diff --git a/changelog.d/20260525_165246_deimer.morales_refactor_extra_lms_rules.md b/changelog.d/20260525_165246_deimer.morales_refactor_extra_lms_rules.md
new file mode 100644
index 0000000..e4ae25a
--- /dev/null
+++ b/changelog.d/20260525_165246_deimer.morales_refactor_extra_lms_rules.md
@@ -0,0 +1,28 @@
+<!--
+A new scriv changelog fragment.
+
+Uncomment the section that is right (remove the HTML comment wrapper).
+For top level release notes, leave all the headers commented out.
+-->
+
+<!--
+### Added
+
+- A bullet item for the Added category.
+
+-->
+### Fixed
+
+- Properly mirror the LMS caddy block in the default catch-all block used by `DRYDOCK_ENABLE_MULTITENANCY`.
+<!--
+### Fixed
+
+- A bullet item for the Fixed category.
+
+-->
+<!--
+### Removed
+
+- A bullet item for the Removed category.
+
+-->
diff --git a/drydock/patches/caddyfile b/drydock/patches/caddyfile
index 6ef0635..d7f07d9 100644
--- a/drydock/patches/caddyfile
+++ b/drydock/patches/caddyfile
@@ -5,17 +5,23 @@
     }
     rewrite @favicon_matcher /theming/asset/images/favicon.ico
 
-    {{ patch("caddyfile-mfe-by-path") }}
-
     # Limit profile image upload size
-    request_body /api/profile_images/*/*/upload {
-        max_size 1MB
-    }
-    request_body {
-        max_size 4MB
+    handle_path /api/profile_images/*/*/upload {
+        request_body {
+            max_size 1MB
+        }
     }
+
     import proxy "lms:8000"
 
+    {{ patch("caddyfile-lms")|indent(4) }}
+
+    handle_path /* {
+        request_body {
+            max_size 4MB
+        }
+    }
+
     {% if DRYDOCK_ENABLE_SCORM and MINIO_HOST is defined %}
     @scorm_matcher {
         path /scorm-proxy/*