MY WHY - Hillary Simon, Structured Teacher at Twain

 Ms. Simon creates an environment where young learners thrive through consistency, guidance, and hands-on learning.

At just 12 years old, Hillary Simon discovered her calling when she joined Special Gifts Theatre, a transformative experience that opened her eyes to the power of inclusion, creativity and connection. What began as a simple opportunity to perform with people with disabilities quickly grew into a life-shaping passion, inspiring her to support and uplift students with diverse needs. That early spark has guided her ever since, leading her to a dedicated career in special education where she continues to make a meaningful impact every day.

After graduating from Illinois State University in December 2019 with a bachelor’s degree in special education, Hillary started working as a special education teacher in another district before transferring over to District 21, as it provided more of a team aspect where she could rely on others, including speech therapists, social workers, occupational specialists, and a team of teachers, to help students daily.

At Twain Elementary School, Hillary works with first and second graders in a structured teaching classroom. Most of the students have autism and thrive on consistency and routine. She works with them on functional life skills, communication, social-emotional skills, and academics. She has worked closely with general education teachers to help support students who are ready for limited exposure to the general education classroom by practicing functional whole group skills. 

One of her favorite parts of teaching is taking her students out into the community, where lessons come to life in real-world settings. Most recently, she brought her class to Gerry’s Café, a warm and welcoming spot where the staff includes employees with intellectual or developmental disabilities. D21 students practiced ordering their own food and learned valuable skills about money and independence. These moments, watching students gain confidence, make choices and shine outside the classroom, are what she treasures most.

Hillary believes in the power of the STC program based on the success of one of her former kindergartners. The student was needing more support in the general education environment, so he transitioned to her structured teaching classroom. Throughout the year and half, he was in the structured teaching classroom, he greatly improved his communication, his overall flexibility, and his stamina for completing academics. “Progress looks different for everyone. I like to celebrate the smallest of goals,” said Simon. This student is now thriving with a new teacher in a new school. 

During her spare time, Hillary works at the Maine-Niles Association of Special Recreation (M-NASR), an organization that provides recreation programs and services for individuals with disabilities. She also loves to bake—especially her assortment of Rice Krispies treats. Her love of baking translates into the classroom, where she conducts a weekly recipe group with students working on following the steps of a recipe, measuring ingredients, practicing table manners, and trying new foods. It’s another way she blends life skills with joy, creating meaningful experiences her students look forward to.

Hillary is a special educator in every sense—someone whose compassion, creativity, and unwavering dedication continue to shape her students’ lives in the most meaningful ways.