diff --git a/packages/core/src/blocks/ListItemBlockContent/BulletListItemBlockContent/BulletListItemBlockContent.ts b/packages/core/src/blocks/ListItemBlockContent/BulletListItemBlockContent/BulletListItemBlockContent.ts
index e6412633c..978c7cfc4 100644
--- a/packages/core/src/blocks/ListItemBlockContent/BulletListItemBlockContent/BulletListItemBlockContent.ts
+++ b/packages/core/src/blocks/ListItemBlockContent/BulletListItemBlockContent/BulletListItemBlockContent.ts
@@ -31,7 +31,9 @@ const BulletListItemBlockContent = createStronglyTypedTiptapNode({
           const blockInfo = getBlockInfoFromSelection(state);
           if (
             !blockInfo.isBlockContainer ||
-            blockInfo.blockContent.node.type.spec.content !== "inline*"
+            blockInfo.blockContent.node.type.spec.content !== "inline*" ||
+            blockInfo.blockNoteType === "bulletListItem" ||
+            blockInfo.blockNoteType === "heading"
           ) {
             return;
           }
diff --git a/packages/core/src/blocks/ListItemBlockContent/NumberedListItemBlockContent/NumberedListItemBlockContent.ts b/packages/core/src/blocks/ListItemBlockContent/NumberedListItemBlockContent/NumberedListItemBlockContent.ts
index 4e271bae1..5499ac297 100644
--- a/packages/core/src/blocks/ListItemBlockContent/NumberedListItemBlockContent/NumberedListItemBlockContent.ts
+++ b/packages/core/src/blocks/ListItemBlockContent/NumberedListItemBlockContent/NumberedListItemBlockContent.ts
@@ -47,10 +47,11 @@ const NumberedListItemBlockContent = createStronglyTypedTiptapNode({
         find: new RegExp(`^(\\d+)\\.\\s$`),
         handler: ({ state, chain, range, match }) => {
           const blockInfo = getBlockInfoFromSelection(state);
-          if (
+           if (
             !blockInfo.isBlockContainer ||
             blockInfo.blockContent.node.type.spec.content !== "inline*" ||
-            blockInfo.blockNoteType === "numberedListItem"
+            blockInfo.blockNoteType === "numberedListItem" ||
+            blockInfo.blockNoteType === "heading"
           ) {
             return;
           }