diff --git a/.changeset/task-checkbox-disabled-after-editable.md b/.changeset/task-checkbox-disabled-after-editable.md
new file mode 100644
index 00000000..c55c24e1
--- /dev/null
+++ b/.changeset/task-checkbox-disabled-after-editable.md
@@ -0,0 +1,5 @@
+---
+"@inkeep/open-knowledge-core": patch
+---
+
+Task-list checkboxes now stay clickable when an editor transitions from read-only to editable. The list-item NodeView set the checkbox's `disabled` state once at creation from `editor.isEditable`, but a `setEditable()` flip updates the view's editable flag without a document change, so ProseMirror never re-renders the NodeView and the stale `disabled` was never cleared. A checkbox created while the editor was read-only (for example, content loaded before the editor goes live) stayed permanently uncheckable. The NodeView now keeps `disabled` in sync with editability via the editor's `update` event (which `setEditable()` emits) and on every NodeView update.
diff --git a/packages/core/src/extensions/list.ts b/packages/core/src/extensions/list.ts
index 6d3b483a..ffc5f9ed 100644
--- a/packages/core/src/extensions/list.ts
+++ b/packages/core/src/extensions/list.ts
@@ -329,6 +329,10 @@ export const ListItemNode = Node.create({
       let checkbox: HTMLInputElement | null = null;
       const contentDiv = document.createElement('div');
 
+      const syncDisabled = () => {
+        if (checkbox) checkbox.disabled = !editor.isEditable;
+      };
+
       if (node.attrs.checked !== null) {
         checkboxLabel = document.createElement('label');
         checkboxLabel.contentEditable = 'false';
@@ -336,10 +340,8 @@ export const ListItemNode = Node.create({
         checkbox = document.createElement('input');
         checkbox.type = 'checkbox';
         checkbox.checked = !!node.attrs.checked;
-
-        if (!editor.isEditable) {
-          checkbox.disabled = true;
-        }
+        syncDisabled();
+        editor.on('update', syncDisabled);
 
         checkbox.addEventListener('change', () => {
           const pos = getPos();
@@ -368,11 +370,15 @@ export const ListItemNode = Node.create({
           }
           if (checkbox && updatedNode.attrs.checked !== null) {
             checkbox.checked = !!updatedNode.attrs.checked;
+            checkbox.disabled = !editor.isEditable;
             li.setAttribute('data-checked', String(!!updatedNode.attrs.checked));
           }
           node = updatedNode;
           return true;
         },
+        destroy() {
+          editor.off('update', syncDisabled);
+        },
       };
     };
   },