To reproduce: - Bind RadDataEntry to an object that has DateTime property. - Change the value using the FreeFormDateTime mask type (enter 101010). - The value is not changed. Workaround: RadDateTimePicker editor; void radDataEntry1_EditorInitializing(object sender, EditorInitializingEventArgs e) { if (e.Property.Name == "obj") { editor = new RadDateTimePicker(); editor.Format = DateTimePickerFormat.Short; editor.DateTimePickerElement.TextBoxElement.MaskType = MaskType.FreeFormDateTime; RadMaskedEditBoxElement element = editor.DateTimePickerElement.TextBoxElement.TextBoxItem.Parent as RadMaskedEditBoxElement; FreeFormDateTimeProvider provider = element.Provider as FreeFormDateTimeProvider; provider.ParsedDateTime += provider_ParsedDateTime; e.Editor = editor; } } void provider_ParsedDateTime(object sender, EventArgs e) { editor.Value = (DateTime)(sender as FreeFormDateTimeProvider).Value; }