Congratulations to the 2022--2023 IWCS Teacher of the Year!

She was also selected as Windsor Elementary Schools’ Teacher of the Year and the division’s Elementary Teacher of the Year.  She was surprised today at her school with the announcement.  Wooley will serve as the division’s representative in the Virginia Teacher of the Year program.

Before coming to IWCS, Wooley spent one year as an English as a Second Language (ESL) tutor and six years as a Special Education teacher in a neighboring district. Wooley was born and raised in Isle of Wight County and is a 2009 graduate of Smithfield High School. She earned her undergraduate degree in Interdisciplinary Liberal Studies and Exceptional Education from James Madison University and her Master’s degree in Special Education from Old Dominion University. Wooley teaches in a self-contained Special Education classroom for students who need support with academics, behavior skills, and communication skills. She is passionate about helping her students develop their unique gifts and giving them meaningful and intentional inclusive experiences with their peers.  Wooley lives in Isle of Wight County with her husband and two sons.

Danielle Joyner, a technology teacher at Smithfield Middle School, is the Middle School Teacher of the Year.  Jason Brittle, an Agriculture teacher at Windsor High School, is the High School Teacher of the Year.

For a listing of all the 2022-2023 Teachers of the Year from Isle of Wight County Schools, go online to