diff --git a/roles/calibre-web/tasks/install.yml b/roles/calibre-web/tasks/install.yml
index 4f6ce8f65..5bc947a99 100644
--- a/roles/calibre-web/tasks/install.yml
+++ b/roles/calibre-web/tasks/install.yml
@@ -65,13 +65,17 @@
     version: "{{ calibreweb_version }}"    # e.g. master, 0.6.21
   when: not calibreweb_venv.stat.exists
 
-- name: If Calibre-Web is being enhanced with audio/video "books" too, install additional prereqs (CAN TAKE 3+ MINUTES, WIP)
+- name: If Calibre-Web is being enhanced with audio/video "books" too, install/upgrade additional prereqs (CAN TAKE 3+ MINUTES, WIP)
   shell: |
     if [ -f {{ calibreweb_venv_path }}/scripts/lb-wrapper ]; then
         apt install ffmpeg pipx -y
-        pipx install xklb
-        ln -sf /root/.local/bin/lb /usr/local/bin/lb
-        ln -sf /root/.local/pipx/venvs/xklb/bin/yt-dlp /usr/local/bin/yt-dlp
+        if lb --version; then
+            pipx upgrade --include-injected xklb
+        else
+            pipx install xklb
+            ln -sf /root/.local/bin/lb /usr/local/bin/lb
+            ln -sf /root/.local/pipx/venvs/xklb/bin/yt-dlp /usr/local/bin/yt-dlp
+        fi
         cp {{ calibreweb_venv_path }}/scripts/lb-wrapper /usr/local/bin/lb-wrapper
         chmod a+x /usr/local/bin/lb-wrapper
     fi