diff --git a/changelogs/fragments/drop-python-2.6-controller.yaml b/changelogs/fragments/drop-python-2.6-controller.yaml
new file mode 100644
index 00000000000..5850b13ccba
--- /dev/null
+++ b/changelogs/fragments/drop-python-2.6-controller.yaml
@@ -0,0 +1,6 @@
+---
+major_changes:
+- Support for running an Ansible controller with Python 2.6 has been dropped.
+  You can still manage machines which use Python-2.6 but you will have to
+  manage them from a machine which has Python-2.7 or Python-3.5 or greater
+  installed.
diff --git a/docs/docsite/rst/dev_guide/developing_python_3.rst b/docs/docsite/rst/dev_guide/developing_python_3.rst
index 5fdd050f366..d4b7c316416 100644
--- a/docs/docsite/rst/dev_guide/developing_python_3.rst
+++ b/docs/docsite/rst/dev_guide/developing_python_3.rst
@@ -30,13 +30,15 @@ controller-side section.
 Minimum Version of Python-3.x and Python-2.x
 --------------------------------------------
 
-In both controller side and module code, we support Python-3.5 or greater and Python-2.6 or
-greater.  Python-3.5 was chosen as a minimum because it is the earliest Python-3 version
-adopted as the default Python by a Long Term Support (LTS) Linux distribution (in this case, Ubuntu-16.04).
-Previous LTS Linux distributions shipped with a Python-2 version which users can rely upon instead of the 
-Python-3 version.
+On the controller we support Python-3.5 or greater and Python-2.7 or greater.  Module-side, we
+support Python-3.5 or greater and Python-2.6 or greater.
 
-For Python-2, the default is for modules to run on at least Python-2.6.  This allows
+Python-3.5 was chosen as a minimum because it is the earliest Python-3 version adopted as the
+default Python by a Long Term Support (LTS) Linux distribution (in this case, Ubuntu-16.04).
+Previous LTS Linux distributions shipped with a Python-2 version which users can rely upon instead
+of the Python-3 version.
+
+For Python 2, the default is for modules to run on at least Python-2.6.  This allows
 users with older distributions that are stuck on Python-2.6 to manage their
 machines.  Modules are allowed to drop support for Python-2.6 when one of
 their dependent libraries requires a higher version of Python.  This is not an
diff --git a/docs/docsite/rst/dev_guide/testing_units_modules.rst b/docs/docsite/rst/dev_guide/testing_units_modules.rst
index 8ede0c37c2c..880cfe3dc97 100644
--- a/docs/docsite/rst/dev_guide/testing_units_modules.rst
+++ b/docs/docsite/rst/dev_guide/testing_units_modules.rst
@@ -531,6 +531,12 @@ A helpful development approach to this should be to ensure that all of the tests
 run under Python 2.6 and that each assertion in the test cases has been checked to work by breaking
 the code in Ansible to trigger that failure.
 
+.. warn:: Maintain Python-2.6 compatibility
+
+    Please remember that modules need to maintain compatibility with Python-2.6 so the unittests for
+    modules should also be compatible with Python-2.6.
+
+
 .. seealso::
 
    :doc:`testing_units`
diff --git a/docs/docsite/rst/installation_guide/intro_installation.rst b/docs/docsite/rst/installation_guide/intro_installation.rst
index 11ac11ba9c2..d445a264d17 100644
--- a/docs/docsite/rst/installation_guide/intro_installation.rst
+++ b/docs/docsite/rst/installation_guide/intro_installation.rst
@@ -41,7 +41,7 @@ information about running from source.  It's not necessary to install the progra
 Control Machine Requirements
 ````````````````````````````
 
-Currently Ansible can be run from any machine with Python 2 (versions 2.6 or 2.7) or Python 3 (versions 3.5 and higher) installed (Windows isn't supported for the control machine).
+Currently Ansible can be run from any machine with Python 2 (version 2.7) or Python 3 (versions 3.5 and higher) installed (Windows isn't supported for the control machine).
 
 This includes Red Hat, Debian, CentOS, macOS, any of the BSDs, and so on.
 
diff --git a/docs/docsite/rst/porting_guides/porting_guide_2.7.rst b/docs/docsite/rst/porting_guides/porting_guide_2.7.rst
index 10d61ca5847..29683609185 100644
--- a/docs/docsite/rst/porting_guides/porting_guide_2.7.rst
+++ b/docs/docsite/rst/porting_guides/porting_guide_2.7.rst
@@ -14,6 +14,14 @@ This document is part of a collection on porting. The complete list of porting g
 
 .. contents:: Topics
 
+Python Compatibility
+====================
+
+Ansible has dropped compatibility with Python-2.6 on the controller (The host where :command:`/usr/bin/ansible`
+or :command:`/usr/bin/ansible-playbook` is run).  Modules shipped with Ansible can still be used to
+manage hosts which only have Python-2.6.  You just need to have a host with Python-2.7 or Python-3.5
+or greater to manage those hosts from.
+
 Playbook
 ========
 
diff --git a/docs/docsite/rst/user_guide/windows_winrm.rst b/docs/docsite/rst/user_guide/windows_winrm.rst
index 09b8cb6ab86..d0fcbbee182 100644
--- a/docs/docsite/rst/user_guide/windows_winrm.rst
+++ b/docs/docsite/rst/user_guide/windows_winrm.rst
@@ -685,8 +685,8 @@ would an IPv4 address or hostname::
 
 
 .. Note:: The ipaddress library is only included by default in Python 3.x. To
-    use IPv6 addresses in Python 2.6 and 2.7, make sure to run
-    ``pip install ipaddress`` which installs a backported package.
+    use IPv6 addresses in Python 2.7, make sure to run ``pip install ipaddress`` which installs
+    a backported package.
 
 HTTPS Certificate Validation
 ````````````````````````````