diff --git a/.gitignore b/.gitignore
index 5cfc71a..0c83afa 100644
--- a/.gitignore
+++ b/.gitignore
@@ -1,5 +1,7 @@
 .gondor
+.vagrant
 *.pyc
+ansible/vagrant.retry
 pythonkc_site/pythonkc.sqlite
 pythonkc_site/local_settings.py
 pythonkc_site/private_settings.py
diff --git a/AUTHORS b/AUTHORS
index ba1816e..624364f 100644
--- a/AUTHORS
+++ b/AUTHORS
@@ -2,4 +2,6 @@ Steven Cummings
 Julia Elman
 Matthew Irish
 Mark Ransom
+Jon Smajda
 Jeff Triplett
+Chip Warden
diff --git a/README.markdown b/README.markdown
new file mode 100644
index 0000000..89ba317
--- /dev/null
+++ b/README.markdown
@@ -0,0 +1,86 @@
+# `pythonkc.com` website
+
+[![Join the chat at https://gitter.im/pythonkc/pythonkc.com](https://badges.gitter.im/Join%20Chat.svg)](https://gitter.im/pythonkc/pythonkc.com?utm_source=badge&utm_medium=badge&utm_campaign=pr-badge&utm_content=badge)
+
+Files for the `pythonkc.com` website.
+
+## Development Quickstart Option 1 (vagrant)
+
+We're going to use Vagrant and Virtualbox to run pythonkc.com inside a Debian
+VM. We're using the [shell provisioner][shell] to install Ansible inside our VM and
+then using Ansible to manage the environment from there. (Note: we're *not*
+using the [ansible provisioner][ansible].)
+
+First you need to install [Vagrant][vagrant] and [VirtualBox][virtualbox] and clone [our
+repository][repo] from github.
+
+Now copy `pythonkc_site/.env.example` to `pythonkc_site/.env` and add
+your own [meetup api key][meetup] and a unique [django secret key][django] (`.env` will
+be ignored by git)
+
+Then you have to install some vagrant plugins and build your vagrant box:
+
+```
+vagrant plugin install vagrant-vbguest
+vagrant plugin install vagrant-hostmanager
+vagrant plugin install vagrant-hostsupdater
+vagrant up
+```
+
+`vagrant up` will run `provision.sh` which runs ansible on the VM.
+
+We've done this so you don't have to install ansible on your local machine.
+
+If you'd prefer you can always ssh in and run/re-run the provisioner manually
+(the output is a little nicer this way):
+
+```
+vagrant ssh
+cd ~/vagrant/ansible
+ansible-playbook vagrant.yml
+```
+
+To run the Django development server:
+
+```
+vagrant ssh
+django-admin runserver 192.168.100.101:8000
+```
+
+Now go to `http://192.168.100.101:8000` in your browser. You can edit the files
+on your local machine and the server should reload automatically.
+
+For now, this is a Python 2 project. If you want to start using Python 3
+and help us fix our problems, set Ansible's `python_version` variable to 3
+and it will build the virtualenv using Python 3:
+
+```
+ansible-playbook vagrant.yml -e python_version=3
+```
+
+
+## Development Quickstart Option 2 (virtualenv)
+
+```
+mkvirtualenv pythonkc
+git clone git@github.com:pythonkc/pythonkc-com.git
+cd pythonkc.com/pythonkc_site
+pip install -r requirements/project.txt
+python manage.py runserver
+```
+
+Profit! $$$
+
+## More Detailed Instructions
+
+See: docs/local_development
+
+
+
+[ansible]: http://docs.vagrantup.com/v2/provisioning/ansible.html
+[django]: http://www.miniwebtool.com/django-secret-key-generator/
+[meetup]: https://secure.meetup.com/meetup_api/key/
+[repo]: https://github.com/pythonkc/pythonkc-com
+[shell]: http://docs.vagrantup.com/v2/provisioning/shell.html
+[vagrant]: https://www.vagrantup.com/downloads.html
+[virtualbox]: https://www.virtualbox.org
diff --git a/README.rst b/README.rst
deleted file mode 100644
index e6105ae..0000000
--- a/README.rst
+++ /dev/null
@@ -1,21 +0,0 @@
-PYTHONKC.COM WEBSITE
-====================
-
-Files for the PythonKC.com website.
-
-Development Quickstart
-----------------------
-::
-
-  mkvirtualenv pythonkc
-  git clone git@github.com:pythonkc/pythonkc.com.git
-  cd pythonkc.com/pythonkc_site
-  pip install -r requirements/project.txt
-  python manage.py runserver
-
-Profit! $$$
-
-More Detailed Instructions
---------------------------
-
-See: docs/local_development
diff --git a/Vagrantfile b/Vagrantfile
new file mode 100644
index 0000000..faf70a9
--- /dev/null
+++ b/Vagrantfile
@@ -0,0 +1,63 @@
+# -*- mode: ruby -*-
+# vi: set ft=ruby :
+
+VAGRANTFILE_API_VERSION = "2"
+
+# Allow host platform checks
+# http://stackoverflow.com/questions/26811089/vagrant-how-to-have-host-platform-specific-provisioning-steps
+module OS
+  def OS.windows?
+    (/cygwin|mswin|mingw|bccwin|wince|emx/ =~ RUBY_PLATFORM) != nil
+  end
+
+  def OS.mac?
+    (/darwin/ =~ RUBY_PLATFORM) != nil
+  end
+
+  def OS.unix?
+    !OS.windows?
+  end
+
+  def OS.linux?
+    OS.unix? and not OS.mac?
+  end
+end
+
+Vagrant.configure(VAGRANTFILE_API_VERSION) do |config|
+
+  # vagrant-hostmanager plugin is required
+  unless Vagrant.has_plugin?("vagrant-hostmanager")
+    raise 'vagrant-hostmanager is not installed. run: vagrant plugin install vagrant-hostmanager'
+  end
+
+  # vagrant-hostsupdater plugin is required
+  unless Vagrant.has_plugin?("vagrant-hostsupdater")
+    raise 'vagrant-hostsupdater is not installed. run: vagrant plugin install vagrant-hostsupdater'
+  end
+
+  # vagrant-vbguest plugin is required
+  unless Vagrant.has_plugin?("vagrant-vbguest")
+    raise 'vagrant-vbguest is not installed. run: vagrant plugin install vagrant-vbguest'
+  end
+
+  config.vm.define "pykcdevel" do |pykcdevel|
+    pykcdevel.vm.box = "debian/jessie64"
+    pykcdevel.vm.hostname = "pythonkc.devel"
+    pykcdevel.vm.network "private_network", type: "dhcp"
+    if OS.unix?
+      pykcdevel.vm.synced_folder "./", "/vagrant/", type: "nfs"
+    elsif OS.windows?
+      pykcdevel.vm.synced_folder "./", "/vagrant/", type: "smb"
+    else
+      raise 'Unknown host operating system. Cannot continue.'
+    end
+
+    pykcdevel.vm.provider "virtualbox" do |vb|
+      vb.name = "pykcdevel"
+      vb.memory = 512
+      vb.cpus = 2
+      vb.customize ["modifyvm", :id, "--cpuexecutioncap", "80"]
+    end
+    pykcdevel.vm.provision :shell, :path => "provision.sh"
+  end
+end
diff --git a/ansible/ansible.cfg b/ansible/ansible.cfg
new file mode 100644
index 0000000..0b186f5
--- /dev/null
+++ b/ansible/ansible.cfg
@@ -0,0 +1,3 @@
+[defaults]
+hostfile = ./hosts
+transport = ssh
diff --git a/ansible/group_vars/all.yml b/ansible/group_vars/all.yml
new file mode 100644
index 0000000..a7c25ae
--- /dev/null
+++ b/ansible/group_vars/all.yml
@@ -0,0 +1,2 @@
+---
+virtualenv: ~/virtualenvs/pythonkc
diff --git a/ansible/group_vars/production.yml b/ansible/group_vars/production.yml
new file mode 100644
index 0000000..dd9c76e
--- /dev/null
+++ b/ansible/group_vars/production.yml
@@ -0,0 +1,4 @@
+---
+user: pythonkc
+pythonpath: /TODO
+project_root: /TODO/pythonkc_site
diff --git a/ansible/group_vars/vagrant.yml b/ansible/group_vars/vagrant.yml
new file mode 100644
index 0000000..61df658
--- /dev/null
+++ b/ansible/group_vars/vagrant.yml
@@ -0,0 +1,4 @@
+---
+user: vagrant
+pythonpath: /home/vagrant/vagrant
+project_root: /home/vagrant/vagrant/pythonkc_site
diff --git a/ansible/hosts b/ansible/hosts
new file mode 100644
index 0000000..f163a81
--- /dev/null
+++ b/ansible/hosts
@@ -0,0 +1,6 @@
+[vagrant]
+localhost ansible_connection=local
+
+# TODO
+#[production]
+#pythonkc.com  
diff --git a/ansible/roles/pythonkc/defaults/main.yml b/ansible/roles/pythonkc/defaults/main.yml
new file mode 100644
index 0000000..cef7389
--- /dev/null
+++ b/ansible/roles/pythonkc/defaults/main.yml
@@ -0,0 +1,2 @@
+---
+python_version: 2
diff --git a/ansible/roles/pythonkc/tasks/django.yml b/ansible/roles/pythonkc/tasks/django.yml
new file mode 100644
index 0000000..168c1ff
--- /dev/null
+++ b/ansible/roles/pythonkc/tasks/django.yml
@@ -0,0 +1,47 @@
+---
+- name: Create virtualenvs directory
+  file: dest=~/virtualenvs state=directory owner={{ user }} group={{ user }}
+
+
+- name: Install requirements into Python 2.7 virtualenv
+  pip:
+    requirements: "{{ project_root }}/requirements/project.txt"
+    virtualenv: "{{ virtualenv }}"
+    virtualenv_command: /usr/bin/virtualenv -p python2.7
+  when: python_version == 2
+
+
+- name: Install requirements into Python 3 virtualenv
+  pip:
+    requirements: "{{ project_root }}/requirements/project.txt"
+    virtualenv: "{{ virtualenv }}"
+    virtualenv_command: python3 /usr/lib/python3/dist-packages/virtualenv.py -p python3
+  when: python_version == 3
+
+
+- name: Set some env vars when activating virtualenv
+  lineinfile:
+    dest: "{{ virtualenv }}/bin/activate"
+    regexp: "^export {{ item.name }}="
+    line: "export {{ item.name }}={{ item.value }}"
+    state: present
+    insertafter: EOF
+  with_items:
+    - {name: DJANGO_SETTINGS_MODULE, value: pythonkc_site.settings}
+    - {name: PYTHONPATH, value: "{{ pythonpath }}"}
+
+
+- name: Automatically activate the virtualenv in bashrc
+  lineinfile:
+    dest: ~/.bashrc
+    line: "source {{ virtualenv }}/bin/activate"
+    state: present
+    insertafter: EOF
+
+
+- name: Run migrations
+  django_manage:
+    command: migrate
+    app_path: "{{ project_root }}"
+    pythonpath: "{{ pythonpath }}"
+    virtualenv: "{{ virtualenv }}"
diff --git a/ansible/roles/pythonkc/tasks/main.yml b/ansible/roles/pythonkc/tasks/main.yml
new file mode 100644
index 0000000..580670f
--- /dev/null
+++ b/ansible/roles/pythonkc/tasks/main.yml
@@ -0,0 +1,9 @@
+---
+- {include: python2.yml, tags: python, when: python_version == 2}
+- {include: python3.yml, tags: python, when: python_version == 3}
+- include: tools.yml tags=tools
+- include: django.yml tags=django
+
+# TODO
+# vim + vim configuration for python?
+# postgres? (for now just using sqlite for development)
diff --git a/ansible/roles/pythonkc/tasks/python2.yml b/ansible/roles/pythonkc/tasks/python2.yml
new file mode 100644
index 0000000..3acaf12
--- /dev/null
+++ b/ansible/roles/pythonkc/tasks/python2.yml
@@ -0,0 +1,17 @@
+---
+- name: Update apt
+  apt: update_cache=yes cache_valid_time=3600
+  become: yes
+  tags: apt
+
+- name: Install some base packages
+  apt: pkg="{{item}}" state=latest
+  become: yes
+  tags: apt
+  with_items:
+    - build-essential
+    - libpq-dev
+    - python-dev
+    - python-pip
+    - python-software-properties
+    - python-virtualenv
diff --git a/ansible/roles/pythonkc/tasks/python3.yml b/ansible/roles/pythonkc/tasks/python3.yml
new file mode 100644
index 0000000..536f083
--- /dev/null
+++ b/ansible/roles/pythonkc/tasks/python3.yml
@@ -0,0 +1,18 @@
+---
+- name: Update apt
+  apt: update_cache=yes cache_valid_time=3600
+  become: yes
+  tags: apt
+
+- name: Install some base packages
+  apt: pkg="{{item}}" state=latest
+  become: yes
+  tags: apt
+  with_items:
+    - build-essential
+    - libpq-dev
+    - python3
+    - python3-dev
+    - python3-pip
+    - python3-software-properties
+    - python3-virtualenv
diff --git a/ansible/roles/pythonkc/tasks/tools.yml b/ansible/roles/pythonkc/tasks/tools.yml
new file mode 100644
index 0000000..e975012
--- /dev/null
+++ b/ansible/roles/pythonkc/tasks/tools.yml
@@ -0,0 +1,16 @@
+---
+- name: Update apt
+  apt: update_cache=yes cache_valid_time=3600
+  become: yes
+  tags: apt
+
+
+- name: Install some dev tools packages
+  apt: pkg="{{item}}" state=latest
+  become: yes
+  tags: apt
+  with_items:
+    - vim-nox
+    - htop
+
+# TODO basic vimrc with python plugins?
diff --git a/ansible/vagrant.yml b/ansible/vagrant.yml
new file mode 100644
index 0000000..b03563c
--- /dev/null
+++ b/ansible/vagrant.yml
@@ -0,0 +1,5 @@
+---
+- hosts: vagrant
+  roles:
+    - pythonkc
+  
diff --git a/provision.sh b/provision.sh
new file mode 100644
index 0000000..62d57d4
--- /dev/null
+++ b/provision.sh
@@ -0,0 +1,20 @@
+#!/usr/bin/env bash
+# -*- coding: utf-8 -*-
+
+export DEBIAN_FRONTEND=noninteractive
+
+aptitude update
+aptitude purge -y chef chef-zero puppet puppet-common
+aptitude dist-upgrade -y
+ln -sf /vagrant /home/vagrant/
+mkdir -p /var/www
+ln -sf /vagrant/pythonkc_site /var/www/pythonkc_site
+
+if [[ -z "$(which ansible)" ]]; then
+    echo "Installing pip and Ansible..."
+    aptitude install -y python-dev python-pip
+    pip2 install ansible
+fi
+
+cd /home/vagrant/vagrant/ansible
+sudo -H -u vagrant ansible-playbook vagrant.yml
diff --git a/pythonkc_site/.env.example b/pythonkc_site/.env.example
new file mode 100644
index 0000000..6c2df8c
--- /dev/null
+++ b/pythonkc_site/.env.example
@@ -0,0 +1,2 @@
+MEETUP_API_KEY='your-meetup-api-key-here'
+DJANGO_SECRET_KEY='django-secret-key-here'
diff --git a/pythonkc_site/manage.py b/pythonkc_site/manage.py
index 3e4eedc..085cc5a 100755
--- a/pythonkc_site/manage.py
+++ b/pythonkc_site/manage.py
@@ -1,14 +1,11 @@
 #!/usr/bin/env python
-from django.core.management import execute_manager
-import imp
-try:
-    imp.find_module('settings') # Assumed to be in the same directory.
-except ImportError:
-    import sys
-    sys.stderr.write("Error: Can't find the file 'settings.py' in the directory containing %r. It appears you've customized things.\nYou'll have to run django-admin.py, passing it your settings module.\n" % __file__)
-    sys.exit(1)
+import os
+import sys
 
-import settings
 
 if __name__ == "__main__":
-    execute_manager(settings)
+    os.environ.setdefault("DJANGO_SETTINGS_MODULE", "pythonkc_site.settings")
+
+    from django.core.management import execute_from_command_line
+
+    execute_from_command_line(sys.argv)
diff --git a/pythonkc_site/requirements/gondor.txt b/pythonkc_site/requirements/gondor.txt
new file mode 100644
index 0000000..5124d33
--- /dev/null
+++ b/pythonkc_site/requirements/gondor.txt
@@ -0,0 +1,2 @@
+gondor==1.0.5
+wsgiref==0.1.2
diff --git a/pythonkc_site/requirements/project.txt b/pythonkc_site/requirements/project.txt
index 0ccce0c..f109233 100644
--- a/pythonkc_site/requirements/project.txt
+++ b/pythonkc_site/requirements/project.txt
@@ -1,13 +1,9 @@
-Django==1.3.6
-South==0.7.3
-distribute==0.7.3
+Django==4.2.30
+django-dotenv==1.3.0
 django-redis-cache==0.9.2
-gondor==1.0.5
 mimeparse==0.1.3
-pip-tools==0.3.4
-psycopg2==2.4.2
+psycopg2==2.6.1
 python-dateutil==1.5
 pythonkc-meetups==0.1.0
-redis==2.8.0
-requests==0.7.5
-wsgiref==0.1.2
+redis==2.10.3
+requests==2.32.4
diff --git a/pythonkc_site/settings.py b/pythonkc_site/settings.py
index e2dbc38..2b12fef 100644
--- a/pythonkc_site/settings.py
+++ b/pythonkc_site/settings.py
@@ -1,6 +1,11 @@
 # Django settings for pythonkc_site project.
 import os
 
+from os.path import abspath, dirname, join
+
+import dotenv
+dotenv.read_dotenv(abspath(join(dirname(__file__), '.env')))
+
 
 PROJECT_ROOT = os.path.abspath(os.path.dirname(__file__))
 
@@ -121,7 +126,6 @@
     #'django.contrib.admin',
     # Uncomment the next line to enable admin documentation:
     #'django.contrib.admindocs',
-    'south',
     'pythonkc_site.contact',
 )
 
diff --git a/pythonkc_site/urls.py b/pythonkc_site/urls.py
index b1d592c..19fc176 100644
--- a/pythonkc_site/urls.py
+++ b/pythonkc_site/urls.py
@@ -1,9 +1,9 @@
 # -*- coding: utf-8 -*-
 
 
-from django.conf.urls.defaults import include
-from django.conf.urls.defaults import patterns
-from django.conf.urls.defaults import url
+from django.conf.urls import include
+from django.conf.urls import patterns
+from django.conf.urls import url
 from django.views.decorators.cache import cache_page
 from pythonkc_site.views import PythonKCHome