In this episode of HCS Talks, Dr. Raymond Haynes speaks with Ashley Winfield, English teacher at Phoebus High School and Hampton City Schools’ 2025–2026 High School Teacher of the Year. A proud Bethel High graduate, Winfield shares her journey into education, her passion for supporting students with disabilities, and the teachers who inspired her along the way. She discusses how the Academies of Hampton make learning more relevant, her creative use of technology in the classroom, and the importance of mentoring new teachers. This conversation highlights the lasting impact of building relationships, embracing innovation, and helping students connect their education to future goals.