Achieving WCAG 2.1 compliance isn't just a technical challenge; it’s a culture shift. This session pulls back the curtain on how our district designed an empathetic, collaborative approach to digital accessibility that protects student data and supports teachers. Rather than a tutorial, we will share our leadership strategy: how we chunked PD into 5-to-10 minute weekly segments, leveraged specialized templates, and tackled tough real-world questions regarding PDFs, IEPs, and third-party platforms. We will discuss how to partner with department leads, instructional coaches, and principals to create a supportive environment where staff feel guided, not penalized