diff --git a/python-env/defaults/main.yml b/python-env/defaults/main.yml
index 590f3c10..bac388e4 100644
--- a/python-env/defaults/main.yml
+++ b/python-env/defaults/main.yml
@@ -8,6 +8,10 @@ py_env_get_pip_url: https://bootstrap.pypa.io/get-pip.py
 py_env_basic_pkgs:
   - python-pip
 
+py_env_pip_dev_packages:
+  - libpython-dev
+  - libssl-dev
+
 py_env_pip_fix_ssl_warnings:
   - pyOpenSSL
   - cryptography
diff --git a/python-env/tasks/main.yml b/python-env/tasks/main.yml
index 5cf63996..96eff0d9 100644
--- a/python-env/tasks/main.yml
+++ b/python-env/tasks/main.yml
@@ -41,6 +41,13 @@
       shell: /usr/local/bin/python-pip-fixer
       when: ( python_pip_fixer | changed )
 
+    - name: Install the python dev headers
+      apt: pkg={{ item }} state=present
+      with_items: '{{ py_env_pip_dev_packages }}'
+
+    - name: Install the latest six python package
+      pip: name=six state=latest
+
     - name: Fix the ssl warnings installing some ssl libraries
       pip: name={{ item }}
       with_items: '{{ py_env_pip_fix_ssl_warnings | default ([]) }}'