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Talk To Me SisAuthor: Pionaire Podcasting Language: en Genres: Personal Journals, Society & Culture, TV & Film Contact email: Get it Feed URL: Get it iTunes ID: Get it |
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57: Holly Simon GETS REAL about Breast Cancer, Raising a Son w/ Down Syndrome & DEFYING Expectations
Episode 57
Thursday, 3 September, 2026
What happens when the world tells you to feel sorry for your child... and you decide to prove them wrong?This week on Talk To Me Sis, we’re joined by Holly Simon, mom to social media sensation and 21 Pineapples founder Nate Simon. Holly and Nate have built a community of more than 1 million followers by doing something surprisingly simple: being completely, unapologetically themselves.But their story started long before the followers, viral videos, and Hawaiian shirts.When Nate was born with Down syndrome, Holly remembers doctors telling her they were “sorry.” His first year was filled with serious medical challenges, uncertainty, and moments when she didn’t know what the future would look like. Instead of accepting the limitations others placed on her son, Holly decided to change the conversation.In this candid conversation, Holly opens up about motherhood, confidence, surviving life’s hardest chapters, learning to stop worrying about what other people think, and the power of owning your story.Follow Holly and Nate:TikTok: https://www.tiktok.com/@makenatethegreatInstagram: https://www.instagram.com/natethegreatandmom/21 Pineapples: https://21pineapples.com/03:27 — Plot Twists of the Week14:48 — Meet Holly Simon 16:15 — Who Was Holly Before Motherhood?19:13 — “I’m Sorry” — The Words That Changed Everything19:58 — When Doctors Almost Missed That Nate Was Dying21:09 — The Fight to Keep Nate Alive24:08 — “What the Hell Does Down Syndrome Mean?”25:36 — The Moment Holly Became a Warrior26:48 — Turning Pain Into a Mission30:00 — Raising Nate: The Reality No One Prepared Her For35:00 — From Motherhood to Finding Herself Again40:00 — The Hardest Chapters Behind the Scenes45:00 — Surviving Life’s Biggest Challenges47:54 — Holly’s Secret to Confidence & Authenticity48:47 — What Do You Want Your Legacy to Be?50:24 — Who Nate Is Today55:00 — The Power of Letting People Be Themselves58:00 — What Holly Wants Every Mom to KnowIf you are interested in advertising on this podcast email advertising@pionairepodcasting.comTo request Lise & Nicci to be on your Podcast, Radio Show, or TV Show, reach out to talent@pionairepodcasting.comThis podcast is for entertainment purposes only. Views expressed on this podcast solely reflect those of the host and do not reflect the views of Pionaire.
