objects: 100% (2034/2034), done.
remote: Compressing objects: 100% (603/603), done.
remote: Total 2034 (delta 1405), reused 2013 (delta 1405), pack-reused 0
Receiving objects: 100% (2034/2034), 910.34 KiB | 3.50 MiB/s, done.
Resolving deltas: 100% (1405/1405), done.
jas@kaka:~/src$ git clone https://salsa.debian.org/gnuk-team/gnuk/gnuk.git
Cloning into 'gnuk'...
remote: Enumerating objects: 13765, done.
remote: Counting objects: 100% (959/959), done.
remote: Compressing objects: 100% (337/337), done.
remote: Total 13765 (delta 629), reused 907 (delta 599), pack-reused 12806
Receiving objects: 100% (13765/13765), 12.59 MiB | 3.05 MiB/s, done.
Resolving deltas: 100% (10077/10077), done.
jas@kaka:~/src$ cd neug
jas@kaka:~/src/neug$ git describe 
release/1.0.9
jas@kaka:~/src/neug$ git tag -v `git describe`
object 5d51022a97a5b7358d0ea62bbbc00628c6cec06a
type commit
tag release/1.0.9
tagger NIIBE Yutaka <gniibe@fsij.org> 1542701768 +0900

Version 1.0.9.
gpg: Signature made Tue Nov 20 09:16:08 2018 CET
gpg:                using EDDSA key 249CB3771750745D5CDD323CE267B052364F028D
gpg:                issuer "gniibe@fsij.org"
gpg: Good signature from "NIIBE Yutaka <gniibe@fsij.org>" [unknown]
gpg:                 aka "NIIBE Yutaka <gniibe@debian.org>" [unknown]
gpg: WARNING: This key is not certified with a trusted signature!
gpg:          There is no indication that the signature belongs to the owner.
Primary key fingerprint: 249C B377 1750 745D 5CDD  323C E267 B052 364F 028D
jas@kaka:~/src/neug$ cd ../gnuk/
jas@kaka:~/src/gnuk$ git checkout STABLE-BRANCH-1-2 
Branch 'STABLE-BRANCH-1-2' set up to track remote branch 'STABLE-BRANCH-1-2' from 'origin'.
Switched to a new branch 'STABLE-BRANCH-1-2'
jas@kaka:~/src/gnuk$ git describe
release/1.2.20
jas@kaka:~/src/gnuk$ git tag -v `git describe`
object 9d3c08bd2beb73ce942b016d4328f0a596096c02
type commit
tag release/1.2.20
tagger NIIBE Yutaka <gniibe@fsij.org> 1650594032 +0900

Gnuk: Version 1.2.20
gpg: Signature made Fri Apr 22 04:20:32 2022 CEST
gpg:                using EDDSA key 249CB3771750745D5CDD323CE267B052364F028D
gpg: Good signature from "NIIBE Yutaka <gniibe@fsij.org>" [unknown]
gpg:                 aka "NIIBE Yutaka <gniibe@debian.org>" [unknown]
gpg: WARNING: This key is not certified with a trusted signature!
gpg:          There is no indication that the signature belongs to the owner.
Primary key fingerprint: 249C B377 1750 745D 5CDD  323C E267 B052 364F 028D
jas@kaka:~/src/gnuk/src$ git submodule update --init
Submodule 'chopstx' (https://salsa.debian.org/gnuk-team/chopstx/chopstx.git) registered for path '../chopstx'
Cloning into '/home/jas/src/gnuk/chopstx'...
Submodule path '../chopstx': checked out 'e12a7e0bb3f004c7bca41cfdb24c8b66daf3db89'
jas@kaka:~/src/gnuk$ cd chopstx
jas@kaka:~/src/gnuk/chopstx$ git describe
release/1.21
jas@kaka:~/src/gnuk/chopstx$ git tag -v `git describe`
object e12a7e0bb3f004c7bca41cfdb24c8b66daf3db89
type commit
tag release/1.21
tagger NIIBE Yutaka <gniibe@fsij.org> 1650593697 +0900

Chopstx: Version 1.21
gpg: Signature made Fri Apr 22 04:14:57 2022 CEST
gpg:                using EDDSA key 249CB3771750745D5CDD323CE267B052364F028D
gpg: Good signature from "NIIBE Yutaka <gniibe@fsij.org>" [unknown]
gpg:                 aka "NIIBE Yutaka <gniibe@debian.org>" [unknown]
gpg: WARNING: This key is not certified with a trusted signature!
gpg:          There is no indication that the signature belongs to the owner.
Primary key fingerprint: 249C B377 1750 745D 5CDD  323C E267 B052 364F 028D
jas@kaka:~/src/gnuk/chopstx$ cd ../src
jas@kaka:~/src/gnuk/src$ kdf_do=required ./configure --enable-factory-reset --vidpid=234b:0000 --target=FST_01SZ
Header file is: board-fst-01sz.h
Debug option disabled
Configured for bare system (no-DFU)
PIN pad option disabled
CERT.3 Data Object is NOT supported
Card insert/removal by HID device is NOT supported
Life cycle management is supported
Acknowledge button is supported
KDF DO is required before key import/generation
jas@kaka:~/src/gnuk/src$ make | less
jas@kaka:~/src/gnuk/src$ cd ../regnual/
jas@kaka:~/src/gnuk/regnual$ make | less
jas@kaka:~/src/gnuk/regnual$ cd ../../
jas@kaka:~/src$ sudo python3 neug/tool/neug_upgrade.py -f gnuk/regnual/regnual.bin gnuk/src/build/gnuk.bin
gnuk/regnual/regnual.bin: 4608
gnuk/src/build/gnuk.bin: 109568
CRC32: b93ca829

Device: 
Configuration: 1
Interface: 1
20000e00:20005000
Downloading flash upgrade program...
start 20000e00
end   20002000
# 20002000: 32 : 4
Run flash upgrade program...
Wait 1 second...
Wait 1 second...
Device: 
08001000:08020000
Downloading the program
start 08001000
end   0801ac00
jas@kaka:~/src$

The kernel log will contain the following, and the card is ready to use as an OpenPGP card. You may unplug it and re-insert it as you wish.


usb 3-3: reset full-speed USB device number 41 using xhci_hcd
usb 3-3: device firmware changed
usb 3-3: USB disconnect, device number 41
usb 3-3: new full-speed USB device number 42 using xhci_hcd
usb 3-3: New USB device found, idVendor=234b, idProduct=0000, bcdDevice= 2.00
usb 3-3: New USB device strings: Mfr=1, Product=2, SerialNumber=3
usb 3-3: Product: Gnuk Token
usb 3-3: Manufacturer: Free Software Initiative of Japan
usb 3-3: SerialNumber: FSIJ-1.2.20-42315277

Setting up the card is the next step, and there are many tutorials around for this, eventually I settled with the following sequence. Let’s start with setting the admin PIN. First make sure that pcscd nor scdaemon is running, which is good hygien since those processes cache some information and with a stale connection this easily leads to confusion. Cache invalidation… sigh.


jas@kaka:~$ gpg-connect-agent "SCD KILLSCD" "SCD BYE" /bye
jas@kaka:~$ ps auxww|grep -e pcsc -e scd
jas        30221  0.0  0.0   3468  1692 pts/3    R+   11:49   0:00 grep --color=auto -e pcsc -e scd
jas@kaka:~$ gpg --card-edit

Reader ...........: 234B:0000:FSIJ-1.2.20-42315277:0
Application ID ...: D276000124010200FFFE423152770000
Application type .: OpenPGP
Version ..........: 2.0
Manufacturer .....: unmanaged S/N range
Serial number ....: 42315277
Name of cardholder: [not set]
Language prefs ...: [not set]
Salutation .......: 
URL of public key : [not set]
Login data .......: [not set]
Signature PIN ....: forced
Key attributes ...: rsa2048 rsa2048 rsa2048
Max. PIN lengths .: 127 127 127
PIN retry counter : 3 3 3
Signature counter : 0
KDF setting ......: off
Signature key ....: [none]
Encryption key....: [none]
Authentication key: [none]
General key info..: [none]

gpg/card> admin
Admin commands are allowed

gpg/card> kdf-setup

gpg/card> passwd
gpg: OpenPGP card no. D276000124010200FFFE423152770000 detected

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

Your selection? 3
PIN changed.

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

Your selection?

Now it would be natural to setup the PIN and reset code. However the Gnuk software is configured to not allow this until the keys are imported. You would get the following somewhat cryptical error messages if you try. This took me a while to understand, since this is device-specific, and some other OpenPGP implementations allows you to configure a PIN and reset code before key import.


Your selection? 4
Error setting the Reset Code: Card error

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

Your selection? 1
Error changing the PIN: Conditions of use not satisfied

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

Your selection? q

Continue to configure the card and make it ready for key import. Some settings deserve comments. The lang field may be used to setup the language, but I have rarely seen it use, and I set it to ‘sv‘ (Swedish) mostly to be able to experiment if any software adhears to it. The URL is important to point to somewhere where your public key is stored, the fetch command of gpg --card-edit downloads it and sets up GnuPG with it when you are on a clean new laptop. The forcesig command changes the default so that a PIN code is not required for every digital signature operation, remember that I averaged 10 signatures per day for the past 2-3 years? Think of the wasted energy typing those PIN codes every time! Changing the cryptographic key type is required when I import 25519-based keys.


gpg/card> name
Cardholder's surname: Josefsson
Cardholder's given name: Simon

gpg/card> lang
Language preferences: sv

gpg/card> sex
Salutation (M = Mr., F = Ms., or space): m

gpg/card> login
Login data (account name): jas

gpg/card> url
URL to retrieve public key: https://josefsson.org/key-20190320.txt

gpg/card> forcesig

gpg/card> key-attr
Changing card key attribute for: Signature key
Please select what kind of key you want:
   (1) RSA
   (2) ECC
Your selection? 2
Please select which elliptic curve you want:
   (1) Curve 25519
   (4) NIST P-384
Your selection? 1
The card will now be re-configured to generate a key of type: ed25519
Note: There is no guarantee that the card supports the requested size.
      If the key generation does not succeed, please check the
      documentation of your card to see what sizes are allowed.
Changing card key attribute for: Encryption key
Please select what kind of key you want:
   (1) RSA
   (2) ECC
Your selection? 2
Please select which elliptic curve you want:
   (1) Curve 25519
   (4) NIST P-384
Your selection? 1
The card will now be re-configured to generate a key of type: cv25519
Changing card key attribute for: Authentication key
Please select what kind of key you want:
   (1) RSA
   (2) ECC
Your selection? 2
Please select which elliptic curve you want:
   (1) Curve 25519
   (4) NIST P-384
Your selection? 1
The card will now be re-configured to generate a key of type: ed25519

gpg/card> 

Reader ...........: 234B:0000:FSIJ-1.2.20-42315277:0
Application ID ...: D276000124010200FFFE423152770000
Application type .: OpenPGP
Version ..........: 2.0
Manufacturer .....: unmanaged S/N range
Serial number ....: 42315277
Name of cardholder: Simon Josefsson
Language prefs ...: sv
Salutation .......: Mr.
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
KDF setting ......: on
Signature key ....: [none]
Encryption key....: [none]
Authentication key: [none]
General key info..: [none]

gpg/card>

The device is now ready for key import! Bring out your offline laptop and boot it and use the keytocard command on the subkeys to import them. This assumes you saved a copy of the GnuPG home directory after generating the master and subkeys before, which I did in my own previous tutorial when I generated the keys. This may be a bit unusual, and there are simpler ways to do this (e.g., import a copy of the secret keys into a fresh GnuPG home directory).


$ cp -a gnupghome-backup-mastersubkeys gnupghome-import-fst01sz-42315277-2022-12-24
$ ps auxww|grep -e pcsc -e scd
$ gpg --homedir $PWD/gnupghome-import-fst01sz-42315277-2022-12-24 --edit-key B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE
...
Secret key is available.

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
sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> key 1

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb* cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> keytocard
Please select where to store the key:
   (2) Encryption key
Your selection? 2

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb* cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> key 1

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> key 2

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb* ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> keytocard
Please select where to store the key:
   (3) Authentication key
Your selection? 3

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb* ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> key 2

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb  ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> key 3

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb* ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> keytocard
Please select where to store the key:
   (1) Signature key
   (3) Authentication key
Your selection? 1

sec  ed25519/D73CF638C53C06BE
     created: 2019-03-20  expired: 2019-10-22  usage: SC  
     trust: ultimate      validity: expired
ssb  cv25519/02923D7EE76EBD60
     created: 2019-03-20  expired: 2019-10-22  usage: E   
ssb  ed25519/80260EE8A9B92B2B
     created: 2019-03-20  expired: 2019-10-22  usage: A   
ssb* ed25519/51722B08FE4745A2
     created: 2019-03-20  expired: 2019-10-22  usage: S   
[ expired] (1). Simon Josefsson <simon@josefsson.org>

gpg> quit
Save changes? (y/N) y
$

Now insert it into your daily laptop and have GnuPG and learn about the new private keys and forget about any earlier locally available card bindings — this usually manifests itself by GnuPG asking you to insert a OpenPGP card with another serial number. Earlier I did rm -rf ~/.gnupg/private-keys-v1.d/ but the scd serialno followed by learn --force is nicer. I also sets up trust setting for my own key.


jas@kaka:~$ gpg-connect-agent "scd serialno" "learn --force" /bye
...
jas@kaka:~$ echo "B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE:6:" | gpg --import-ownertrust
jas@kaka:~$ gpg --card-status
Reader ...........: 234B:0000:FSIJ-1.2.20-42315277:0
Application ID ...: D276000124010200FFFE423152770000
Application type .: OpenPGP
Version ..........: 2.0
Manufacturer .....: unmanaged S/N range
Serial number ....: 42315277
Name of cardholder: Simon Josefsson
Language prefs ...: sv
Salutation .......: Mr.
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 : 5 5 5
Signature counter : 3
KDF setting ......: on
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: 2023-09-19
ssb>  ed25519/80260EE8A9B92B2B  created: 2019-03-20  expires: 2023-09-19
                                card-no: FFFE 42315277
ssb>  ed25519/51722B08FE4745A2  created: 2019-03-20  expires: 2023-09-19
                                card-no: FFFE 42315277
ssb>  cv25519/02923D7EE76EBD60  created: 2019-03-20  expires: 2023-09-19
                                card-no: FFFE 42315277
jas@kaka:~$

Verify that you can digitally sign and authenticate using the key and you are done!


jas@kaka:~$ echo foo|gpg -a --sign|gpg --verify
gpg: Signature made Sat Dec 24 13:49:59 2022 CET
gpg:                using EDDSA key A3CC9C870B9D310ABAD4CF2F51722B08FE4745A2
gpg: Good signature from "Simon Josefsson <simon@josefsson.org>" [ultimate]
jas@kaka:~$ ssh-add -L
ssh-ed25519 AAAAC3NzaC1lZDI1NTE5AAAAILzCFcHHrKzVSPDDarZPYqn89H5TPaxwcORgRg+4DagE cardno:FFFE42315277
jas@kaka:~$

So time to relax and celebrate christmas? Hold on… not so fast! Astute readers will have noticed that the output said ‘PIN retry counter: 5 5 5‘. That’s not the default PIN retry counter for Gnuk! How did that happen? Indeed, good catch and great question, my dear reader. I wanted to include how you can modify the Gnuk source code, re-build it and re-flash the Gnuk as well. This method is different than flashing Gnuk onto a device that is running NeuG so the commands I used to flash the firmware in the start of this blog post no longer works in a device running Gnuk. Fortunately modern Gnuk supports updating firmware by specifying the Admin PIN code only, and provides a simple script to achieve this as well. The PIN retry counter setting is hard coded in the openpgp-do.c file, and we run a a perl command to modify the file, rebuild Gnuk and upgrade the FST-01SZ. This of course wipes all your settings, so you will have the opportunity to practice all the commands earlier in this post once again!


jas@kaka:~/src/gnuk/src$ perl -pi -e 's/PASSWORD_ERRORS_MAX 3/PASSWORD_ERRORS_MAX 5/' openpgp-do.c
jas@kaka:~/src/gnuk/src$ make | less
jas@kaka:~/src/gnuk/src$ cd ../tool/
jas@kaka:~/src/gnuk/tool$ ./upgrade_by_passwd.py 
Admin password: 
Device: 
Configuration: 1
Interface: 0
../regnual/regnual.bin: 4608
../src/build/gnuk.bin: 110592
CRC32: b93ca829

Device: 
Configuration: 1
Interface: 0
20002a00:20005000
Downloading flash upgrade program...
start 20002a00
end   20003c00
Run flash upgrade program...
Waiting for device to appear:
  Wait 1 second...
  Wait 1 second...
Device: 
08001000:08020000
Downloading the program
start 08001000
end   0801b000
Protecting device
Finish flashing
Resetting device
Update procedure finished
jas@kaka:~/src/gnuk/tool$

Now finally, I wish you all a Merry Christmas and Happy Hacking!

Privilege separation of GSS-API credentials for Apache

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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!

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

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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!

OpenPGP 2019 Key Transition Statement

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I have created a new OpenPGP key and will be transitioning away from my old key. If you have signed my old key, I would appreciate signatures on my new key as well. I have created a transition statement that can be downloaded from https://josefsson.org/key-transition-2019-03-20.txt.

Below is the signed statement.

-----BEGIN PGP SIGNED MESSAGE-----
Hash: SHA512

OpenPGP Key Transition Statement for Simon Josefsson <simon@josefsson.org>

I have created a new OpenPGP key and will be transitioning away from
my old key.  The old key has not been compromised and will continue to
be valid for some time, but I prefer all future correspondence to be
encrypted to the new key, and will be making signatures with the new
key going forward.

I would like this new key to be re-integrated into the web of trust.
This message is signed by both keys to certify the transition.  My new
and old keys are signed by each other.  If you have signed my old key,
I would appreciate signatures on my new key as well, provided that
your signing policy permits that without re-authenticating me.

The old key, which I am transitioning away from, is:

pub   rsa3744 2014-06-22 [SC]
      9AA9 BDB1 1BB1 B99A 2128  5A33 0664 A769 5426 5E8C

The new key, to which I am transitioning, is:

pub   ed25519 2019-03-20 [SC]
      B1D2 BD13 75BE CB78 4CF4  F8C4 D73C F638 C53C 06BE

The key may be downloaded from: https://josefsson.org/key-20190320.txt

To fetch the full new key from a public key server using GnuPG, run:

  gpg --keyserver keys.gnupg.net \
      --recv-key B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE

If you already know my old key, you can now verify that the new key is
signed by the old one:

  gpg --check-sigs B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE

If you are satisfied that you've got the right key, and the User IDs
match what you expect, I would appreciate it if you would sign my key:

  gpg --sign-key B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE

You can upload your signatures to a public keyserver directly:

  gpg --keyserver keys.gnupg.net \
      --send-key B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE

Or email simon@josefsson.org (possibly encrypted) the output from:

  gpg --armor --export B1D2BD1375BECB784CF4F8C4D73CF638C53C06BE

If you'd like any further verification or have any questions about the
transition please contact me directly.

To verify the integrity of this statement:

  wget -q -O- https://josefsson.org/key-transition-2019-03-20.txt | gpg --verify

/Simon
-----BEGIN PGP SIGNATURE-----
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=r0qK
-----END PGP SIGNATURE-----

Planning for a new OpenPGP key

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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!