Your message dated Sun, 5 Apr 2026 13:33:27 +0200
with message-id <[email protected]>
and subject line Re: Bug#1022199: apt: 'apt-get update' fails on repository 
with snakeoil certificate
has caused the Debian Bug report #1022199,
regarding apt: certificate verification fails after adding custom root 
certificates through ca-certificates
to be marked as done.

This means that you claim that the problem has been dealt with.
If this is not the case it is now your responsibility to reopen the
Bug report if necessary, and/or fix the problem forthwith.

(NB: If you are a system administrator and have no idea what this
message is talking about, this may indicate a serious mail system
misconfiguration somewhere. Please contact [email protected]
immediately.)


-- 
1022199: https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=1022199
Debian Bug Tracking System
Contact [email protected] with problems
--- Begin Message ---
Package: apt
Version: 2.5.3+b1
Severity: important
X-Debbugs-Cc: [email protected]

Dear Maintainer,

*** What led up to the situation?

We need to install CA certificates to our servers so we can access to
services which are running with certificates singed by our CA. If we
dont, we can not use them. Example:

$ docker login dockerregistry.aiticon.net
Username: ait-docker
Password:
Error response from daemon: Get "https://dockerregistry.aiticon.net/v2/": x509: certificate signed by unknown authority

After installing custom root certificates through ca-certificates, apt
complains about other certificates (when pulling packages through https
sources.lists):

This is what we have done so far:

* We installed our CA and its intermediate in a fresh Vanilla-Bullseye
this way:

* Create our own directory to store CA and intermediate:
$ sudo mkdir -p /usr/share/ca-certificates/aiticon.net

* saved the certificates files under the created folder:
$ cat <<_EOF_ |sudo tee /usr/share/ca-certificates/aiticon.net/Aiticon_Trust_PKI_intermediate_east.crt
-----BEGIN CERTIFICATE-----
XXXXX
-----END CERTIFICATE-----

* Did the same for the following files
/usr/share/ca-certificates/aiticon.net/Aiticon_Trust_PKI_root.crt
/usr/share/ca-certificates/aiticon.net/Aiticon_Trust_PKI_intermediate_west.crt
/usr/share/ca-certificates/aiticon.net/Aiticon_Trust_PKI_intermediate_east.crt

* The certificates are there:
$ ls -lh
total 12K
-rw-r--r-- 1 root root 2,1K 18. Okt 13:46 Aiticon_Trust_PKI_intermediate_east.crt -rw-r--r-- 1 root root 2,1K 18. Okt 13:45 Aiticon_Trust_PKI_intermediate_west.crt
-rw-r--r-- 1 root root 2,1K 18. Okt 13:45 Aiticon_Trust_PKI_root.crt

* Added the following lines in /etc/ca-certificates.conf
$ cat <<_EOF_ |sudo tee --append /etc/ca-certificates.conf
aiticon.net/Aiticon_Trust_PKI_root.crt
aiticon.net/Aiticon_Trust_PKI_intermediate_west.crt
aiticon.net/Aiticon_Trust_PKI_intermediate_east.crt
_EOF_

* Updated the CA Certificates:
$ sudo update-ca-certificates
Updating certificates in /etc/ssl/certs...
3 added, 0 removed; done.
Running hooks in /etc/ca-certificates/update.d...
done.

* After doing this, we can successfully use our services with the
installed signed certificates:

* Restart the docker service so it notices the are new CAs in the system
$ sudo systemctl restart docker

* Try docker login again
$ docker login dockerregistry.aiticon.net
Username: ait-docker
Password:
WARNING! Your password will be stored unencrypted in /home/aiticon/.docker/config.json.
Configure a credential helper to remove this warning. See
https://docs.docker.com/engine/reference/commandline/login/#credentials-store

Login Succeeded

* And now, when executing a simple apt-get update, the certificate
verification for other https lists fail. THIS HAPPENS WITH ALL sources.list,
not only with docker (this is only an example):
$ sudo apt update
Err:3 https://download.docker.com/linux/debian bullseye InRelease
  Certificate verification failed: The certificate is NOT trusted. The certificate issuer is unknown.  Could not handshake: Error in the certificate verification. [IP: 13.225.78.127 443]


*** What exactly did you do (or not do) that was effective (or
innefective)?

* Deleting again the CAs from /etc/ca-certificates.conf and running
update-ca-certificates again leads to the situation from the
beggining:

- apt works propperly, even with https source lists
- we cant use our services, because the CA is not known in the system

*** What outcome did you expect instead?

* We expected to be able to use all our services running with our CA, because we installed the CA in our system. * We expected that the command apt update updates the package lists correctly.

-- Package-specific info:

-- apt-config dump --

APT "";
APT::Architecture "amd64";
APT::Build-Essential "";
APT::Build-Essential:: "build-essential";
APT::Install-Recommends "1";
APT::Install-Suggests "0";
APT::Sandbox "";
APT::Sandbox::User "_apt";
APT::Authentication "";
APT::Authentication::TrustCDROM "true";
APT::NeverAutoRemove "";
APT::NeverAutoRemove:: "^firmware-linux.*";
APT::NeverAutoRemove:: "^linux-firmware$";
APT::NeverAutoRemove:: "^linux-image-[a-z0-9]*$";
APT::NeverAutoRemove:: "^linux-image-[a-z0-9]*-[a-z0-9]*$";
APT::VersionedKernelPackages "";
APT::VersionedKernelPackages:: "linux-.*";
APT::VersionedKernelPackages:: "kfreebsd-.*";
APT::VersionedKernelPackages:: "gnumach-.*";
APT::VersionedKernelPackages:: ".*-modules";
APT::VersionedKernelPackages:: ".*-kernel";
APT::Never-MarkAuto-Sections "";
APT::Never-MarkAuto-Sections:: "metapackages";
APT::Never-MarkAuto-Sections:: "contrib/metapackages";
APT::Never-MarkAuto-Sections:: "non-free/metapackages";
APT::Never-MarkAuto-Sections:: "restricted/metapackages";
APT::Never-MarkAuto-Sections:: "universe/metapackages";
APT::Never-MarkAuto-Sections:: "multiverse/metapackages";
APT::Move-Autobit-Sections "";
APT::Move-Autobit-Sections:: "oldlibs";
APT::Move-Autobit-Sections:: "contrib/oldlibs";
APT::Move-Autobit-Sections:: "non-free/oldlibs";
APT::Move-Autobit-Sections:: "restricted/oldlibs";
APT::Move-Autobit-Sections:: "universe/oldlibs";
APT::Move-Autobit-Sections:: "multiverse/oldlibs";
APT::Architectures "";
APT::Architectures:: "amd64";
APT::Compressor "";
APT::Compressor::. "";
APT::Compressor::.::Name ".";
APT::Compressor::.::Extension "";
APT::Compressor::.::Binary "";
APT::Compressor::.::Cost "0";
APT::Compressor::zstd "";
APT::Compressor::zstd::Name "zstd";
APT::Compressor::zstd::Extension ".zst";
APT::Compressor::zstd::Binary "false";
APT::Compressor::zstd::Cost "60";
APT::Compressor::lz4 "";
APT::Compressor::lz4::Name "lz4";
APT::Compressor::lz4::Extension ".lz4";
APT::Compressor::lz4::Binary "false";
APT::Compressor::lz4::Cost "50";
APT::Compressor::gzip "";
APT::Compressor::gzip::Name "gzip";
APT::Compressor::gzip::Extension ".gz";
APT::Compressor::gzip::Binary "gzip";
APT::Compressor::gzip::Cost "100";
APT::Compressor::gzip::CompressArg "";
APT::Compressor::gzip::CompressArg:: "-6n";
APT::Compressor::gzip::UncompressArg "";
APT::Compressor::gzip::UncompressArg:: "-d";
APT::Compressor::xz "";
APT::Compressor::xz::Name "xz";
APT::Compressor::xz::Extension ".xz";
APT::Compressor::xz::Binary "xz";
APT::Compressor::xz::Cost "200";
APT::Compressor::xz::CompressArg "";
APT::Compressor::xz::CompressArg:: "-6";
APT::Compressor::xz::UncompressArg "";
APT::Compressor::xz::UncompressArg:: "-d";
APT::Compressor::bzip2 "";
APT::Compressor::bzip2::Name "bzip2";
APT::Compressor::bzip2::Extension ".bz2";
APT::Compressor::bzip2::Binary "bzip2";
APT::Compressor::bzip2::Cost "300";
APT::Compressor::bzip2::CompressArg "";
APT::Compressor::bzip2::CompressArg:: "-6";
APT::Compressor::bzip2::UncompressArg "";
APT::Compressor::bzip2::UncompressArg:: "-d";
APT::Compressor::lzma "";
APT::Compressor::lzma::Name "lzma";
APT::Compressor::lzma::Extension ".lzma";
APT::Compressor::lzma::Binary "xz";
APT::Compressor::lzma::Cost "400";
APT::Compressor::lzma::CompressArg "";
APT::Compressor::lzma::CompressArg:: "--format=lzma";
APT::Compressor::lzma::CompressArg:: "-6";
APT::Compressor::lzma::UncompressArg "";
APT::Compressor::lzma::UncompressArg:: "--format=lzma";
APT::Compressor::lzma::UncompressArg:: "-d";
Dir "/";
Dir::State "var/lib/apt";
Dir::State::lists "lists/";
Dir::State::cdroms "cdroms.list";
Dir::State::extended_states "extended_states";
Dir::State::status "/var/lib/dpkg/status";
Dir::Cache "var/cache/apt";
Dir::Cache::archives "archives/";
Dir::Cache::srcpkgcache "srcpkgcache.bin";
Dir::Cache::pkgcache "pkgcache.bin";
Dir::Etc "etc/apt";
Dir::Etc::sourcelist "sources.list";
Dir::Etc::sourceparts "sources.list.d";
Dir::Etc::main "apt.conf";
Dir::Etc::netrc "auth.conf";
Dir::Etc::netrcparts "auth.conf.d";
Dir::Etc::parts "apt.conf.d";
Dir::Etc::preferences "preferences";
Dir::Etc::preferencesparts "preferences.d";
Dir::Etc::trusted "trusted.gpg";
Dir::Etc::trustedparts "trusted.gpg.d";
Dir::Bin "";
Dir::Bin::methods "/usr/lib/apt/methods";
Dir::Bin::solvers "";
Dir::Bin::solvers:: "/usr/lib/apt/solvers";
Dir::Bin::planners "";
Dir::Bin::planners:: "/usr/lib/apt/planners";
Dir::Bin::dpkg "/usr/bin/dpkg";
Dir::Bin::gzip "/bin/gzip";
Dir::Bin::bzip2 "/bin/bzip2";
Dir::Bin::xz "/usr/bin/xz";
Dir::Bin::lz4 "/usr/bin/lz4";
Dir::Bin::zstd "/usr/bin/zstd";
Dir::Bin::lzma "/usr/bin/xz";
Dir::Media "";
Dir::Media::MountPath "/media/cdrom";
Dir::Log "var/log/apt";
Dir::Log::Terminal "term.log";
Dir::Log::History "history.log";
Dir::Log::Planner "eipp.log.xz";
Dir::Ignore-Files-Silently "";
Dir::Ignore-Files-Silently:: "~$";
Dir::Ignore-Files-Silently:: "\.disabled$";
Dir::Ignore-Files-Silently:: "\.bak$";
Dir::Ignore-Files-Silently:: "\.dpkg-[a-z]+$";
Dir::Ignore-Files-Silently:: "\.ucf-[a-z]+$";
Dir::Ignore-Files-Silently:: "\.save$";
Dir::Ignore-Files-Silently:: "\.orig$";
Dir::Ignore-Files-Silently:: "\.distUpgrade$";
Acquire "";
Acquire::AllowInsecureRepositories "0";
Acquire::AllowWeakRepositories "0";
Acquire::AllowDowngradeToInsecureRepositories "0";
Acquire::cdrom "";
Acquire::cdrom::mount "/media/cdrom";
Acquire::IndexTargets "";
Acquire::IndexTargets::deb "";
Acquire::IndexTargets::deb::Packages "";
Acquire::IndexTargets::deb::Packages::MetaKey "$(COMPONENT)/binary-$(ARCHITECTURE)/Packages";
Acquire::IndexTargets::deb::Packages::flatMetaKey "Packages";
Acquire::IndexTargets::deb::Packages::ShortDescription "Packages";
Acquire::IndexTargets::deb::Packages::Description "$(RELEASE)/$(COMPONENT) $(ARCHITECTURE) Packages";
Acquire::IndexTargets::deb::Packages::flatDescription "$(RELEASE) Packages";
Acquire::IndexTargets::deb::Packages::Optional "0";
Acquire::IndexTargets::deb::Translations "";
Acquire::IndexTargets::deb::Translations::MetaKey "$(COMPONENT)/i18n/Translation-$(LANGUAGE)";
Acquire::IndexTargets::deb::Translations::flatMetaKey "$(LANGUAGE)";
Acquire::IndexTargets::deb::Translations::ShortDescription "Translation-$(LANGUAGE)"; Acquire::IndexTargets::deb::Translations::Description "$(RELEASE)/$(COMPONENT) Translation-$(LANGUAGE)"; Acquire::IndexTargets::deb::Translations::flatDescription "$(RELEASE) Translation-$(LANGUAGE)";
Acquire::IndexTargets::deb-src "";
Acquire::IndexTargets::deb-src::Sources "";
Acquire::IndexTargets::deb-src::Sources::MetaKey "$(COMPONENT)/source/Sources";
Acquire::IndexTargets::deb-src::Sources::flatMetaKey "Sources";
Acquire::IndexTargets::deb-src::Sources::ShortDescription "Sources";
Acquire::IndexTargets::deb-src::Sources::Description "$(RELEASE)/$(COMPONENT) Sources"; Acquire::IndexTargets::deb-src::Sources::flatDescription "$(RELEASE) Sources";
Acquire::IndexTargets::deb-src::Sources::Optional "0";
Acquire::Changelogs "";
Acquire::Changelogs::URI "";
Acquire::Changelogs::URI::Origin "";
Acquire::Changelogs::URI::Origin::Debian "https://metadata.ftp-master.debian.org/changelogs/@CHANGEPATH@_changelog";; Acquire::Changelogs::URI::Origin::Ubuntu "https://changelogs.ubuntu.com/changelogs/pool/@CHANGEPATH@/changelog";;
Acquire::Changelogs::AlwaysOnline "";
Acquire::Changelogs::AlwaysOnline::Origin "";
Acquire::Changelogs::AlwaysOnline::Origin::Ubuntu "1";
Acquire::Languages "";
Acquire::Languages:: "en";
Acquire::Languages:: "none";
Acquire::CompressionTypes "";
Acquire::CompressionTypes::xz "xz";
Acquire::CompressionTypes::bz2 "bzip2";
Acquire::CompressionTypes::lzma "lzma";
Acquire::CompressionTypes::gz "gzip";
Acquire::CompressionTypes::lz4 "lz4";
Acquire::CompressionTypes::zst "zstd";
DPkg "";
DPkg::Path "/usr/sbin:/usr/bin:/sbin:/bin";
DPkg::Pre-Install-Pkgs "";
DPkg::Pre-Install-Pkgs:: "/usr/sbin/dpkg-preconfigure --apt || true";
Binary "apt-config";
Binary::apt "";
Binary::apt::APT "";
Binary::apt::APT::Color "1";
Binary::apt::APT::Cache "";
Binary::apt::APT::Cache::Show "";
Binary::apt::APT::Cache::Show::Version "2";
Binary::apt::APT::Cache::AllVersions "0";
Binary::apt::APT::Cache::ShowVirtuals "1";
Binary::apt::APT::Cache::Search "";
Binary::apt::APT::Cache::Search::Version "2";
Binary::apt::APT::Cache::ShowDependencyType "1";
Binary::apt::APT::Cache::ShowVersion "1";
Binary::apt::APT::Get "";
Binary::apt::APT::Get::Upgrade-Allow-New "1";
Binary::apt::APT::Get::Update "";
Binary::apt::APT::Get::Update::InteractiveReleaseInfoChanges "1";
Binary::apt::APT::Cmd "";
Binary::apt::APT::Cmd::Show-Update-Stats "1";
Binary::apt::APT::Cmd::Pattern-Only "1";
Binary::apt::APT::Keep-Downloaded-Packages "0";
Binary::apt::DPkg "";
Binary::apt::DPkg::Progress-Fancy "1";
Binary::apt::DPkg::Lock "";
Binary::apt::DPkg::Lock::Timeout "-1";
CommandLine "";
CommandLine::AsString "apt-config dump";

-- (no /etc/apt/preferences present) --


-- (no /etc/apt/preferences.d/* present) --


-- /etc/apt/sources.list --

# deb cdrom:[Debian GNU/Linux 11.4.0 _Bullseye_ - Official amd64 NETINST 20220709-10:31]/ bullseye main

#deb cdrom:[Debian GNU/Linux 11.4.0 _Bullseye_ - Official amd64 NETINST 20220709-10:31]/ bullseye main

deb http://deb.debian.org/debian bullseye main
deb-src http://deb.debian.org/debian bullseye main

deb http://security.debian.org/debian-security bullseye-security main
deb-src http://security.debian.org/debian-security bullseye-security main

# This system was installed using small removable media
# (e.g. netinst, live or single CD). The matching "deb cdrom"
# entries were disabled at the end of the installation process.
# For information about how to configure apt package sources,
# see the sources.list(5) manual.


-- /etc/apt/sources.list.d/docker.list --

deb [arch=amd64 signed-by=/etc/apt/keyrings/docker.gpg] https://download.docker.com/linux/debian bullseye stable

-- System Information:
Debian Release: 11.4
  APT prefers stable-security
  APT policy: (500, 'stable-security'), (500, 'stable')
Architecture: amd64 (x86_64)

Kernel: Linux 5.10.0-17-amd64 (SMP w/4 CPU threads)
Locale: LANG=en_US.UTF-8, LC_CTYPE=en_US.UTF-8 (charmap=UTF-8), LANGUAGE not set
Shell: /bin/sh linked to /usr/bin/dash
Init: systemd (via /run/systemd/system)
LSM: AppArmor: enabled

Versions of packages apt depends on:
ii  adduser                 3.118
ii  debian-archive-keyring  2021.1.1
ii  gpgv                    2.2.27-2+deb11u2
ii  libapt-pkg6.0           2.5.3+b1
ii  libc6                   2.35-3
ii  libgcc-s1               10.2.1-6
ii  libgnutls30             3.7.8-2
ii  libseccomp2             2.5.1-1+deb11u1
ii  libstdc++6              12.2.0-3
ii  libsystemd0             247.3-7

Versions of packages apt recommends:
ii  ca-certificates  20210119

Versions of packages apt suggests:
pn  apt-doc         <none>
ii  aptitude        0.8.13-3
pn  dpkg-dev        <none>
ii  gnupg           2.2.27-2+deb11u2
ii  gnupg2          2.2.27-2+deb11u2
pn  powermgmt-base  <none>

-- no debconf information

--
aiticon GmbH
Stephanstraße 1
60313 Frankfurt am Main

t. +49 69 795 83 83-0
f. +49 69 795 83 83-28

Geschäftsführer: Matthias Herlitzius
Amtsgericht Frankfurt am Main · HRB 79310
USt.-ID-Nr.: DE 218319776

--- End Message ---
--- Begin Message ---
On 2026-04-05 Martin-Éric Racine <[email protected]> wrote:
> Package: apt
> Version: 3.0.3
> Followup-For: Bug #1022199
> X-Debbugs-Cc: [email protected]

> I still experience a similar issue when doing 'apt-get update' with sources 
> that include a local repository signed with a snakeoil certificate.

> Err:1 https://repos.internal/debian unstable InRelease
>   SSL connection failed: error:0A000086:SSL routines::certificate verify 
> failed / Success [IP: 172.16.1.1 443]

> -- System Information:
[...]
> Versions of packages apt depends on:
[...]
> ii  libssl3t64              3.5.5-1~deb13u1
[...]

Thanks for the reminder to close this *gnutls* bug - apt has switched to
OpenSSL in Dec 2024.

Given the original bug was about a complety different software stack I
suggest reopening a new one if this is reproducible.

cu Andreas

--- End Message ---

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