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District Administrator of the Year Winner graphic

This year, the Stellar Awards include a new category recognizing professionals who are not eligible for other district awards. The first ten District Administrator of the Year honorees were nominated by their OCPS division chiefs and will be celebrated alongside the nearly 500 other honorees during the Stellar Awards.

Congratulations to the 2024-25 District Administrator of the Year!

Jessie Outing
Assistant Director, Employment Services

Jessie Outing is a servant leader who is not afraid to get in the weeds to assist her team and colleagues. She is known for mentoring others to become great leaders. She is also all about innovation. She helped automate the recalculation and reappointment process, which is when schools gain and lose staff due to student counts. That streamlined a huge workload for the Human Resources Employment Services department. The changes have also been appreciated by principals throughout the district. There are many employees who call HR and only want to speak to her. That speaks volumes about her customer service and attitude.

Stellar Awards Sponsors

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