diff --git a/src/Microsoft.OData.Core/ODataWriterCore.cs b/src/Microsoft.OData.Core/ODataWriterCore.cs
index 9a0031e3a6..c68e810c07 100644
--- a/src/Microsoft.OData.Core/ODataWriterCore.cs
+++ b/src/Microsoft.OData.Core/ODataWriterCore.cs
@@ -2932,7 +2932,7 @@ private void PromoteNestedResourceInfoScope(ODataItem content)
             NestedResourceInfoScope newScope = previousScope.Clone(WriterState.NestedResourceInfoWithContent);
 
             this.scopeStack.Push(newScope);
-            if (newScope.ItemType == null && content != null && !SkipWriting && !(content is ODataPrimitiveValue))
+            if ((newScope.ItemType == null || newScope.ItemType.IsUntyped()) && content != null && !SkipWriting && !(content is ODataPrimitiveValue))
             {
                 ODataPrimitiveValue primitiveValue = content as ODataPrimitiveValue;
                 if (primitiveValue != null)
@@ -2941,10 +2941,18 @@ private void PromoteNestedResourceInfoScope(ODataItem content)
                 }
                 else
                 {
-                    ODataResourceBase resource = content as ODataResourceBase;
-                    newScope.ResourceType = resource != null
-                                            ? GetResourceType(resource)
-                                            : GetResourceSetType(content as ODataResourceSetBase);
+                    if (content is ODataResourceBase resource)
+                    {
+                        newScope.ResourceType = string.IsNullOrEmpty(resource.TypeName) ?
+                            EdmUntypedStructuredType.Instance :
+                            GetResourceType(resource);
+                    }
+                    else if (content is ODataResourceSetBase resourceSet)
+                    {
+                        newScope.ResourceType = string.IsNullOrEmpty(resourceSet.TypeName) ?
+                            EdmUntypedStructuredType.Instance :
+                            GetResourceSetType(resourceSet);
+                    }
                 }
             }
         }
diff --git a/test/FunctionalTests/Microsoft.OData.Core.Tests/JsonLight/ODataJsonLightEntryAndFeedSerializerUndecalredTests.cs b/test/FunctionalTests/Microsoft.OData.Core.Tests/JsonLight/ODataJsonLightEntryAndFeedSerializerUndecalredTests.cs
index 43a27d0b57..cc50cdde31 100644
--- a/test/FunctionalTests/Microsoft.OData.Core.Tests/JsonLight/ODataJsonLightEntryAndFeedSerializerUndecalredTests.cs
+++ b/test/FunctionalTests/Microsoft.OData.Core.Tests/JsonLight/ODataJsonLightEntryAndFeedSerializerUndecalredTests.cs
@@ -196,6 +196,45 @@ public void WriteResourceDeclaredCollectionUntypedProperty_WorksForCollectionVal
             Assert.Equal("{\"@odata.context\":\"http://www.sampletest.com/$metadata#serverEntitySet/$entity\",\"Infos\":[\"abc\",null,42]}", result);
         }
 
+        [Theory]
+        [InlineData(true)]
+        [InlineData(false)]
+        public void WriteResourceCollectionUntypedProperty_WorksResourceInNestedCollectionOfCollection2(bool isOpen)
+        {
+            string typeName = isOpen ? "Server.NS.ServerOpenEntityType" : "Server.NS.ServerEntityType";
+            EdmEntitySet entitySet = isOpen ? this.serverOpenEntitySet : this.serverEntitySet;
+            EdmEntityType entityType = isOpen ? this.serverOpenEntityType : this.serverEntityType;
+            string propertyName = isOpen ? "AnyDynamic" : "Infos";
+
+            string actual = WriteEntryPayload(entitySet, entityType,
+                writer =>
+                {
+                    writer.WriteStart(new ODataResource { TypeName = typeName });
+                    writer.WriteStart(new ODataNestedResourceInfo { Name = propertyName, IsCollection = true });
+                    writer.WriteStart(new ODataResourceSet { TypeName = "Collection(Edm.Untyped)" });
+                    writer.WriteStart(new ODataResourceSet());
+                    writer.WriteStart(new ODataResource
+                    {
+                        TypeName = "Edm.Untyped",
+                        Properties = new ODataProperty[]
+                        {
+                            new ODataProperty { Name = "FirstName", Value = "Kerry"}
+                        }
+                    });
+                    writer.WriteEnd(); // End of "Edm.Untyped"
+                    writer.WriteEnd();
+                    writer.WriteEnd(); // End of "Infos" / AnyDynamic
+                    writer.WriteEnd();
+                    writer.WriteEnd();
+                });
+
+            string result = isOpen ?
+                "{\"@odata.context\":\"http://www.sampletest.com/$metadata#serverOpenEntitySet/$entity\",\"AnyDynamic\":[[{\"FirstName\":\"Kerry\"}]]}" :
+                "{\"@odata.context\":\"http://www.sampletest.com/$metadata#serverEntitySet/$entity\",\"Infos\":[[{\"FirstName\":\"Kerry\"}]]}";
+
+            Assert.Equal(result, actual);
+        }
+
         private string WriteDeclaredUntypedProperty(ODataProperty untypedProperty)
         {
             var entry = new ODataResource