Add support for Tails 6 #7116

zenmonkeykstop · 2024-02-19T19:17:24Z

Status

Ready for review

Description of Changes

Fixes #7092

Switches admin test docker container to Debian Bookworm (Tails 6 is based on Bookworm)
Updates prod dependencies:
- Ansible-core from 2.13.7 (6.7.0) to 2.15.9 (8.7.0)
- cffi from 1.14.5 to 1.16.0
- pyyaml from 5.4.1 to 6.0.1
Includes ansible 2.13.7 explicitly in dev requirements (for molecule), removing the admin/requirements-ansible.in include
Updates bootstrap setup to fix apt install command under Tails 6
Updates OS checks in code and ansible playbooks to detect Tails 6 correctly
Updates dev and test dependencies for Tails 6 (Bookworm)
Updates tests and tox.ini for Tails 6
Updates tasks in Ansible tailsconfig role to clear linting errors.

Testing

Tails 5

Install

On an admin workstation, check out this branch and perform a production install (VMs are fine), and verify that (with the --force flag as appropriate):
- ./securedrop-admin setup completes successfully, installing required apt packages and creating a virtualenv with updated dependencies listed above
- ./securedrop-admin sdconfig completes successfully
- ./securedrop-admin install completes successfully
- ./securedrop-admin tailsconfig completes successfully with ssh targets, desktop icons, and SecureDrop menu available.
reboot the admin workstation and verify that:
- The network hook runs successfully on network connection, and the ssh targets, desktop icons, and SecureDrop menu are available.
Submit via the source interface, create a journalist account, and reply via the journalist interface. Then, confirm that:
- ./securedrop-admin backup completes successfully
Reply again, run ./securedrop-admin restore <backupname> and confirm that
- the restore command completes successfully
- the second reply is not present.
Confirm that ./securedrop-admin logs completes successfully, capturing the expected logs

Update from latest

Tails 6

Install

On an admin workstation, check out this branch and perform a production install (VMs are fine), and verify that (with the --force flag as appropriate):
- ./securedrop-admin setup completes successfully, installing required apt packages and creating a virtualenv with updated dependencies listed above
- ./securedrop-admin sdconfig completes successfully
- ./securedrop-admin install completes successfully
- ./securedrop-admin tailsconfig completes successfully with ssh targets, desktop icons, and SecureDrop menu available.
reboot the admin workstation and verify that:
- The network hook runs successfully on network connection, and the ssh targets, desktop icons, and SecureDrop menu are available.
Submit via the source interface, create a journalist account, and reply via the journalist interface. Then, confirm that:
- ./securedrop-admin backup completes successfully
Reply again, run ./securedrop-admin restore <backupname> and confirm that
- the restore command completes successfully
- the second reply is not present.
Confirm that ./securedrop-admin logs completes successfully, capturing the expected logs

Migration from Tails 5

Deployment

The updates should work on Tails 5 and 6 - Tails 5 users should be able to upgrade as normal. 2.7.1 cannot be used on Tails 6, so there is no upgrade path available. Users switching to Tails 6 will need to copy the PV to their new Tails 6 stick and do a manual update as described above.

Checklist

If you made changes to the server application code:

Linting (make lint) and tests (make test) pass in the development container

If you made changes to `securedrop-admin`:

Linting and tests (make -C admin test) pass in the admin development container

If you made changes to the system configuration:

Configuration tests pass

If you added or removed a file deployed with the application:

I have updated AppArmor rules to include the change

If you made non-trivial code changes:

I have written a test plan and validated it for this PR

Choose one of the following:

I have opened a PR in the docs repo for these changes, or will do so later
I would appreciate help with the documentation
These changes do not require documentation

If you added or updated a reference to a production code dependency:

Production code dependencies are defined in:

admin/requirements.in
admin/requirements-ansible.in
securedrop/requirements/python3/requirements.in
securedrop/requirements/python3/translation.in (used in the build
container)

If you changed another requirements.in file that applies only to development
or testing environments, then no diff review is required, and you can skip
(remove) this section.

Choose one of the following:

TK I have performed a diff review and pasted the contents to the packaging wiki
- Ansible-core from 2.13.7 to 2.15.9
- ansible from 6.7.0 to 8.7.0
- cffi from 1.14.5 to 1.16.0
- pyyaml from 5.4.1 to 6.0.1
I would like someone else to do the diff review
I am silencing an alert related to a production dependency, because (please explain below):

nathandyer · 2024-02-22T20:24:26Z

Grabbing the Tails 5 Update scenario, since that wasn't part of the work that I did with earlier pairing (so should be a valid test case).

nathandyer · 2024-02-22T21:04:31Z

Tails 5 Update scenario: everything worked as expected, up until the backup and restore portion. Running the backup command executed immediately, and even though it says it was a success, there are no sd-backup archives stored at ~/Persistent/securedrop/install_files/ansible-base. I get this even when using the official stable release branch, so this is either something on my side, or there is an issue that was present in the earlier releases and is not specific to this branch.

zenmonkeykstop · 2024-02-26T18:32:17Z

Tails 5 Update scenario: everything worked as expected, up until the backup and restore portion. Running the backup command executed immediately, and even though it says it was a success, there are no sd-backup archives stored at ~/Persistent/securedrop/install_files/ansible-base. I get this even when using the official stable release branch, so this is either something on my side, or there is an issue that was present in the earlier releases and is not specific to this branch.

That worked for me in testing (on a fresh Tails 6 image tho). Can you run it again as ANSIBLE_VERBOSITY=4 ./securedrop-admin --force backup and dump the output here?

zenmonkeykstop · 2024-02-26T22:58:06Z

Further to the above @nathandyer, I couldn't reproduce, but I did notice some warnings on use of the copy module like "sftp transfer mechanism failed", so I restored the scp_if_ssh directive to quiet them. Backups were still working for me, but worth testing with latest just to be sure.

nathandyer · 2024-02-27T15:25:56Z

@zenmonkeykstop I tried running the backup again with the Ansible Verbosity set to 4, and the output is exactly the same: it runs instantly and outputs only a single line:

./securedrop-admin: line 26: /home/amnesia/Persistent/securedrop/admin/.venv3/bin/securedrop-admin: Success

This happens with tails6-ftw as well as 2.7.0, so I think we can overlook this as an oddity on my system for now since you could not reproduce, and since this happens in the previous production release for me.

nathandyer · 2024-02-27T15:26:38Z

Grabbing the migration from Tails 5 case as well

zenmonkeykstop · 2024-02-27T15:48:37Z

Flipping back to draft temporarily. Tails 6 was released on schedule, but there are some behaviour changes from the RC - most notably, desktop icon support was removed. So it may be necessary to revise this branch a little.

rocodes · 2024-02-27T16:25:10Z

Tails 6 fresh install scenario

Installing from prod tails 6, documenting a few non-SD related Tails 6 quirks here so that we're aware for support and/or maybe filing as upstream issues.

Following the Tails instructions (3-dot overflow menu -> restore) results in a bootable disk, following the old instructions (gnome disks gear icon-> "Restore partition image" did not result in a bootable disk, fyi for support purposes or for anyone basing this on their recollection and not the docs :) )
The "Configure Persistent Volume" screen locked up for me a few times when trying to toggle the options and displayed a "Persistent Volume is not responding" error modal with the option to wait or force quit. (computer with 16GB RAM and an 8gen i7 processor). I waited and was able to resolve the issue.
The Tor Connection Wizard takes a while to launch Tor Browser, making it appear unresponsive. When Tor Browser does launch, the connection wizard does not close and must be closed manually. Not sure if intentional or not but just documenting again for support purposes.
First attempt trying to clone the sd repo led to the following connection related error:

error: 19256 bytes of body are still expected MiB | 220.KiB/s
fetch-pack: unexpected disconnect while reading sideband packet
fatal: early EOF
fatal: fetch-pack: invalid index-pack output

Rebooting I get the same index-pack error as above when I try to re clone the repo (I accidentally had it in the home folder instead of ~/Persistent before, so starting again from that stage). However, it's probably good that I get stuck here, because it leads me to investigate network stuff a bit more. See screenshot. I thought i'd choose a new onion circuit but... (spoilers: I do in fact have network connectivity)
Resolved the git / curl timeout through sheer luck after about 15 attempts.
I'll keep updating this as I work through the test plan. (Edit: which will be tomorrow)

Install

On an admin workstation, check out this branch and perform a production install (VMs are fine), and verify that (with the --force flag as appropriate):
- ./securedrop-admin setup completes successfully, installing required apt packages and creating a virtualenv with updated dependencies listed above yes but required multiple attempts
- ./securedrop-admin sdconfig completes successfully
- ./securedrop-admin install completes successfully
- ./securedrop-admin tailsconfig completes successfully with ssh targets, desktop icons, and SecureDrop menu available.
reboot the admin workstation and verify that:
- The network hook runs successfully on network connection, and the ssh targets, desktop icons, and SecureDrop menu are available.
Submit via the source interface, create a journalist account, and reply via the journalist interface. Then, confirm that:
- ./securedrop-admin backup completes successfully
Reply again, run ./securedrop-admin restore <backupname> and confirm that
- the restore command completes successfully
- the second reply is not present.
Confirm that ./securedrop-admin logs completes successfully, capturing the expected logs

zenmonkeykstop · 2024-02-27T19:49:27Z

Looks like we can leave the desktop icon code in place for now. It doesn't break the tailsconfig or network hook, they just don't get added on the desktop. Since we wanna preserve the icons for Tails 5 users, we can defer removal until a subsequent release where we start sending Tails 5 deprecation messages.

nathandyer · 2024-02-27T20:02:13Z

Completed the "Migration from Tails 5" test plan, and everything worked perfectly - including the backup and restore this time. 🎉

I did encounter an oddity with sudo apt update not being able to read the package lists, but after re-flashing and trying to reproduce it, I was unable to. Only noting in case we happen to stumble upon it again in the future.

nathandyer · 2024-02-28T19:37:16Z

Going to take the remaining test cases as well - USBs flashing now, will have results this afternoon.

nathandyer · 2024-02-28T20:03:52Z

I'm getting a consistent error on the Tails 5 clean install scenario. The breaking error is:

TASK [grsecurity : Install the grsecurity-patched kernel from the FPF repo.] ***
fatal: [app]: FAILED! => {"msg": "failed to transfer file to /home/amnesia/.ansible/tmp/ansible-local-40819d2_hy8cx/tmppygq7z8p /home/sdadmin/.ansible/tmp/ansible-tmp-1709150408.6275954-41694-131416808621539/AnsiballZ_apt.py:\n\nunknown option -- O\r\nusage: scp [-346ABCpqrTv] [-c cipher] [-F ssh_config] [-i identity_file]\n            [-J destination] [-l limit] [-o ssh_option] [-P port]\n            [-S program] source ... target\n"}
fatal: [mon]: FAILED! => {"msg": "failed to transfer file to /home/amnesia/.ansible/tmp/ansible-local-40819d2_hy8cx/tmpxdqnmv0n /home/sdadmin/.ansible/tmp/ansible-tmp-1709150408.6408768-41695-170679609724149/AnsiballZ_apt.py:\n\nunknown option -- O\r\nusage: scp [-346ABCpqrTv] [-c cipher] [-F ssh_config] [-i identity_file]\n            [-J destination] [-l limit] [-o ssh_option] [-P port]\n            [-S program] source ... target\n"}

Full output:

INFO: Skipping update check because --force argument was provided.
INFO: Now installing SecureDrop on remote servers.
INFO: You will be prompted for the sudo password on the servers.
INFO: The sudo password is only necessary during initial installation.

PLAY [Ensure validation is run before prod install] ****************************

TASK [Gathering Facts] *********************************************************
ok: [localhost]

TASK [validate : include_tasks] ************************************************
included: /home/amnesia/Persistent/securedrop/install_files/ansible-base/roles/validate/tasks/validate_tails_environment.yml for localhost

TASK [validate : Check /etc/os-release for Tails string] ***********************
ok: [localhost]

TASK [validate : Confirm host OS is Tails.] ************************************
ok: [localhost] => {
    "changed": false,
    "msg": "All assertions passed"
}

TASK [validate : Check for persistence volume.] ********************************
ok: [localhost] => (item=/live/persistence/TailsData_unlocked/persistence.conf)
ok: [localhost] => (item=/live/persistence/TailsData_unlocked/openssh-client)
ok: [localhost] => (item=/home/amnesia/Persistent/securedrop)

TASK [validate : Confirm persistence volume is configured.] ********************
ok: [localhost] => (item={'changed': False, 'stat': {'exists': True, 'path': '/live/persistence/TailsData_unlocked/persistence.conf', 'mode': '0600', 'isdir': False, 'ischr': False, 'isblk': False, 'isreg': True, 'isfifo': False, 'islnk': False, 'issock': False, 'uid': 115, 'gid': 122, 'size': 596, 'inode': 14, 'dev': 64768, 'nlink': 1, 'atime': 1709149331.388006, 'mtime': 1709149331.016006, 'ctime': 1709149331.352006, 'wusr': True, 'rusr': True, 'xusr': False, 'wgrp': False, 'rgrp': False, 'xgrp': False, 'woth': False, 'roth': False, 'xoth': False, 'isuid': False, 'isgid': False, 'blocks': 8, 'block_size': 4096, 'device_type': 0, 'readable': False, 'writeable': False, 'executable': False, 'pw_name': 'tails-persistent-storage', 'gr_name': 'tails-persistent-storage', 'mimetype': 'unknown', 'charset': 'unknown', 'version': None, 'attributes': [], 'attr_flags': ''}, 'invocation': {'module_args': {'path': '/live/persistence/TailsData_unlocked/persistence.conf', 'follow': False, 'get_md5': False, 'get_checksum': True, 'get_mime': True, 'get_attributes': True, 'checksum_algorithm': 'sha1'}}, 'failed': False, 'item': '/live/persistence/TailsData_unlocked/persistence.conf', 'ansible_loop_var': 'item'}) => {
    "ansible_loop_var": "item",
    "changed": false,
    "item": {
        "ansible_loop_var": "item",
        "changed": false,
        "failed": false,
        "invocation": {
            "module_args": {
                "checksum_algorithm": "sha1",
                "follow": false,
                "get_attributes": true,
                "get_checksum": true,
                "get_md5": false,
                "get_mime": true,
                "path": "/live/persistence/TailsData_unlocked/persistence.conf"
            }
        },
        "item": "/live/persistence/TailsData_unlocked/persistence.conf",
        "stat": {
            "atime": 1709149331.388006,
            "attr_flags": "",
            "attributes": [],
            "block_size": 4096,
            "blocks": 8,
            "charset": "unknown",
            "ctime": 1709149331.352006,
            "dev": 64768,
            "device_type": 0,
            "executable": false,
            "exists": true,
            "gid": 122,
            "gr_name": "tails-persistent-storage",
            "inode": 14,
            "isblk": false,
            "ischr": false,
            "isdir": false,
            "isfifo": false,
            "isgid": false,
            "islnk": false,
            "isreg": true,
            "issock": false,
            "isuid": false,
            "mimetype": "unknown",
            "mode": "0600",
            "mtime": 1709149331.016006,
            "nlink": 1,
            "path": "/live/persistence/TailsData_unlocked/persistence.conf",
            "pw_name": "tails-persistent-storage",
            "readable": false,
            "rgrp": false,
            "roth": false,
            "rusr": true,
            "size": 596,
            "uid": 115,
            "version": null,
            "wgrp": false,
            "woth": false,
            "writeable": false,
            "wusr": true,
            "xgrp": false,
            "xoth": false,
            "xusr": false
        }
    },
    "msg": "All assertions passed"
}
ok: [localhost] => (item={'changed': False, 'stat': {'exists': True, 'path': '/live/persistence/TailsData_unlocked/openssh-client', 'mode': '0700', 'isdir': True, 'ischr': False, 'isblk': False, 'isreg': False, 'isfifo': False, 'islnk': False, 'issock': False, 'uid': 1000, 'gid': 1000, 'size': 4096, 'inode': 1044483, 'dev': 64768, 'nlink': 2, 'atime': 1709149584.200002, 'mtime': 1709149573.6800015, 'ctime': 1709149573.6800015, 'wusr': True, 'rusr': True, 'xusr': True, 'wgrp': False, 'rgrp': False, 'xgrp': False, 'woth': False, 'roth': False, 'xoth': False, 'isuid': False, 'isgid': False, 'blocks': 8, 'block_size': 4096, 'device_type': 0, 'readable': True, 'writeable': True, 'executable': True, 'pw_name': 'amnesia', 'gr_name': 'amnesia', 'mimetype': 'inode/directory', 'charset': 'binary', 'version': '2716672948', 'attributes': ['extents'], 'attr_flags': 'e'}, 'invocation': {'module_args': {'path': '/live/persistence/TailsData_unlocked/openssh-client', 'follow': False, 'get_md5': False, 'get_checksum': True, 'get_mime': True, 'get_attributes': True, 'checksum_algorithm': 'sha1'}}, 'failed': False, 'item': '/live/persistence/TailsData_unlocked/openssh-client', 'ansible_loop_var': 'item'}) => {
    "ansible_loop_var": "item",
    "changed": false,
    "item": {
        "ansible_loop_var": "item",
        "changed": false,
        "failed": false,
        "invocation": {
            "module_args": {
                "checksum_algorithm": "sha1",
                "follow": false,
                "get_attributes": true,
                "get_checksum": true,
                "get_md5": false,
                "get_mime": true,
                "path": "/live/persistence/TailsData_unlocked/openssh-client"
            }
        },
        "item": "/live/persistence/TailsData_unlocked/openssh-client",
        "stat": {
            "atime": 1709149584.200002,
            "attr_flags": "e",
            "attributes": [
                "extents"
            ],
            "block_size": 4096,
            "blocks": 8,
            "charset": "binary",
            "ctime": 1709149573.6800015,
            "dev": 64768,
            "device_type": 0,
            "executable": true,
            "exists": true,
            "gid": 1000,
            "gr_name": "amnesia",
            "inode": 1044483,
            "isblk": false,
            "ischr": false,
            "isdir": true,
            "isfifo": false,
            "isgid": false,
            "islnk": false,
            "isreg": false,
            "issock": false,
            "isuid": false,
            "mimetype": "inode/directory",
            "mode": "0700",
            "mtime": 1709149573.6800015,
            "nlink": 2,
            "path": "/live/persistence/TailsData_unlocked/openssh-client",
            "pw_name": "amnesia",
            "readable": true,
            "rgrp": false,
            "roth": false,
            "rusr": true,
            "size": 4096,
            "uid": 1000,
            "version": "2716672948",
            "wgrp": false,
            "woth": false,
            "writeable": true,
            "wusr": true,
            "xgrp": false,
            "xoth": false,
            "xusr": true
        }
    },
    "msg": "All assertions passed"
}
ok: [localhost] => (item={'changed': False, 'stat': {'exists': True, 'path': '/home/amnesia/Persistent/securedrop', 'mode': '0755', 'isdir': True, 'ischr': False, 'isblk': False, 'isreg': False, 'isfifo': False, 'islnk': False, 'issock': False, 'uid': 1000, 'gid': 1000, 'size': 4096, 'inode': 130563, 'dev': 64768, 'nlink': 21, 'atime': 1709149906.184014, 'mtime': 1709150389.3840322, 'ctime': 1709150389.3840322, 'wusr': True, 'rusr': True, 'xusr': True, 'wgrp': False, 'rgrp': True, 'xgrp': True, 'woth': False, 'roth': True, 'xoth': True, 'isuid': False, 'isgid': False, 'blocks': 8, 'block_size': 4096, 'device_type': 0, 'readable': True, 'writeable': True, 'executable': True, 'pw_name': 'amnesia', 'gr_name': 'amnesia', 'mimetype': 'inode/directory', 'charset': 'binary', 'version': '2582611470', 'attributes': ['extents'], 'attr_flags': 'e'}, 'invocation': {'module_args': {'path': '/home/amnesia/Persistent/securedrop', 'follow': False, 'get_md5': False, 'get_checksum': True, 'get_mime': True, 'get_attributes': True, 'checksum_algorithm': 'sha1'}}, 'failed': False, 'item': '/home/amnesia/Persistent/securedrop', 'ansible_loop_var': 'item'}) => {
    "ansible_loop_var": "item",
    "changed": false,
    "item": {
        "ansible_loop_var": "item",
        "changed": false,
        "failed": false,
        "invocation": {
            "module_args": {
                "checksum_algorithm": "sha1",
                "follow": false,
                "get_attributes": true,
                "get_checksum": true,
                "get_md5": false,
                "get_mime": true,
                "path": "/home/amnesia/Persistent/securedrop"
            }
        },
        "item": "/home/amnesia/Persistent/securedrop",
        "stat": {
            "atime": 1709149906.184014,
            "attr_flags": "e",
            "attributes": [
                "extents"
            ],
            "block_size": 4096,
            "blocks": 8,
            "charset": "binary",
            "ctime": 1709150389.3840322,
            "dev": 64768,
            "device_type": 0,
            "executable": true,
            "exists": true,
            "gid": 1000,
            "gr_name": "amnesia",
            "inode": 130563,
            "isblk": false,
            "ischr": false,
            "isdir": true,
            "isfifo": false,
            "isgid": false,
            "islnk": false,
            "isreg": false,
            "issock": false,
            "isuid": false,
            "mimetype": "inode/directory",
            "mode": "0755",
            "mtime": 1709150389.3840322,
            "nlink": 21,
            "path": "/home/amnesia/Persistent/securedrop",
            "pw_name": "amnesia",
            "readable": true,
            "rgrp": true,
            "roth": true,
            "rusr": true,
            "size": 4096,
            "uid": 1000,
            "version": "2582611470",
            "wgrp": false,
            "woth": false,
            "writeable": true,
            "wusr": true,
            "xgrp": true,
            "xoth": true,
            "xusr": true
        }
    },
    "msg": "All assertions passed"
}

TASK [validate : Check for v3 SSH auth files] **********************************
ok: [localhost] => (item=app-ssh.auth_private)
ok: [localhost] => (item=mon-ssh.auth_private)

TASK [validate : Count the number of v3 SSH auth files] ************************
ok: [localhost]

TASK [validate : Check for Journalist client auth file] ************************
ok: [localhost]

TASK [validate : Check for Source THS file] ************************************
ok: [localhost]

TASK [validate : Check for Tor v3 key file] ************************************
ok: [localhost]

TASK [validate : Confirm that a valid set of SSH auth files is present] ********
ok: [localhost] => {
    "changed": false,
    "msg": "All assertions passed"
}

TASK [validate : Confirm that the Journalist auth file is present] *************
ok: [localhost] => {
    "changed": false,
    "msg": "All assertions passed"
}

PLAY [Prepare servers for installation] ****************************************

TASK [prepare-servers : Install python and packages required by installer] *****
ok: [mon]
ok: [app]

TASK [prepare-servers : Check SecureBoot status] *******************************
ok: [app]
ok: [mon]

TASK [prepare-servers : Verify that SecureBoot is not enabled] *****************
ok: [app] => {
    "changed": false,
    "msg": "All assertions passed"
}
ok: [mon] => {
    "changed": false,
    "msg": "All assertions passed"
}

TASK [prepare-servers : Remove cloud-init] *************************************
ok: [app]
ok: [mon]

TASK [prepare-servers : Ensure dist-upgrade before SecureDrop install] *********
ok: [app]
ok: [mon]

PLAY [Add FPF apt repository and install base packages.] ***********************

TASK [Gathering Facts] *********************************************************
ok: [app]
ok: [mon]

TASK [Check if install has been done before] ***********************************
ok: [app]
ok: [mon -> app(10.20.2.2)]

TASK [Include restrict role early when using ssh over localnet] ****************

TASK [restrict-direct-access : include_vars] ***********************************
ok: [app]
ok: [mon]

TASK [restrict-direct-access : include_tasks] **********************************
included: /home/amnesia/Persistent/securedrop/install_files/ansible-base/roles/restrict-direct-access/tasks/dh_moduli.yml for app, mon

TASK [restrict-direct-access : Check whether Diffie-Hellman groups have been updated] ***
ok: [app]
ok: [mon]

TASK [restrict-direct-access : include_tasks] **********************************
included: /home/amnesia/Persistent/securedrop/install_files/ansible-base/roles/restrict-direct-access/tasks/ssh.yml for app, mon

TASK [restrict-direct-access : Copy SSH client config file.] *******************
ok: [app]
ok: [mon]

TASK [restrict-direct-access : Copy SSH server config file.] *******************
ok: [app]
ok: [mon]

TASK [restrict-direct-access : Copy pam common-auth config file.] **************
ok: [app]
ok: [mon]

TASK [restrict-direct-access : Ensure sshd is running.] ************************
ok: [app]
ok: [mon]

TASK [restrict-direct-access : include_tasks] **********************************
included: /home/amnesia/Persistent/securedrop/install_files/ansible-base/roles/restrict-direct-access/tasks/iptables.yml for app, mon

TASK [restrict-direct-access : Gather localhost facts first] *******************
ok: [app -> localhost]
ok: [mon -> localhost]

TASK [restrict-direct-access : Determine local platform specific routing info] ***
ok: [app]
ok: [mon]

TASK [restrict-direct-access : Record admin network interface] *****************
ok: [app]
ok: [mon]

TASK [restrict-direct-access : Hacky work-around for Mac/Linux interface structure divergence] ***
ok: [app]
ok: [mon]

TASK [restrict-direct-access : Compute admin network CIDR] *********************
ok: [app -> localhost]
ok: [mon -> localhost]

TASK [restrict-direct-access : Copy IPv4 iptables rules.] **********************
ok: [mon]
ok: [app]

TASK [restrict-direct-access : Copy IPv6 iptables rules.] **********************
ok: [app]
ok: [mon]

TASK [include_tasks] ***********************************************************
included: /home/amnesia/Persistent/securedrop/install_files/ansible-base/tasks/transition_ssh_local.yml for app, mon

TASK [Seek for existing tor aths ssh files] ************************************
ok: [app -> localhost]

TASK [install-fpf-repo : Install SecureDrop apt repo GPG signing key.] *********
ok: [app] => (item=fpf-signing-key-2021.pub)
ok: [mon] => (item=fpf-signing-key-2021.pub)

TASK [install-fpf-repo : Setup FPF apt repo.] **********************************
ok: [app]
ok: [mon]

TASK [install-fpf-repo : Install the securedrop-keyring package for managing the apt gpg key.] ***
ok: [app]
ok: [mon]

TASK [grsecurity : include_tasks] **********************************************
included: /home/amnesia/Persistent/securedrop/install_files/ansible-base/roles/grsecurity/tasks/check_installation.yml for app, mon

TASK [grsecurity : Check if reboot is required due to inactive grsecurity lock.] ***
ok: [app]
ok: [mon]

TASK [grsecurity : include_tasks] **********************************************
included: /home/amnesia/Persistent/securedrop/install_files/ansible-base/roles/grsecurity/tasks/from_fpf_repo_install_grsec.yml for app, mon

TASK [grsecurity : Remove MOTD pam module from SSH logins.] ********************
ok: [app]
ok: [mon]

TASK [grsecurity : Install the grsecurity-patched kernel from the FPF repo.] ***
fatal: [app]: FAILED! => {"msg": "failed to transfer file to /home/amnesia/.ansible/tmp/ansible-local-40819d2_hy8cx/tmppygq7z8p /home/sdadmin/.ansible/tmp/ansible-tmp-1709150408.6275954-41694-131416808621539/AnsiballZ_apt.py:\n\nunknown option -- O\r\nusage: scp [-346ABCpqrTv] [-c cipher] [-F ssh_config] [-i identity_file]\n            [-J destination] [-l limit] [-o ssh_option] [-P port]\n            [-S program] source ... target\n"}
fatal: [mon]: FAILED! => {"msg": "failed to transfer file to /home/amnesia/.ansible/tmp/ansible-local-40819d2_hy8cx/tmpxdqnmv0n /home/sdadmin/.ansible/tmp/ansible-tmp-1709150408.6408768-41695-170679609724149/AnsiballZ_apt.py:\n\nunknown option -- O\r\nusage: scp [-346ABCpqrTv] [-c cipher] [-F ssh_config] [-i identity_file]\n            [-J destination] [-l limit] [-o ssh_option] [-P port]\n            [-S program] source ... target\n"}

NO MORE HOSTS LEFT *************************************************************

NO MORE HOSTS LEFT *************************************************************

PLAY RECAP *********************************************************************
app                        : ok=32   changed=0    unreachable=0    failed=1    skipped=6    rescued=0    ignored=0   
localhost                  : ok=13   changed=0    unreachable=0    failed=0    skipped=1    rescued=0    ignored=0   
mon                        : ok=31   changed=0    unreachable=0    failed=1    skipped=5    rescued=0    ignored=0

zenmonkeykstop · 2024-02-28T21:13:58Z

The extra -O is added via ansible.cfg to force the use of scp in OpenSSH 9.0, but looks like it's not valid for 8.0. Will investigate alternatives.

nathandyer · 2024-02-28T21:36:35Z

Worked through the Tails 6 clean install scenario.

Installation, setup, and tailsconfig all worked without issue.

./securedrop-admin backup and ./securedrop-admin logs gave the exact same output as I was seeing before in the other scenario that failed: it runs immediately, has only one line of output, and says "./securedrop-admin line 26: : Success"

It's curious that both the backup and logs operation report success on the same line in the admin script 🤔

It's also curious that those operations did work without issue using the exact same app and mon servers on the Tails 5 migration scenario

zenmonkeykstop · 2024-02-28T21:40:21Z

Worked through the Tails 6 clean install scenario.

Installation, setup, and tailsconfig all worked without issue.

./securedrop-admin backup and ./securedrop-admin logs gave the exact same output as I was seeing before in the other scenario that failed: it runs immediately, has only one line of output, and says "./securedrop-admin line 26: : Success"

It's curious that both the backup and logs operation report success on the same line in the admin script 🤔

It's also curious that those operations did work without issue using the exact same app and mon servers on the Tails 5 migration scenario

Do they take the --force flag when run not on the latest release?

nathandyer · 2024-02-28T21:42:57Z

Worked through the Tails 6 clean install scenario.
Installation, setup, and tailsconfig all worked without issue.
./securedrop-admin backup and ./securedrop-admin logs gave the exact same output as I was seeing before in the other scenario that failed: it runs immediately, has only one line of output, and says "./securedrop-admin line 26: : Success"
It's curious that both the backup and logs operation report success on the same line in the admin script 🤔
It's also curious that those operations did work without issue using the exact same app and mon servers on the Tails 5 migration scenario

Do they take the --force flag when run not on the latest release?

It didn't seem to require the --force flag, but I did try it with and without on both; same results.

legoktm · 2024-02-20T01:09:19Z

admin/Dockerfile

@@ -1,5 +1,5 @@
-# debian:bullseye 2022-10-04
-FROM debian@sha256:9b0e3056b8cd8630271825665a0613cc27829d6a24906dc0122b3b4834312f7d
+# debian:bookworm 2021-01-12


Suggested change

# debian:bookworm 2021-01-12

# debian:bookworm 2024-01-12

lol, will update.

install_files/ansible-base/ansible.cfg

legoktm · 2024-02-20T01:11:58Z

install_files/ansible-base/roles/tails-config/files/securedrop_init.py

@@ -122,7 +122,7 @@

 # in Tails 4, reload gnome-shell desktop icons extension to update with changes above


comment needs an update?

admin/requirements.in

legoktm · 2024-02-28T23:12:09Z

admin/setup.cfg

@@ -7,11 +7,11 @@
 name = securedrop-admin
 version = 0.1.0
 summary = SecureDrop Admin Toolkit
-description-file =
+description_file =
    README.rst
 author = Loic Dachary


If we're updating this, should we change it to [email protected]?

Disinclined to change attributions without checking with original authors. But we probably could.

When a command like "sudo su -c "apt-get update && apt-get install" was executed via subprocess.popen, the parent python process was suspended when the first part of the command completed. We don't need the update anymore (it's done by the user before running securedrop-admin setup) so let's just simplify things and run something like "sudo apt-get install"

…odule

nathandyer · 2024-02-29T21:34:07Z

With the latest commit, I'm happy to report that the Tails 5 fresh install scenario works as expected (including install, backup, and restore, which were all previously broken for me).

rocodes · 2024-02-29T22:05:52Z

zenmonkeykstop · 2024-02-29T23:26:27Z

Looking good, thanks all - once flaky CI is passing and I get an approval will go ahead and merge and cut release/2.8.0 etc.

rocodes · 2024-03-01T15:44:44Z

I've got 11137e7 locally from a git pull, but I'm not seeing it in the web UI yet. ? Edit: there we go

rocodes · 2024-03-01T15:46:36Z

So nice I had to stamp it twice! waiting on CI then let's do it

zenmonkeykstop requested a review from a team as a code owner February 19, 2024 19:17

zenmonkeykstop added this to the SecureDrop 2.8.0 milestone Feb 19, 2024

zenmonkeykstop changed the title ~~Add support for Tails 6 in~~ Add support for Tails 6 Feb 21, 2024

zenmonkeykstop marked this pull request as draft February 21, 2024 18:25

zenmonkeykstop force-pushed the tails6-ftw branch 5 times, most recently from 6e14230 to 2b93b97 Compare February 21, 2024 20:07

zenmonkeykstop marked this pull request as ready for review February 21, 2024 23:58

zenmonkeykstop marked this pull request as draft February 27, 2024 15:47

zenmonkeykstop marked this pull request as ready for review February 27, 2024 19:49

legoktm reviewed Feb 28, 2024

View reviewed changes

bump admin container to bookworm - first basic python deps updated

ecf773a

zenmonkeykstop added 4 commits February 29, 2024 14:26

updated py dependency to clear pytest error

12986f8

updated admin test deps and tox overrides

e4b7466

update admin tests for tails5-6 migration

fae975f

zenmonkeykstop force-pushed the tails6-ftw branch 3 times, most recently from ba30b41 to d0217ee Compare February 29, 2024 20:35

zenmonkeykstop added 8 commits February 29, 2024 15:57

Updated Tails checks in network hook and ansible validate role

18d58ca

Tails no longer has an LSB release value- modifying OS checks

2ff4e2f

Update Ansible to 2.15.9 (8.7.0)

aa759f4

Added workaround to force the use of scp by Ansible

09194ba

Update Ansible ssh task, to remove template subbed into conditional

5f7b760

Updated dev reqs, separating from admin prod reqs

23a7c6c

Added legacy scp_if_ssh config back to ansible.cfg to sate the copy m…

5a471ef

…odule

Conditionally set the -O flag for scp if ansible is using OpenSSH 9

d20e585

zenmonkeykstop force-pushed the tails6-ftw branch from d0217ee to d20e585 Compare February 29, 2024 20:58

rocodes mentioned this pull request Mar 1, 2024

Don't specify transitive dependencies in admin/requirements.in #7127

Open

fixed incorrect date in comment.

11137e7

rocodes previously approved these changes Mar 1, 2024

View reviewed changes

zenmonkeykstop dismissed rocodes’s stale review via 11137e7 March 1, 2024 15:44

rocodes self-requested a review March 1, 2024 15:45

rocodes approved these changes Mar 1, 2024

View reviewed changes

zenmonkeykstop merged commit 0c5335f into develop Mar 1, 2024

zenmonkeykstop mentioned this pull request Mar 6, 2024

Release SecureDrop 2.8.0 #7121

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Add support for Tails 6 #7116

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		@@ -122,7 +122,7 @@

		# in Tails 4, reload gnome-shell desktop icons extension to update with changes above

Add support for Tails 6 #7116

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zenmonkeykstop commented Feb 19, 2024 • edited by nathandyer Loading

Status

Description of Changes

Testing

Tails 5

Install

Update from latest

Tails 6

Install

Migration from Tails 5

Deployment

Checklist

If you made changes to the server application code:

If you made changes to securedrop-admin:

If you made changes to the system configuration:

If you added or removed a file deployed with the application:

If you made non-trivial code changes:

If you added or updated a reference to a production code dependency:

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Tails 6 fresh install scenario

Install

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Tails 6 Install

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If you made changes to `securedrop-admin`:

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