To reproduce: - select the whole date and press delete. - the value should be cleared at this point not when the control loses the focus. Workaround: Private Sub Form1_Load(sender As Object, e As EventArgs) Handles Me.Load AddHandler RadDateTimePicker1.KeyDown, AddressOf KeyDown_EventHandler End Sub Private Sub KeyDown_EventHandler(sender As Object, e As KeyEventArgs) If e.KeyData = Keys.Delete Then e.Handled = True RadDateTimePicker1.SetToNullValue() End If End Sub