diff --git a/changelogs/fragments/fix_broken_conditionals.yml b/changelogs/fragments/fix_broken_conditionals.yml
new file mode 100644
index 00000000..072905d9
--- /dev/null
+++ b/changelogs/fragments/fix_broken_conditionals.yml
@@ -0,0 +1,2 @@
+bugfixes:
+  - "Use explicit booleans in conditions inside of role :code:`monitoring_plugins` for compatibility with :code:`ansible-core >= 2.19`. Thanks @gianmarco-mameli"
\ No newline at end of file
diff --git a/roles/monitoring_plugins/tasks/install_on_Debian.yml b/roles/monitoring_plugins/tasks/install_on_Debian.yml
index c3bf10fb..54d676dc 100644
--- a/roles/monitoring_plugins/tasks/install_on_Debian.yml
+++ b/roles/monitoring_plugins/tasks/install_on_Debian.yml
@@ -10,7 +10,7 @@
   changed_when: apt_result.stdout is defined
   when:
     - needed_packages is defined
-    - needed_packages
+    - needed_packages | length > 0
 
 - name: Apt - remove non-requested packages
   become: yes
@@ -20,4 +20,4 @@
     autoremove: "{{ icinga_monitoring_plugins_autoremove }}"
   when:
     - icinga_monitoring_plugins_remove
-    - unwanted_packages
+    - unwanted_packages | length > 0
diff --git a/roles/monitoring_plugins/tasks/install_on_RedHat.yml b/roles/monitoring_plugins/tasks/install_on_RedHat.yml
index 95a6b9d9..f6baf6f5 100644
--- a/roles/monitoring_plugins/tasks/install_on_RedHat.yml
+++ b/roles/monitoring_plugins/tasks/install_on_RedHat.yml
@@ -14,7 +14,7 @@
   when:
     - ansible_distribution_major_version < "8"
     - needed_packages is defined
-    - needed_packages
+    - needed_packages | length > 0
 
 - name: Dnf - install requested packages
   become: yes
@@ -26,7 +26,7 @@
   when:
     - ansible_distribution_major_version >= "8"
     - needed_packages is defined
-    - needed_packages
+    - needed_packages | length > 0
 
 - name: Yum - remove non-requested packages
   become: yes
@@ -36,4 +36,4 @@
     autoremove: "{{ icinga_monitoring_plugins_autoremove }}"
   when:
     - icinga_monitoring_plugins_remove
-    - unwanted_packages
+    - unwanted_packages | length > 0
diff --git a/roles/monitoring_plugins/tasks/install_on_Suse.yml b/roles/monitoring_plugins/tasks/install_on_Suse.yml
index 56d9d3aa..c7290924 100644
--- a/roles/monitoring_plugins/tasks/install_on_Suse.yml
+++ b/roles/monitoring_plugins/tasks/install_on_Suse.yml
@@ -10,7 +10,7 @@
   changed_when: zypper_result.stdout is defined
   when:
     - needed_packages is defined
-    - needed_packages
+    - needed_packages | length > 0
 
 - name: Zypper - remove non-requested packages
   become: yes
@@ -20,4 +20,4 @@
     clean_deps: "{{ icinga_monitoring_plugins_autoremove }}"
   when:
     - icinga_monitoring_plugins_remove
-    - unwanted_packages
+    - unwanted_packages | length > 0