diff --git a/modules/server/containers/apps/jellyfin.nix b/modules/server/containers/apps/jellyfin.nix
index 167913b..fe17ff9 100644
--- a/modules/server/containers/apps/jellyfin.nix
+++ b/modules/server/containers/apps/jellyfin.nix
@@ -132,26 +132,41 @@ in {
           echo "ERROR: Authentication failed."
           exit 1
       fi
+      if ${pkgs.curl}/bin/curl -sSf -H "Authorization: MediaBrowser Token=\"$JELLYFIN_TOKEN\"" \
+          "$JELLYFIN_URL/Plugins" | ${pkgs.grep}/bin/grep -q "958aad6637844d2ab89aa7b6fab6e25c"; then
+        echo "LDAP Plugin is already installed. Skipping setup."
+      else
+        if ! ${pkgs.curl}/bin/curl -sSf -X POST "$JELLYFIN_URL/Packages/Installed/LDAP%20Authentication?assemblyGuid=958aad6637844d2ab89aa7b6fab6e25c" \
+            -H "Authorization: MediaBrowser Token=\"$JELLYFIN_TOKEN\"" \
+            -H "Content-Length: 0"; then
+          echo "ERROR: LDAP Plugin Setup Failed."
+          exit 1
+        fi
 
-      if ! ${pkgs.curl}/bin/curl -sSf -X POST "$JELLYFIN_URL/Packages/Installed/LDAP%20Authentication?assemblyGuid=958aad6637844d2ab89aa7b6fab6e25c" \
-          -H "Authorization: MediaBrowser Token=\"$JELLYFIN_TOKEN\"" \
-          -H "Content-Length: 0"; then
-        echo "ERROR: LDAP Plugin Setup Failed."
-        exit 1
-      fi
-
-      if ! ${pkgs.curl}/bin/curl -sSf -X POST "$JELLYFIN_URL/System/Restart" \
-          -H "Authorization: MediaBrowser Token=\"$JELLYFIN_TOKEN\"" \
-          -H "Content-Length: 0"; then
-        echo "ERROR: Server failed to accept restart command."
-        exit 1
-      fi
-      sleep 5
-      until [ "$(${pkgs.curl}/bin/curl -sf "$JELLYFIN_URL/health")" = "Healthy" ]; do
+        if ! ${pkgs.curl}/bin/curl -sSf -X POST "$JELLYFIN_URL/System/Restart" \
+            -H "Authorization: MediaBrowser Token=\"$JELLYFIN_TOKEN\"" \
+            -H "Content-Length: 0"; then
+          echo "ERROR: Server failed to accept restart command."
+          exit 1
+        fi
         sleep 5
-      done
-      echo "Jellyfin is up. Sleeping for 20 seconds..."
-      sleep 20
+        until [ "$(${pkgs.curl}/bin/curl -sf "$JELLYFIN_URL/health")" = "Healthy" ]; do
+          sleep 5
+        done
+        echo "Jellyfin is up. Sleeping for 20 seconds..."
+        sleep 20
+      fi
+      JELLYFIN_TOKEN=$(${pkgs.curl}/bin/curl -sSf -X POST "$JELLYFIN_URL/Users/AuthenticateByName" \
+        -H "Content-Type: application/json" \
+        -H "Authorization: MediaBrowser Client=\"Bash Script\", Device=\"Server Terminal\", DeviceId=\"script-12345\", Version=\"1.0.0\"" \
+        -d "{\"Username\": \"$DEFAULT_ADMIN_USERNAME\", \"Pw\": \"$DEFAULT_ADMIN_PASSWORD\"}" \
+        | ${pkgs.jq}/bin/jq -r '.AccessToken')
+
+      # Verify we got a token
+      if [ "$JELLYFIN_TOKEN" = "null" ] || [ -z "$JELLYFIN_TOKEN" ]; then
+          echo "ERROR: Authentication failed."
+          exit 1
+      fi
 
       SETUP_LDAP_PAYLOAD=$(${pkgs.jq}/bin/jq -n \
           --arg ldap_pass "$DEFAULT_LDAP_PASSWORD" \