Translation:When does she work?
which one would usually be used? still means the same thing right? 仕事をします / 働きます ?
It doesn't. Japanese doesn't use spaces, so the tooltip takes into account the surrounding syllables.
When you hover over the い it shows a tooltip saying は い means "yes", followed by 'when' (in case you're actually looking for いつ) or 'adjective ending' in parentheses (for just い). Hover over the つ and you'll see い つ being listed as "when", followed by 'piece(s)' (indicating the use of a separate つ for counters).