diff --git a/score/json/json_serializer.h b/score/json/json_serializer.h
index a8b3c29058..116c6190b9 100644
--- a/score/json/json_serializer.h
+++ b/score/json/json_serializer.h
@@ -205,7 +205,8 @@ inline void JsonDeserializeStructImpl(DeserializeAsJson& visitor, Field& field,
         }
         else
         {
-            score::cpp::ignore = visitor.error.emplace(std::move(field_content).error());
+            // Annotate with the failing field name; field_name is a static const char* from struct_visitable.
+            score::cpp::ignore = visitor.error.emplace(field_content.error().WithUserMessage(field_name));
         }
     }
     else
@@ -220,7 +221,7 @@ inline void JsonDeserializeStructImpl(DeserializeAsJson& visitor, Field& field,
         }
         else
         {
-            score::cpp::ignore = visitor.error.emplace(Error::kKeyNotFound, "Missing mandatory field in JSON object");
+            score::cpp::ignore = visitor.error.emplace(MakeError(Error::kKeyNotFound, field_name));
         }
     }
 }
diff --git a/score/json/json_serializer_test.cpp b/score/json/json_serializer_test.cpp
index dddf36d378..4220602e4c 100644
--- a/score/json/json_serializer_test.cpp
+++ b/score/json/json_serializer_test.cpp
@@ -719,5 +719,90 @@ TEST(JsonSerializerTest, UseCustomSerializationOnVisitableStruct)
     EXPECT_EQ(serialized.As<Object>()->get().count("foo"), 1);
 }
 
+TEST(JsonSerializerTest, TypeMismatchErrorContainsFieldName)
+{
+    RecordProperty("TestType", "interface-test");
+    RecordProperty("Verifies", "::score::json::FromJsonAny");
+    RecordProperty("Description",
+                   "Verify that a type-mismatch deserialization error carries the name of the failing field in its "
+                   "UserMessage");
+    RecordProperty("ASIL", "QM");
+    RecordProperty("Priority", "3");
+    RecordProperty("DerivationTechnique", "error-guessing");
+
+    // Given a JSON where string_val holds a number instead of a string
+    auto source = R"({
+"integer_val": 42,
+"string_val": 999,
+"nested_val": {
+    "nested_int": 43,
+    "nested_bool": true,
+    "nested_array": [44, 45]
+    }
+} )"_json;
+
+    // When deserializing into the struct
+    auto unit{FromJsonAny<TypeToSerialize>(std::move(source))};
+
+    // Then the error code is WrongType and the UserMessage names the offending field
+    ASSERT_FALSE(unit.has_value());
+    EXPECT_EQ(unit.error(), Error::kWrongType);
+    EXPECT_EQ(unit.error().UserMessage(), "string_val");
+}
+
+TEST(JsonSerializerTest, MissingMandatoryFieldErrorContainsFieldName)
+{
+    RecordProperty("TestType", "interface-test");
+    RecordProperty("Verifies", "::score::json::FromJsonAny");
+    RecordProperty("Description",
+                   "Verify that a missing-mandatory-field deserialization error carries the name of the absent field "
+                   "in its UserMessage");
+    RecordProperty("ASIL", "QM");
+    RecordProperty("Priority", "3");
+    RecordProperty("DerivationTechnique", "error-guessing");
+
+    // Given a JSON where mandatory integer_val is absent
+    auto source = R"({"string_val": "hello"})"_json;
+
+    // When deserializing into the struct
+    auto unit{FromJsonAny<TypeToSerialize>(std::move(source))};
+
+    // Then the error code is KeyNotFound and the UserMessage names the missing field
+    ASSERT_FALSE(unit.has_value());
+    EXPECT_EQ(unit.error(), Error::kKeyNotFound);
+    EXPECT_EQ(unit.error().UserMessage(), "integer_val");
+}
+
+TEST(JsonSerializerTest, NestedTypeMismatchErrorContainsOutermostFieldName)
+{
+    RecordProperty("TestType", "control-flow-analysis"); // data flow
+    RecordProperty("Verifies", "::score::json::FromJsonAny");
+    RecordProperty("Description",
+                   "Verify that a type-mismatch inside a nested struct is reported under the parent field name, "
+                   "because each deserialization level re-stamps the error with its own field key");
+    RecordProperty("ASIL", "QM");
+    RecordProperty("Priority", "3");
+    RecordProperty("DerivationTechnique", "error-guessing");
+
+    // Given a JSON where nested_val.nested_bool holds a string instead of a bool
+    auto source = R"({
+"integer_val": 42,
+"string_val": "ok",
+"nested_val": {
+    "nested_int": 43,
+    "nested_bool": "not-a-bool",
+    "nested_array": [44, 45]
+    }
+} )"_json;
+
+    // When deserializing into the struct
+    auto unit{FromJsonAny<TypeToSerialize>(std::move(source))};
+
+    // Then the error code is WrongType and the UserMessage names the parent struct field, not the inner field
+    ASSERT_FALSE(unit.has_value());
+    EXPECT_EQ(unit.error(), Error::kWrongType);
+    EXPECT_EQ(unit.error().UserMessage(), "nested_val");
+}
+
 }  // namespace
 }  // namespace score::json::test
diff --git a/score/result/error.h b/score/result/error.h
index 136ac27db5..349363b9bd 100644
--- a/score/result/error.h
+++ b/score/result/error.h
@@ -103,6 +103,13 @@ class Error final
         return user_messages_;
     }
 
+    /// \brief Returns a copy of this error with an updated user message.
+    /// \return Copy preserving code and domain with the provided user message
+    [[nodiscard]] constexpr Error WithUserMessage(const std::string_view user_message) const noexcept
+    {
+        return Error{code_, *domain_, user_message};
+    }
+
   private:
     score::result::ErrorCode code_;
     const score::result::ErrorDomain* domain_;
diff --git a/score/result/error_test.cpp b/score/result/error_test.cpp
index 0007928986..9639febcb5 100644
--- a/score/result/error_test.cpp
+++ b/score/result/error_test.cpp
@@ -186,6 +186,34 @@ TEST(Error, CanLogCustomMessageToOstream)
     EXPECT_EQ(stream.str(), "Error Second Error! occurred with message Foo");
 }
 
+TEST(Error, WithUserMessagePreservesCodeAndDomain)
+{
+    // Given an error with a known code/domain
+    const score::result::Error original{MyErrorCode::kSecondError, "original message"};
+
+    // When creating a copy with a new user message
+    const score::result::Error updated = original.WithUserMessage("updated message");
+
+    // Then code/domain are preserved while the user message is replaced
+    EXPECT_EQ(updated, original);
+    EXPECT_EQ(*updated, *original);
+    EXPECT_EQ(updated.Message(), original.Message());
+    EXPECT_EQ(updated.UserMessage(), "updated message");
+}
+
+TEST(Error, WithUserMessageCanClearUserMessage)
+{
+    // Given an error with an existing user message
+    const score::result::Error original{MyErrorCode::kFirstError, "has message"};
+
+    // When creating a copy with an empty user message
+    const score::result::Error updated = original.WithUserMessage("");
+
+    // Then the user message is cleared
+    EXPECT_EQ(updated, original);
+    EXPECT_TRUE(updated.UserMessage().empty());
+}
+
 }  // namespace
 }  // namespace result
 }  // namespace score