diff --git a/src/Umbraco.Core/ObjectExtensions.cs b/src/Umbraco.Core/ObjectExtensions.cs
index 0f5d344a00..24c74e2887 100644
--- a/src/Umbraco.Core/ObjectExtensions.cs
+++ b/src/Umbraco.Core/ObjectExtensions.cs
@@ -156,6 +156,11 @@ namespace Umbraco.Core
                         if (inner.Success)
                         {
                             input = inner.Result; // Now fall on through...
+
+                            if (input is decimal)
+                            {
+                                target = underlying;
+                            }
                         }
                         else
                         {
@@ -212,7 +217,7 @@ namespace Umbraco.Core
                 var convertible2 = input as IConvertible;
                 if (convertible2 != null)
                 {
-                    return Attempt.Succeed(Convert.ChangeType(convertible2, Nullable.GetUnderlyingType(target) ?? target));
+                    return Attempt.Succeed(Convert.ChangeType(convertible2, target));
                 }
             }
             catch (Exception e)
diff --git a/src/Umbraco.Tests/TryConvertToTests.cs b/src/Umbraco.Tests/TryConvertToTests.cs
index 7116d98038..ee9fd0870b 100644
--- a/src/Umbraco.Tests/TryConvertToTests.cs
+++ b/src/Umbraco.Tests/TryConvertToTests.cs
@@ -94,6 +94,42 @@ namespace Umbraco.Tests
             Assert.AreEqual(100m, conv.Result);
         }
 
+        [Test]
+        public void ConvertToNullableDecimalTest()
+        {
+            var conv = "100".TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100m, conv.Result);
+
+            conv = "100.000".TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100m, conv.Result);
+
+            conv = "100,000".TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100m, conv.Result);
+
+            conv = "100.001".TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100.001m, conv.Result);
+
+            conv = 100m.TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100m, conv.Result);
+
+            conv = 100.000m.TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100m, conv.Result);
+
+            conv = 100.001m.TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100.001m, conv.Result);
+
+            conv = 100.TryConvertTo<decimal?>();
+            Assert.IsTrue(conv);
+            Assert.AreEqual(100m, conv.Result);
+        }
+
         [Test]
         public void ConvertToDateTimeTest()
         {