diff --git a/src/simplnx/Common/Result.hpp b/src/simplnx/Common/Result.hpp
index 52c3976c5f..cfac4c6f36 100644
--- a/src/simplnx/Common/Result.hpp
+++ b/src/simplnx/Common/Result.hpp
@@ -72,7 +72,7 @@ using ResultBaseT = std::conditional_t<std::is_same_v<T, void>, detail::ResultVo
 
 /**
  * @brief Result is meant for reporting errors/warnings from a function with an optional contained type.
- * Functions similiarly to std::optional. Warnings are always accessible, and either the contained type or errors is accessible at a time.
+ * Functions similarly to std::optional. Warnings are always accessible, and either the contained type or errors is accessible at a time.
  * @tparam T Contained type. May be void.
  */
 template <class T = void>
diff --git a/src/simplnx/DataStructure/AttributeMatrix.cpp b/src/simplnx/DataStructure/AttributeMatrix.cpp
index faf982a733..43e995fa4d 100644
--- a/src/simplnx/DataStructure/AttributeMatrix.cpp
+++ b/src/simplnx/DataStructure/AttributeMatrix.cpp
@@ -78,18 +78,19 @@ std::string AttributeMatrix::getTypeName() const
   return k_TypeName;
 }
 
-bool AttributeMatrix::canInsert(const DataObject* obj) const
+Result<bool> AttributeMatrix::canInsert(const DataObject* obj) const
 {
-  if(!BaseGroup::canInsert(obj))
+  auto result = BaseGroup::canInsert(obj);
+  if(result.invalid())
   {
-    return false;
+    return result;
   }
 
   const auto* arrayObjectPtr = dynamic_cast<const IArray*>(obj);
 
   if(arrayObjectPtr == nullptr)
   {
-    return false;
+    return MakeErrorResult<bool>(-1673, "BaseGroup::canInsert() Error: DataObject being inserted is null");
   }
 
   const IArray::ShapeType arrayTupleShape = arrayObjectPtr->getTupleShape();
@@ -98,9 +99,9 @@ bool AttributeMatrix::canInsert(const DataObject* obj) const
   const usize incomingTupleCount = std::accumulate(arrayTupleShape.cbegin(), arrayTupleShape.cend(), static_cast<usize>(1), std::multiplies<>());
   if(totalTuples != incomingTupleCount)
   {
-    std::cout << "AttributeMatrix: CanInsert() Failed with object " << obj->getName() << ". totalTuples=" << totalTuples << "  incomingTupleCount=" << incomingTupleCount << "\n";
+    return MakeErrorResult<bool>(-1674, fmt::format("AttributeMatrix: CanInsert() Failed with object {}. totalTuples={} incomingTupleCount={}", obj->getName(), totalTuples, incomingTupleCount));
   }
-  return (totalTuples == incomingTupleCount);
+  return {true};
 }
 
 const AttributeMatrix::ShapeType& AttributeMatrix::getShape() const
diff --git a/src/simplnx/DataStructure/AttributeMatrix.hpp b/src/simplnx/DataStructure/AttributeMatrix.hpp
index 21c0b80f4b..65801370eb 100644
--- a/src/simplnx/DataStructure/AttributeMatrix.hpp
+++ b/src/simplnx/DataStructure/AttributeMatrix.hpp
@@ -171,7 +171,7 @@ class SIMPLNX_EXPORT AttributeMatrix : public BaseGroup
    * @param obj
    * @return bool
    */
-  bool canInsert(const DataObject* obj) const override;
+  Result<bool> canInsert(const DataObject* obj) const override;
 
 private:
   ShapeType m_TupleShape;
diff --git a/src/simplnx/DataStructure/BaseGroup.cpp b/src/simplnx/DataStructure/BaseGroup.cpp
index 7da37c91f1..5bfa42f35e 100644
--- a/src/simplnx/DataStructure/BaseGroup.cpp
+++ b/src/simplnx/DataStructure/BaseGroup.cpp
@@ -1,4 +1,5 @@
 #include "BaseGroup.hpp"
+#include <simplnx/Common/Result.hpp>
 
 #include "simplnx/DataStructure/DataPath.hpp"
 #include "simplnx/Utilities/StringUtilities.hpp"
@@ -99,21 +100,22 @@ const DataObject& BaseGroup::at(const std::string& name) const
   return m_DataMap.at(name);
 }
 
-bool BaseGroup::canInsert(const DataObject* obj) const
+Result<bool> BaseGroup::canInsert(const DataObject* obj) const
 {
   if(obj == nullptr)
   {
-    return false;
+    return MakeErrorResult<bool>(-1663, "BaseGroup::canInsert() Error: DataObject being inserted is null");
   }
   if(contains(obj) || contains(obj->getName()))
   {
-    return false;
+    return MakeErrorResult<bool>(-1664, fmt::format("BaseGroup::canInsert() Error: DataObject with name='{}' and type='{}' already exists in the DataMap", obj->getName(), obj->getTypeName()));
   }
   if(const auto* objGroup = dynamic_cast<const BaseGroup*>(obj); objGroup != nullptr && objGroup->isParentOf(this))
   {
-    return false;
+    return MakeErrorResult<bool>(-1665, fmt::format("BaseGroup::canInsert() Error: DataObject with name='{}' and type='{}' is a parent of the current DataObject. A circular reference would occur.",
+                                                    obj->getName(), obj->getTypeName()));
   }
-  return true;
+  return {true};
 }
 
 void BaseGroup::setDataStructure(DataStructure* dataStructure)
@@ -138,19 +140,21 @@ bool BaseGroup::isParentOf(const DataObject* dataObj) const
   return std::find_if(origDataPaths.begin(), origDataPaths.end(), [dataObj](const DataPath& path) { return dataObj->hasParent(path); }) != origDataPaths.end();
 }
 
-bool BaseGroup::insert(const std::weak_ptr<DataObject>& obj)
+Result<bool> BaseGroup::insert(const std::weak_ptr<DataObject>& obj)
 {
   auto ptr = obj.lock();
-  if(!canInsert(ptr.get()))
+  auto result = canInsert(ptr.get());
+  if(result.invalid())
   {
-    return false;
+    return result;
   }
   if(m_DataMap.insert(ptr))
   {
     ptr->addParent(this);
-    return true;
+    return {true};
   }
-  return false;
+  return MakeErrorResult<bool>(
+      -1666, fmt::format("BaseGroup::insert() Error: DataObject with name='{}' and type='{}' could not be inserted into the DataMap.", obj.lock()->getName(), obj.lock()->getTypeName()));
 }
 
 bool BaseGroup::remove(DataObject* obj)
@@ -255,4 +259,4 @@ void BaseGroup::checkUpdatedIdsImpl(const std::vector<std::pair<IdType, IdType>>
 std::vector<DataObject::IdType> BaseGroup::GetChildrenIds()
 {
   return m_DataMap.getKeys();
-}
\ No newline at end of file
+}
diff --git a/src/simplnx/DataStructure/BaseGroup.hpp b/src/simplnx/DataStructure/BaseGroup.hpp
index efd24f5f6d..f36ac5bb7c 100644
--- a/src/simplnx/DataStructure/BaseGroup.hpp
+++ b/src/simplnx/DataStructure/BaseGroup.hpp
@@ -1,5 +1,6 @@
 #pragma once
 
+#include "simplnx/Common/Result.hpp"
 #include "simplnx/DataStructure/DataMap.hpp"
 #include "simplnx/DataStructure/DataObject.hpp"
 #include "simplnx/simplnx_export.hpp"
@@ -251,7 +252,7 @@ class SIMPLNX_EXPORT BaseGroup : public DataObject
    * @param obj
    * @return bool
    */
-  bool insert(const std::weak_ptr<DataObject>& obj);
+  Result<bool> insert(const std::weak_ptr<DataObject>& obj);
 
   /**
    * Attempts to remove the specified DataObject from the container. Returns
@@ -373,7 +374,7 @@ class SIMPLNX_EXPORT BaseGroup : public DataObject
    * @param obj
    * @return bool
    */
-  virtual bool canInsert(const DataObject* obj) const;
+  virtual Result<bool> canInsert(const DataObject* obj) const;
 
   /**
    * @brief Sets a new DataStructure for the BaseGroup. Updates the DataMap
diff --git a/src/simplnx/DataStructure/DataGroup.cpp b/src/simplnx/DataStructure/DataGroup.cpp
index 64a5d50fa4..415c10168e 100644
--- a/src/simplnx/DataStructure/DataGroup.cpp
+++ b/src/simplnx/DataStructure/DataGroup.cpp
@@ -79,7 +79,7 @@ std::string DataGroup::getTypeName() const
   return k_TypeName;
 }
 
-bool DataGroup::canInsert(const DataObject* obj) const
+Result<bool> DataGroup::canInsert(const DataObject* obj) const
 {
   return BaseGroup::canInsert(obj);
 }
diff --git a/src/simplnx/DataStructure/DataGroup.hpp b/src/simplnx/DataStructure/DataGroup.hpp
index 8c144097ab..c1f0bb1374 100644
--- a/src/simplnx/DataStructure/DataGroup.hpp
+++ b/src/simplnx/DataStructure/DataGroup.hpp
@@ -126,6 +126,6 @@ class SIMPLNX_EXPORT DataGroup : public BaseGroup
    * @param obj
    * @return bool
    */
-  bool canInsert(const DataObject* obj) const override;
+  Result<bool> canInsert(const DataObject* obj) const override;
 };
 } // namespace nx::core
diff --git a/src/simplnx/DataStructure/Montage/AbstractMontage.cpp b/src/simplnx/DataStructure/Montage/AbstractMontage.cpp
index 9959eecec5..c134296d26 100644
--- a/src/simplnx/DataStructure/Montage/AbstractMontage.cpp
+++ b/src/simplnx/DataStructure/Montage/AbstractMontage.cpp
@@ -102,11 +102,11 @@ const AbstractMontage::CollectionType& AbstractMontage::getCollection() const
   return m_Collection;
 }
 
-bool AbstractMontage::canInsert(const DataObject* obj) const
+Result<bool> AbstractMontage::canInsert(const DataObject* obj) const
 {
   if(!dynamic_cast<const IGeometry*>(obj))
   {
-    return false;
+    return MakeErrorResult<bool>(-1676, fmt::format("AbstractMontage::canInsert() Error: DataObject with name='{}' and type='{}' is not subclass of IGeometry", obj->getName(), obj->getTypeName()));
   }
   return BaseGroup::canInsert(obj);
 }
diff --git a/src/simplnx/DataStructure/Montage/AbstractMontage.hpp b/src/simplnx/DataStructure/Montage/AbstractMontage.hpp
index 6f52cbe5e8..90fb6d4d70 100644
--- a/src/simplnx/DataStructure/Montage/AbstractMontage.hpp
+++ b/src/simplnx/DataStructure/Montage/AbstractMontage.hpp
@@ -162,7 +162,7 @@ class SIMPLNX_EXPORT AbstractMontage : public BaseGroup
    * @param obj
    * @return bool
    */
-  bool canInsert(const DataObject* obj) const override;
+  Result<bool> canInsert(const DataObject* obj) const override;
 
   /**
    * @brief Returns a reference of the collection for use in derived classes.