diff --git a/playbook.yml b/playbook.yml
index 5b0f125..54abd59 100644
--- a/playbook.yml
+++ b/playbook.yml
@@ -114,7 +114,31 @@
         update_cache: true
       async: "{{ 60 * 20 }}"
       poll: 30
+      
+    - name: Install grist-api and colorama (attempt 1)
+      ansible.builtin.command: pip3 install grist-api colorama --break-system-packages
+      args:
+        chdir: "{{ ansible_env.HOME }}/node"
+      changed_when: false
+      register: pip_install_1
+      ignore_errors: true
 
+    - name: Install grist-api and colorama (attempt 2)
+      ansible.builtin.command: pip3 install grist-api colorama --break-system-packages
+      args:
+        chdir: "{{ ansible_env.HOME }}/node"
+      changed_when: false
+      register: pip_install_2
+      ignore_errors: true
+      when: pip_install_1 is failed
+
+    - name: Install grist-api and colorama (attempt 3)
+      ansible.builtin.command: pip3 install grist-api colorama --break-system-packages
+      args:
+        chdir: "{{ ansible_env.HOME }}/node"
+      changed_when: false
+      when: pip_install_1 is failed and pip_install_2 is failed
+      
     - name: Install Docker
       ansible.builtin.shell: curl -fsSL https://get.docker.com | bash
       changed_when: false
@@ -299,11 +323,6 @@
       async: "{{ 60 * 80 }}"
       poll: "{{ 60 }}"
 
-    - name: Install grist-api and colorama
-      ansible.builtin.command: pip3 install grist-api colorama --break-system-packages
-      args:
-        chdir: "{{ ansible_env.HOME }}/node"
-      changed_when: false
 
     - name: Copy checker service file
       ansible.builtin.copy: