Hillary Whittington is an author, transgender advocate, and mom who never expected her life to become a beacon of hope for families with trans children. In this deeply personal episode, Kara and Hillary explore the realities of parenting a young trans child in a conservative community, navigating deafness and gender identity, and choosing love over fear—every single day. Hillary shares her family’s journey with grace and honesty, from her son Ryland’s early words, "I am a boy", to becoming a public advocate, even in the face of serious threats. This conversation is for anyone who wants to better understand the trans experience, for parents trying to support their kids, and for all of us who believe in leading with compassion, curiosity, and courage.

Time Stamps: 

00:00 – The Start of Hillary’s Story

02:00 – Parenting Through the Unknown

05:00 – Acceptance, Faith, and Family Tensions

08:00 – The Turning Point

12:00 – Reframing the Narrative

15:00 – The Reality Behind Trans Debates

20:00 – The Hidden Trans Community

27:00 – The Risk of Speaking Up

31:00 – Support, Strength, and Real Community

36:00 – What It Means to Be a Powerful Lady

The Powerful Ladies podcast, hosted by business coach and strategist Kara Duffy features candid conversations with entrepreneurs, creatives, athletes, chefs, writers, scientists, and more. Every Wednesday, new episodes explore what it means to lead with purpose, create with intention, and define success on your own terms.

Whether you're growing a business, changing careers, or asking bigger questions, these stories remind you: you're not alone, and you're more powerful than you think.

Explore more at thepowerfulladies.com and karaduffy.com.

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