Why Has Hillsborough County Lost 1,800 Teachers In Last Year? Hillsborough County is one of the regions biggest employers. Losing almost 2,000 employees in a year would devastate any traditional business, right? But, this business, is our kids. Superintendent Addison Davis says “Throughout the state and nation, the great resignation is in front of us.” ” It’s been difficult times, but we’re trying to work through it every single day.” They currently have 700 vacancies and 15,000 kids in need of certified teachers. Source TBBJ