Dare to Overshare

By Jackie Hollywood

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Category: Relationships

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Episodes: 25

Description

The conversations we avoid are the ones we need to have the most. Dare to Overshare is a safe space for the refreshingly human conversations we usually keep to ourselves. In each episode, Jackie sits down with artists, creators, entrepreneurs, and everyone in between to talk about the things most people are afraid to say out loud. We dive deep into topics like identity, healing, relationships, mental health, fame, failure, faith, self-worth, and more. It’s not about perfect interviews or polished answers. It’s about connection, honesty, and the kind of oversharing that makes you feel less alone. Because oversharing isn’t a problem, it’s a love language.

Episode Date
The Man Behind Real-Life AI Holograms | David Nussbaum, Founder of Proto
Aug 12, 2026
Reality TV Gave Her Fame... But Took Away Her Identity | Simone Kelly
Jul 22, 2026
The Biggest Lie About Success: A $140M Exit Left Him Depressed | Peter Kennedy
Jul 01, 2026
How Your Thoughts, Words & Beliefs Shape Your Reality | Lyric Perez
Apr 22, 2026
Behind the Confidence: Lexy Panterra on Fame, Insecurity & Pressure
Apr 08, 2026
The Cost of Being the Strong Black Woman | Laila Lopez
Mar 04, 2026
Can Faith and Fighting Coexist? | UFC Fighter 'Gifted' Gabe Green
Feb 18, 2026
Rebuilding After Rock Bottom: Ashlee Belzo on Love, Identity & Healing
Feb 04, 2026
Why We Feel Numb: EMoney on Grief, Reality TV & Growing Up Weird
Jan 21, 2026
You Don’t Need Trauma to Be Interesting | Margarita Monet of Edge of Paradise
Jan 07, 2026
When People Don’t Show Up: Ghosting, Addiction & Boundaries | Tara Katchur
Dec 10, 2025
What Rock Bottom Teaches You About Love, Art & Survival | Lew
Nov 26, 2025
For the Mom Who Feels Like She’s Losing Herself | Tyler Therapy
Nov 12, 2025
Healing Without Hating Men: Phenix Red on Feminism, Beauty & Self-Worth
Oct 15, 2025
Life After Breast Cancer: Dating, Identity & Feeling Like Yourself Again | Amanda Butler
Sep 03, 2025
Big Brother’s Kaitlyn Herman on Reality TV, Trauma & Life After the Show
Aug 27, 2025
How to Rewire Your Brain When You Feel Stuck | Flor Tapia
Aug 20, 2025
What Gut Health & Mindful Eating Teach Us About Feeling Everything | Zamaria Thompson
Aug 13, 2025
Breaking Out of Toxic Love & Showing Up Authentically Online | Kimmy Tan
Aug 06, 2025
Astrology Should Guide You, Not Control You | Chad the Maverick on Modern Spirituality
Jul 30, 2025
When Money Tests Your Morals: V The Plug on Self-Worth & Boundaries
Jul 23, 2025
She Made $500K on OnlyFans to Fund Her Startup | Alicia Waldner
Jul 16, 2025
He Chased Women, Money & Status—Then Chose Celibacy | King Hoodie
Jul 09, 2025
The Dark Side of Being Known Online, Boundaries Beyond the Algorithm | Dare Taylor
Jul 02, 2025
Love Island Made Him Famous, But He Still Felt Lonely | Calvin Cobb
Jun 25, 2025