diff --git a/src/VisualStudio/Core/Def/Implementation/Options/RoamingVisualStudioProfileOptionPersister.cs b/src/VisualStudio/Core/Def/Implementation/Options/RoamingVisualStudioProfileOptionPersister.cs
index 475b36ab5c7eccc4634d5dc4847afc3fd3bb8515..09026c06faad8a5e838bb771d64ce191b7e9b349 100644
--- a/src/VisualStudio/Core/Def/Implementation/Options/RoamingVisualStudioProfileOptionPersister.cs
+++ b/src/VisualStudio/Core/Def/Implementation/Options/RoamingVisualStudioProfileOptionPersister.cs
@@ -174,6 +174,11 @@ public bool TryFetch(OptionKey optionKey, out object value)
                 value = longValue != 0;
                 return true;
             }
+            else if (optionKey.Option.Type == typeof(bool?))
+            {
+                // when nullable type is assigned to object, it can lose nullable type.
+                return (value is bool) || (value == null);
+            }
             else if (value != null && optionKey.Option.Type != value.GetType())
             {
                 // We got something back different than we expected, so fail to deserialize