There are different ways this can be achieved. Some choices include:
* Displaying all per-item tooltips below the option tooltip when hovering the option.
* Displaying or not displaying the option tooltip when hovering an item.
Notice the 500ms tooltip delay is changed to 0ms, so that the user is immediately aware of the choices, and thus reading the tooltips even prior to the labels. (Once starting to read the labels, its easy to not pay attention to the tooltip, not expecting it to differ.)
and 'Make sure that it works.'