diff --git a/roles/ansible/tasks/main.yml b/roles/ansible/tasks/main.yml
index 6edffcb..2c3ca1a 100644
--- a/roles/ansible/tasks/main.yml
+++ b/roles/ansible/tasks/main.yml
@@ -10,6 +10,10 @@
     - libssl-dev
     - sshpass
 
+- name: Install Cryptography package via pip
+  pip: name=cryptography version=1.9
+  become: yes
+
 - name: "Install Ansible via pip"
   pip: name=ansible version=2.2.2.0
   become: yes
diff --git a/scripts/bootstrap_ansible.sh b/scripts/bootstrap_ansible.sh
index 3d089f3..5164095 100755
--- a/scripts/bootstrap_ansible.sh
+++ b/scripts/bootstrap_ansible.sh
@@ -23,6 +23,7 @@
 # apt-get update
 # apt-get install -y ansible
 apt-get -y install python-dev libffi-dev python-pip libssl-dev sshpass
+pip install cryptography==1.9
 pip install ansible==2.2.2.0
 mkdir -p /etc/ansible
 cp /maasdev/ansible/ansible.cfg /etc/ansible/ansible.cfg