diff --git a/roles/common/tasks/main.yml b/roles/common/tasks/main.yml
index bc684a8ae7ade2cd0139dde8562ed8395e398580..248ea27ff22857fdd8b1a295abcd8cfbd6862478 100644
--- a/roles/common/tasks/main.yml
+++ b/roles/common/tasks/main.yml
@@ -1,5 +1,20 @@
 ---
 
+# Deprecation
+# ===========
+
+- name: Drop deprecated directories and files
+  file:
+    path: "{{ item }}"
+    state: absent
+  with_items:
+    - "/etc/pip_check_requirements_upgrades-py3"
+    - "/var/lib/pipreqcheck/virtualenv-py3"
+    - "/etc/cron.d/check_pip_requirements-py3"
+
+# Main implementation
+# ===================
+
 - name: Enable use of proxy for retrieving system packages via apt
   template:
     src: "apt_proxy.j2"
@@ -325,10 +340,8 @@
   stat:
     path: "{{ item.offending_binary }}"
   with_items:
-    - offending_binary: "/var/lib/pipreqcheck/virtualenv/bin/python3"
+    - offending_binary: "/var/lib/pipreqcheck/virtualenv/bin/python2"
       virtualenv_directory: "/var/lib/pipreqcheck/virtualenv"
-    - offending_binary: "/var/lib/pipreqcheck/virtualenv-py3/bin/python2"
-      virtualenv_directory: "/var/lib/pipreqcheck/virtualenv-py3"
   register: "pipreqcheck_wrong_python_version_check"
 
 - name: Drop Python virtual environment if wrong Python version has been detected within
@@ -346,8 +359,8 @@
     group: pipreqcheck
     mode: 0750
   with_items:
+    - "/var/lib/pipreqcheck"
     - "/var/lib/pipreqcheck/virtualenv"
-    - "/var/lib/pipreqcheck/virtualenv-py3"
 
 - name: Create Python virtual environment used for installing/running pip-tools
   command: "/usr/bin/virtualenv --python '{{ item.python_path }}' --prompt '({{ item.name }})' '{{ item.virtualenv_path }}'"
@@ -358,12 +371,8 @@
   with_items:
     - name: pipreqcheck
       virtualenv_path: "/var/lib/pipreqcheck/virtualenv"
-      python_path: "/usr/bin/python2.7"
-      creates: "/var/lib/pipreqcheck/virtualenv/bin/python2.7"
-    - name: pipreqcheck-py3
-      virtualenv_path: "/var/lib/pipreqcheck/virtualenv-py3"
       python_path: "/usr/bin/python3"
-      creates: "/var/lib/pipreqcheck/virtualenv-py3/bin/python3"
+      creates: "/var/lib/pipreqcheck/virtualenv/bin/python3"
 
 - name: Create directory for storing pip requirements files
   file:
@@ -374,7 +383,6 @@
     mode: 0750
   with_items:
     - "/etc/pip_check_requirements_upgrades"
-    - "/etc/pip_check_requirements_upgrades-py3"
 
 - name: Set-up directory for storing pip requirements file for pip-tools virtual environment itself
   file:
@@ -385,7 +393,6 @@
     mode: 0750
   with_items:
     - "/etc/pip_check_requirements_upgrades/pipreqcheck"
-    - "/etc/pip_check_requirements_upgrades-py3/pipreqcheck"
 
 - name: Deploy .in file for pip requirements in pip-tools virtual environment
   template:
@@ -397,8 +404,6 @@
   with_items:
     - path: "/etc/pip_check_requirements_upgrades/pipreqcheck/requirements.in"
       requirements: "{{ pip_check_requirements_in }}"
-    - path: "/etc/pip_check_requirements_upgrades-py3/pipreqcheck/requirements.in"
-      requirements: "{{ pip_check_requirements_py3_in }}"
 
 - name: Deploy requirements file for pipreqcheck virtual environment
   template:
@@ -410,8 +415,6 @@
   with_items:
     - file: "/etc/pip_check_requirements_upgrades/pipreqcheck/requirements.txt"
       requirements: "{{ pip_check_requirements }}"
-    - file: "/etc/pip_check_requirements_upgrades-py3/pipreqcheck/requirements.txt"
-      requirements: "{{ pip_check_requirements_py3 }}"
 
 - name: Install requirements in the pipreqcheck virtual environment
   pip:
@@ -422,10 +425,8 @@
   with_items:
     - virtualenv: "~pipreqcheck/virtualenv"
       requirements: "/etc/pip_check_requirements_upgrades/pipreqcheck/requirements.txt"
-    - virtualenv: "~pipreqcheck/virtualenv-py3"
-      requirements: "/etc/pip_check_requirements_upgrades-py3/pipreqcheck/requirements.txt"
 
-- name: Synchronise pip-tools virtual environment via deployed requirements file (Python 2)
+- name: Synchronise pip-tools virtual environment via deployed requirements file
   shell: "source ~pipreqcheck/virtualenv/bin/activate && pip-sync /etc/pip_check_requirements_upgrades/pipreqcheck/requirements.txt"
   args:
     executable: /bin/bash
@@ -434,15 +435,6 @@
   register: pipreqcheck_pip_sync
   changed_when: "pipreqcheck_pip_sync.stdout != 'Everything up-to-date'"
 
-- name: Synchronise pip-tools virtual environment via deployed requirements file (Python 3)
-  shell: "source ~pipreqcheck/virtualenv-py3/bin/activate && pip-sync /etc/pip_check_requirements_upgrades-py3/pipreqcheck/requirements.txt"
-  args:
-    executable: /bin/bash
-  become: true
-  become_user: "pipreqcheck"
-  register: pipreqcheck_pip_sync
-  changed_when: "pipreqcheck_pip_sync.stdout != 'Everything up-to-date'"
-
 - name: Deploy script for checking available upgrades
   copy:
     src: "pip_check_requirements_upgrades.sh"
@@ -459,14 +451,6 @@
     group: root
     mode: 0644
 
-- name: Deploy crontab entry for checking pip requirements
-  copy:
-    src: "cron_check_pip_requirements-py3"
-    dest: "/etc/cron.d/check_pip_requirements-py3"
-    owner: root
-    group: root
-    mode: 0644
-
 - name: Install NTP packages
   apt:
     name: