Students with an identified specific learning disability (SLD) often struggle with written expression. Assistive technology (AT) is an accommodation designed and implemented by special education teams under an Individual Education Program (IEP) to support students with writing disabilities in the classroom. Speech-to-text (STT) is AT that can assist students with writing difficulties, including students with SLD. Occupational therapists (OTs) are part of the IEP team that implements accommodations, including AT, for students. OTs need research to make evidence-based decisions to support students’ educational needs. In this case report, an OT implemented STT with a student who struggled to handwrite or type written expression assignments.