diff --git a/roles/system/tasks/essential.yml b/roles/system/tasks/essential.yml
index 7abe458..97b1cef 100644
--- a/roles/system/tasks/essential.yml
+++ b/roles/system/tasks/essential.yml
@@ -16,6 +16,7 @@
   shell:
     cmd: "if [[ $(pacman -Q linux | cut -d \" \" -f 2) > $(uname -r) ]]; then echo reboot; fi"
   register: reboot_check
+  changed_when: reboot_check.stdout == "reboot"
 
 - name: Reboot for kernel update
   reboot:
diff --git a/run.yml b/run.yml
index fe6d595..c8cab2d 100644
--- a/run.yml
+++ b/run.yml
@@ -7,6 +7,7 @@
   pre_tasks:
     - import_tasks: tasks/set_host.yml
     - import_tasks: tasks/ssh_port.yml
+    - import_tasks: tasks/bootstrap.yml
 
   roles:
     - role: system
diff --git a/tasks/bootstrap.yml b/tasks/bootstrap.yml
new file mode 100644
index 0000000..9243a68
--- /dev/null
+++ b/tasks/bootstrap.yml
@@ -0,0 +1,9 @@
+- name: Check if Python is present
+  ping:
+  ignore_errors: true
+  register: ping
+
+- name: Bootstrap Python
+  become: no
+  raw: "echo root | su -c 'pacman-key --init && pacman-key --populate archlinuxarm && pacman --noconfirm -Syu python' root"
+  when: ping is failed
diff --git a/tasks/set_host.yml b/tasks/set_host.yml
index 69991ee..0629a2e 100644
--- a/tasks/set_host.yml
+++ b/tasks/set_host.yml
@@ -2,6 +2,7 @@
   local_action: "command ping -c 1 {{ local_ip }}"
   become: no
   ignore_errors: true
+  changed_when: false
   register: up_static
 
 - name: Switch ansible_host to fallback IP
diff --git a/tasks/ssh_port.yml b/tasks/ssh_port.yml
index c3abe39..a08ce8c 100644
--- a/tasks/ssh_port.yml
+++ b/tasks/ssh_port.yml
@@ -1,42 +1,42 @@
-- name: Set default user for SSH
+- name: Use default credentials for ssh
   set_fact:
     ansible_user: "{{ admin_username }}"
 
 - name: Attempt ssh connection
   become: no
-  wait_for_connection:
-    timeout: 10
-  ignore_errors: true
+  raw: "echo Pong!"
+  ignore_unreachable: true
+  changed_when: false
   register: ssh_result_default
 
-- name: Set ssh to fallback port
+- name: Use fallback port for ssh
   set_fact:
     ansible_ssh_port: 22
   when:
-    - ssh_result_default is failed
+    - ssh_result_default is unreachable
 
 - name: Attempt ssh connection
   become: no
-  wait_for_connection:
-    timeout: 10
-  ignore_errors: true
+  raw: "echo Pong!"
+  ignore_unreachable: true
+  changed_when: false
   register: ssh_result_port
   when:
-    - ssh_result_default is failed
+    - ssh_result_default is unreachable
 
-- name: Set ssh to fallback port and default Arch Linux ARM credentials
+- name: Use fallback port and default Arch Linux ARM credentials for ssh
   set_fact:
     ansible_ssh_port: "22"
     ansible_user: "alarm"
     ansible_ssh_password: "alarm"
   when:
-    - ssh_result_default is failed
-    - ssh_result_port is failed
+    - ssh_result_default is unreachable
+    - ssh_result_port is unreachable
 
 - name: Attempt ssh connection
   become: no
-  wait_for_connection:
-    timeout: 10
+  changed_when: false
+  raw: "echo Pong!"
   when:
-    - ssh_result_default is failed
-    - ssh_result_port is failed
+    - ssh_result_default is unreachable
+    - ssh_result_port is unreachable