Win Charles on Grit, Grief, and Raising Disability Awareness

Education changes everything—and Win Charles shows how it powers resilience, storytelling, and advocacy.

In this conversation, I sit down with Win Charles—author, podcaster, and disability rights educator—who was born with cerebral palsy and has built a life that challenges assumptions at every turn. You’ll hear how she turned grief into purpose, why she said yes to a Kona triathlon in seconds, and what training taught her about doing hard things when the world isn’t built with access in mind.

We also get into her two podcasts—one focused on disability awareness and another giving women (especially women with disabilities) space to talk about mental health. Win shares the message she wants every audience to take home, the stereotype she refuses to let slide, and the surprising theme songs that keep her moving.

If you’re a parent, educator, caregiver, or someone newly diagnosed, this episode will leave you with questions worth exploring: What shifts when we center access? How do we hold both ambition and advocacy? And what does “not giving up on your dreams” look like in real life?

About the Guest

My guest, Win Charles, is a podcaster, author of “I, Win,” and a disability rights educator. She’s competed in an Ironman event, speaks nationwide, and hosts shows on disability awareness and women’s mental health. Learn more at winningheart.weebly.com.

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