diff --git a/roles/os_agent_auto_update/defaults/main.yml b/roles/os_agent_auto_update/defaults/main.yml
index ce349b0..3186767 100644
--- a/roles/os_agent_auto_update/defaults/main.yml
+++ b/roles/os_agent_auto_update/defaults/main.yml
@@ -1,5 +1,5 @@
 ---
 # defaults file for os_agent_auto_update
 os_agent_auto_update_playbook_dir: /home/homeassistant/playbooks/
-os_agent_ansible_playbook_cmd_dir: /root/.local/bin/
+os_agent_ansible_playbook_cmd_dir: /usr/bin/
 os_agent_auto_update_install_ansible: true
diff --git a/roles/os_agent_auto_update/files/update_os_agent.yml b/roles/os_agent_auto_update/files/update_os_agent.yml
index ad9a9ed..330731c 100644
--- a/roles/os_agent_auto_update/files/update_os_agent.yml
+++ b/roles/os_agent_auto_update/files/update_os_agent.yml
@@ -20,11 +20,9 @@
       register: os_agent_latest_url
       failed_when: os_agent_latest_url.stdout is not search('os-agent_.*_linux_.*.deb')
       changed_when: false
-      check_mode: no
-      args:
-        warn: false
+      check_mode: false
 
     - name: Install os-agent
       apt:
         deb: "{{ os_agent_latest_url.stdout|trim }}"
-      become: true
\ No newline at end of file
+      become: true
diff --git a/roles/os_agent_auto_update/tasks/main.yml b/roles/os_agent_auto_update/tasks/main.yml
index 000f172..c2f8838 100644
--- a/roles/os_agent_auto_update/tasks/main.yml
+++ b/roles/os_agent_auto_update/tasks/main.yml
@@ -13,10 +13,12 @@
     mode: 0700
 
 - name: ensure ansible is installed
-  pip:
-    name: ansible<=2.10
-    extra_args: --user
-    executable: pip3
+  apt:
+    name:
+      - python3-ansible
+    state: present
+    update_cache: yes
+  become: true
   when: os_agent_auto_update_install_ansible|bool
 
 - name: schedule periodic update of OS Agent
diff --git a/roles/supervised_install/README.md b/roles/supervised_install/README.md
index 794794e..87d1795 100644
--- a/roles/supervised_install/README.md
+++ b/roles/supervised_install/README.md
@@ -6,19 +6,27 @@ Install Home Assistant Supervised on Raspberry Pi 4 running Debian 11 (bullseye)
 Requirements
 ------------
 
-Python Packages:
-
-- docker
-
 OS Packages:
 
 - python3-apt
+- python3-docker
 - debconf
 - debconf-utils
 
 Role Variables
 --------------
 
+Optional variables with example configurations
+
+```yaml
+# Used to create overrides for resolve.conf to fix DNS resolution
+# If not set, then no resolve.conf overrides will be created
+# ref: https://github.com/home-assistant/supervised-installer/issues/339
+supervised_install_resolve_conf_overrides: |
+  DNS=192.168.68.1
+  DNSStubListener=no
+```
+
 Variables used from fact gathering
 
 - ansible_pkg_mgr: Used to validate that apt is available, since it is used by this role to install OS packages
diff --git a/roles/supervised_install/tasks/main.yml b/roles/supervised_install/tasks/main.yml
index b0286d0..bbce5c4 100644
--- a/roles/supervised_install/tasks/main.yml
+++ b/roles/supervised_install/tasks/main.yml
@@ -12,15 +12,20 @@
 - name: Install OS package prereqs # noqa 403
   apt:
     name:
-      - jq
-      - wget
+      - apparmor
+      - bluez
+      - cifs-utils
       - curl
-      - udisks2
+      - dbus
+      - jq
       - libglib2.0-bin
+      - lsb-release
       - network-manager
-      - dbus
-      - apparmor-utils
+      - nfs-common
       - systemd-journal-remote
+      - systemd-resolved
+      - udisks2
+      - wget
     state: latest
     update_cache: yes
 
@@ -54,6 +59,30 @@
         regex: 'precedence ::ffff:0:0/96  100'
         line: 'precedence ::ffff:0:0/96  100'
 
+- name: Configure DNS resolution
+  block:
+    - name: Create resolve.conf drop in directory
+      ansible.builtin.file:
+        path: /etc/systemd/resolve.conf.d
+        state: directory
+        mode: 0755
+
+    - name: Create resolve.conf override config
+      ansible.builtin.copy:
+        content: |
+          [Resolve]
+          {{ supervised_install_resolve_conf_overrides }}
+        dest: /etc/systemd/resolve.conf.d/resolve.conf
+        mode: 0644
+      register: resolve_conf_override_result
+
+    - name: Restart systemd-resolved
+      ansible.builtin.service:
+        name: systemd-resolved
+        state: restarted
+      when: resolve_conf_override_result is changed
+  when: supervised_install_resolve_conf_overrides is defined
+
 - name: Get download url for latest os-agent .deb release
   shell: |
     curl -s https://api.github.com/repos/home-assistant/os-agent/releases/latest \
diff --git a/roles/supervised_install/tasks/requirements.yml b/roles/supervised_install/tasks/requirements.yml
index 0290d59..cad3040 100644
--- a/roles/supervised_install/tasks/requirements.yml
+++ b/roles/supervised_install/tasks/requirements.yml
@@ -1,10 +1,11 @@
 ---
-- name: Install pip requirements for supervised_install
-  pip:
+- name: Install python package requirements for supervised_install
+  apt:
     name:
-      - docker
-    executable: pip3
-    extra_args: --user
+      - python3-docker
+    state: present
+    update_cache: yes
+  become: true
 
 - name: Install OS package requirements for supervised_install # noqa 403
   apt: