diff --git a/roles/head-prep/tasks/main.yml b/roles/head-prep/tasks/main.yml
index d934c2d..8843f69 100644
--- a/roles/head-prep/tasks/main.yml
+++ b/roles/head-prep/tasks/main.yml
@@ -41,6 +41,9 @@
     - python-dev
     - sshpass
 
+- name: Install Cryptography package via pip
+  pip: name=cryptography version=1.9
+
 - name: Install Ansible via pip
   pip: name=ansible version=2.2.2.0
 # - name: Make sure Ansible is newest version
diff --git a/scripts/cord-bootstrap.sh b/scripts/cord-bootstrap.sh
index 36040ab..b4f3b2f 100644
--- a/scripts/cord-bootstrap.sh
+++ b/scripts/cord-bootstrap.sh
@@ -16,6 +16,7 @@
 #     sudo apt-get install -y software-properties-common
 #     sudo apt-add-repository -y ppa:ansible/ansible
     sudo apt-get -y install python-dev libffi-dev python-pip libssl-dev sshpass python-netaddr
+    sudo pip install cryptography==1.9
     sudo pip install ansible==2.2.2.0
   fi