If the "Supervisor" checkbox is linked to a field, all YES values will be -1, and all NO values will be zero.
By creating a textbox with the expression
=-SUM([Supervisor]) {Note: adjust field name}
and placing that on a section header / footer, you'll get totals for all supervisors in each group. Place the same textbox on a Report Header / Footer to get the total for the whole report.
Denis