diff --git a/docs/releasenotes.rst b/docs/releasenotes.rst
index bd99173029c73755ef6338700ab721f28eec2918..ed9e8fbca4c93cdce7c7cbd71a030c7bd3e21db3 100644
--- a/docs/releasenotes.rst
+++ b/docs/releasenotes.rst
@@ -31,6 +31,9 @@ run applications using Debian-only repositories.
     the minimum version required, allowing to be more specific to
     avoid unnecessary warning mails being sent out.
 
+  * Updated default package pins for virtual environments used to
+    check for available pip package upgrades.
+
 * ``xmpp_server`` role
 
   * Drop dependency on the external (Prosody) package
diff --git a/docs/rolereference.rst b/docs/rolereference.rst
index 11db8e3aaaba9d947191c3b2a359ef4502e48f2f..06891a1d4543ef6efa6e910beda68d4358c031e9 100644
--- a/docs/rolereference.rst
+++ b/docs/rolereference.rst
@@ -422,7 +422,7 @@ Parameters
   the check itself. For Python 3, see the dedicated parameter
   ``pip_check_requirements_py3`` below.
 
-**pip_check_requirements** (list, optional, ``[click==7.0, pip-tools==4.0.0, pip==19.2.3, setuptools==41.2.0, six==1.12.0, wheel==0.33.6]``)
+**pip_check_requirements** (list, optional, ``[click==7.1.2, pip-tools==5.5.0, pip==20.3.4, setuptools==44.1.1, wheel==0.37.1]``)
   List of Python package requirements to install in Python 2 virtual
   environment in order to be able to run the ``pip-tools``
   applications as part of pip requirements upgrade checks. This list
@@ -436,7 +436,7 @@ Parameters
   the check itself. For Python 2, see the dedicated parameter
   ``pip_check_requirements`` above.
 
-**pip_check_requirements_py3** (list, optional, ``[click==7.0, pip-tools==3.9.0, pip==19.1.1, setuptools==41.2.0, six==1.12.0, wheel==0.33.6]``)
+**pip_check_requirements_py3** (list, optional, ``see below``)
   List of Python package requirements to install in Python 3 virtual
   environment in order to be able to run the ``pip-tools``
   applications as part of pip requirements upgrade checks. This list
@@ -444,6 +444,24 @@ Parameters
   ``pip-tools`` and related packages are coming out. For Python 2, see
   the dedicated parameter ``pip_check_requirements`` above.
 
+  Default value is:
+
+  .. code-block:: yaml
+
+    - build==1.0.3
+    - click==8.1.7
+    - importlib-metadata==6.7.0
+    - packaging==23.2
+    - pip-tools==6.14.0
+    - pip==23.1.2
+    - pyproject-hooks==1.0.0
+    - setuptools==68.0.0
+    - tomli==2.0.1
+    - typing-extensions==4.7.1
+    - wheel==0.41.3
+    - zipp==3.15.0
+
+
 **pipreqcheck_uid** (integer, optional, ``whatever OS picks``)
   UID for user running the pip requirements upgrade checks. User is created with
   name ``pipreqcheck``.
diff --git a/roles/common/defaults/main.yml b/roles/common/defaults/main.yml
index b600d48294c0cc7d46bafb02cd5afd1bd30ed8f9..3ce67b4abb9616d0543d5d343da839830039e0d6 100644
--- a/roles/common/defaults/main.yml
+++ b/roles/common/defaults/main.yml
@@ -19,23 +19,28 @@ pip_check_requirements_in:
   - wheel
 pip_check_requirements:
   - click==7.1.2
-  - pip-tools==5.3.1
-  - pip==20.2.4
+  - pip-tools==5.5.0
+  - pip==20.3.4
   - setuptools==44.1.1
-  - six==1.15.0
-  - wheel==0.35.1
+  - wheel==0.37.1
 pip_check_requirements_py3_in:
   - pip
   - pip-tools
   - setuptools
   - wheel
 pip_check_requirements_py3:
-  - click==7.1.2
-  - pip-tools==5.3.1
-  - pip==20.2.4
-  - setuptools==50.3.2
-  - six==1.15.0
-  - wheel==0.35.1
+  - build==1.0.3
+  - click==8.1.7
+  - importlib-metadata==6.7.0
+  - packaging==23.2
+  - pip-tools==6.14.0
+  - pip==23.1.2
+  - pyproject-hooks==1.0.0
+  - setuptools==68.0.0
+  - tomli==2.0.1
+  - typing-extensions==4.7.1
+  - wheel==0.41.3
+  - zipp==3.15.0
 ntp_servers: []
 maintenance: false
 maintenance_allowed_hosts: []
diff --git a/roles/common/molecule/default/tests/test_default.py b/roles/common/molecule/default/tests/test_default.py
index cc2519c5692b542807251b9bbff5f849c26442c0..2ac64f0afdb080238fa54237d5652c7e1b7416a2 100644
--- a/roles/common/molecule/default/tests/test_default.py
+++ b/roles/common/molecule/default/tests/test_default.py
@@ -306,19 +306,24 @@ def test_pipreqcheck_requirements(host, requirements_in_path, requirements_txt_p
 @pytest.mark.parametrize("pip_path, expected_packages",  [
     ('/var/lib/pipreqcheck/virtualenv/bin/pip', [
         "click==7.1.2",
-        "pip-tools==5.3.1",
-        "pip==20.2.4",
+        "pip-tools==5.5.0",
+        "pip==20.3.4",
         "setuptools==44.1.1",
-        "six==1.15.0",
-        "wheel==0.35.1",
+        "wheel==0.37.1",
     ]),
     ('/var/lib/pipreqcheck/virtualenv-py3/bin/pip', [
-        "click==7.1.2",
-        "pip-tools==5.3.1",
-        "pip==20.2.4",
-        "setuptools==50.3.2",
-        "six==1.15.0",
-        "wheel==0.35.1",
+        "build==1.0.3",
+        "click==8.1.7",
+        "importlib-metadata==6.7.0",
+        "packaging==23.2",
+        "pip-tools==6.14.0",
+        "pip==23.1.2",
+        "pyproject_hooks==1.0.0",
+        "setuptools==68.0.0",
+        "tomli==2.0.1",
+        "typing_extensions==4.7.1",
+        "wheel==0.41.3",
+        "zipp==3.15.0",
     ]),
 ])
 def test_pipreqcheck_virtualenv_packages(host, pip_path, expected_packages):