The exception message is the following: System.ArgumentException: 'The value '102' is not a valid value for the enum 'FilterOperator'.'

To work this around, avoid using mixed typed values in the ItemsSource.

xmlns:helpers="clr-namespace:Telerik.Windows.Controls.Theming.Helpers;assembly=Telerik.Windows.Controls"

<telerik:RadComboBox.ItemContainerStyle>
    <Style TargetType="telerik:RadComboBoxItem">
        <Setter Property="helpers:ThemeHelper.MouseOverBrush" Value="#F9F9F9" />
        <Setter Property="BorderBrush" Value="#F9F9F9"/>
    </Style>
</telerik:RadComboBox.ItemContainerStyle>

<telerik:RadComboBox x:Name="comboBox"
                     AllowMultipleSelection="True">
    <telerik:RadComboBox.MultipleSelectionBoxTemplate>
        <DataTemplate>
            <ItemsControl ItemsSource="{Binding ElementName=comboBox, Path=SelectedItems}"
                          AlternationCount="{Binding RelativeSource={RelativeSource Self}, Path=Items.Count}">
                <ItemsControl.ItemsPanel>
                    <ItemsPanelTemplate>
                        <StackPanel Orientation="Horizontal"/>
                    </ItemsPanelTemplate>
                </ItemsControl.ItemsPanel>
                <ItemsControl.ItemTemplate>
                    <DataTemplate>
                        <StackPanel Orientation="Horizontal">
                            <TextBlock x:Name="commaTextBlock" Text=", "/>
                            <TextBlock Text="{Binding}" HorizontalAlignment="Left"/>
                        </StackPanel>
                        <DataTemplate.Triggers>
                            <Trigger Property="ItemsControl.AlternationIndex" Value="0">
                                <Setter Property="Visibility" TargetName="commaTextBlock" Value="Collapsed" />
                            </Trigger>
                        </DataTemplate.Triggers>
                    </DataTemplate>
                </ItemsControl.ItemTemplate>
            </ItemsControl>
        </DataTemplate>
    </telerik:RadComboBox.MultipleSelectionBoxTemplate>
</telerik:RadComboBox>

static MainWindow()
{
	EventManager.RegisterClassHandler(typeof(RadComboBox), RadComboBox.LoadedEvent, new RoutedEventHandler(OnComboBoxLoaded));
}

private static void OnComboBoxLoaded(object sender, RoutedEventArgs e)
{
	var comboBox = (RadComboBox)sender;
	if (!comboBox.IsEditable)
	{
		if (comboBox.IsEnabled)
		{
			var buttonChrome = comboBox.FindChildByType<ButtonChrome>();
			buttonChrome.Background = Brushes.Purple;
		}
		else
		{
			comboBox.Background = Brushes.Purple;
		}                
	}	
}

public class CustomRadComboBox : RadComboBox
{
	protected override void OnTextChanged(string oldValue, string newValue)
	{
		if (string.IsNullOrEmpty(newValue))
		{
			newValue = string.Empty;
			Dispatcher.BeginInvoke(new Action(() =>
			{
					SelectedItems.Clear();
			}));
		}
		base.OnTextChanged(oldValue, newValue);
	}
}

public class CustomRadComboBox : RadComboBox
    {
        protected override bool HandleKeyDown(Key systemKey, int platformKeyCode)
        {
            if(systemKey == Key.Oem5)
            {
                return false;
            }
            return base.HandleKeyDown(systemKey, platformKeyCode);
        }
    }

private string textCache;
private void RadComboBox_PreviewLostKeyboardFocus(object sender, System.Windows.Input.KeyboardFocusChangedEventArgs e)
{
	this.textCache = this.comboBox.Text;
}
private void RadComboBox_LostFocus(object sender, RoutedEventArgs e)
{
	this.comboBox.Text = this.textCache;
}

var template = this.comboBox.Template;
this.comboBox.Template = null;
this.comboBox.Template = template;