diff --git a/roles/wsgi_website/molecule/default/tests/test_default.py b/roles/wsgi_website/molecule/default/tests/test_default.py
index f6dbb56b9778a09db1c1b2b4411548efe5744c9f..521f8f77b7354dd38490d5bc789c750881b9f68c 100644
--- a/roles/wsgi_website/molecule/default/tests/test_default.py
+++ b/roles/wsgi_website/molecule/default/tests/test_default.py
@@ -300,10 +300,8 @@ def test_python_virtualenv_wrapper_script(host, wrapper_script, expected_owner,
 
 @pytest.mark.parametrize("admin_user, pip_path, expected_packages",  [
     ('admin-parameters-mandatory', '/var/www/parameters-mandatory/virtualenv/bin/pip', [
-        "argparse==1.2.1",
         "futures==3.2.0",
         "gunicorn==19.9.0",
-        "wsgiref==0.1.2"
     ]),
     ('admin-parameters-optional_local', '/var/www/parameters-optional.local/virtualenv/bin/pip', [
         "Pygments==2.2.0",
@@ -326,13 +324,11 @@ def test_python_virtualenv_wrapper_script(host, wrapper_script, expected_owner,
         "PasteDeploy==1.5.2",
         "PasteScript==2.0.2",
         "Werkzeug==0.12.2",
-        "argparse==1.2.1",
         "click==6.7",
         "futures==3.1.0",
         "gunicorn==19.7.0",
         "itsdangerous==0.24",
         "six==1.10.0",
-        "wsgiref==0.1.2",
     ]),
 ])
 def test_virtualenv_packages(host, admin_user, pip_path, expected_packages):
diff --git a/roles/wsgi_website/tasks/main.yml b/roles/wsgi_website/tasks/main.yml
index 5f194c3103968976401cc9b22b36daa0f917b69a..e20812dc5310950d213c7d828aa117c0e9f638cb 100644
--- a/roles/wsgi_website/tasks/main.yml
+++ b/roles/wsgi_website/tasks/main.yml
@@ -122,6 +122,27 @@
     #   created (thanks to 'creates' parameter).
     - skip_ansible_lint
 
+- name: Install latest pip in virtual environment
+  pip:
+    name:
+      - "pip>=18.0.0,<19.0.0"
+    virtualenv: "{{ home }}/virtualenv"
+  become: true
+  become_user: "{{ admin }}"
+
+# Workaround for:
+#
+# - https://github.com/pypa/pip/issues/4022
+# - https://bugs.launchpad.net/ubuntu/+source/python-pip/+bug/1635463
+# - https://bugs.debian.org/cgi-bin/bugreport.cgi?bug=871790
+- name: Remove the pkg-resources package from virtual environment (see comments above for details)
+  pip:
+    name: pkg-resources
+    virtualenv: "{{ home }}/virtualenv"
+    state: absent
+  become: true
+  become_user: "{{ admin }}"
+
 - name: Configure project directory for the Python virtual environment
   template:
     src: "venv_project.j2"
diff --git a/roles/wsgi_website/tasks/requirements.yml b/roles/wsgi_website/tasks/requirements.yml
index b0f3017790cc32c625b9201631face87d355836c..9beb3854c8f563acc3a84ce630ebbe9804b55ba8 100644
--- a/roles/wsgi_website/tasks/requirements.yml
+++ b/roles/wsgi_website/tasks/requirements.yml
@@ -20,8 +20,6 @@
     - wsgi_requirements.txt
 
 - name: Deploy Gunicorn requirements file for installation purposes
-  become: true
-  become_user: "{{ admin }}"
   template:
     src: "wsgi_requirements.txt.j2"
     dest: "{{ home }}/.wsgi_requirements.txt"