Dare to Overshare
Dare to Overshare
Podcast Description
Dare to Overshare is your new favorite safe space where vulnerability meets vibe. Each week, Jackie invites artists, creators, dreamers, and doers to her cozy studio for the kind of deep, unfiltered conversations you wish more people were having. It’s not about interviews—it’s about connection. Every conversation is raw, real, and refreshingly human. From laugh-out-loud moments to jaw-dropping confessions, our guests go there—sharing personal stories, bold opinions, and the kinds of truths you usually only tell your best friend after a glass of wine.
Podcast Insights
Content Themes
The podcast explores themes of vulnerability, mental health, and personal connection, featuring episodes that delve into topics like loneliness, emotional growth, and the struggles of modern relationships. For example, the episode with Calvin Cobb covers fears surrounding panic attacks and the search for authentic connections, creating a welcoming space for guests to express their true selves.

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.
Why do smart, self-aware women stay in toxic relationships even when they know they deserve better?
In this episode of Dare to Overshare, bestselling author and relationship coach Sabrina Bendory joins Jackie to break down the psychology behind toxic love, love bombing, narcissism, attachment styles, dating anxiety, self-worth, and why unhealthy relationships can feel so addictive.
Sabrina opens up about losing herself in a relationship, trying harder to be chosen after being treated badly, and what finally helped her break the cycle. We also talk about how to tell the difference between butterflies and anxiety, why a healthy relationship can sometimes feel “boring,” whether “if he wanted to, he would” is actually true, and how dating apps may be changing the way we connect.
We get into:
• Love bombing vs. genuine interest
• Narcissistic traits and early red flags
• Why chaos can feel like chemistry
• Anxious and avoidant attachment
• Why emotionally unavailable people can feel so attractive
• How to know if someone is boring—or if healthy love just feels unfamiliar
• Dating apps, rejection, and the “buffet effect”
• Why boundaries matter in healthy relationships
• Why we keep trying to be chosen
• What healthy love actually feels like
• How to stop losing yourself in relationships
Sabrina is the author of The Feminine Code and Detached and the host of the You Will Be OK podcast.
If you’ve ever stayed too long, ignored a red flag, confused anxiety with chemistry, or wondered why you keep choosing the same type of person, this conversation is for you.
Subscribe to Dare to Overshare for more honest conversations about relationships, dating, self-worth, healing, mindset, and the things we probably should be talking about more.

Disclaimer
This podcast’s information is provided for general reference and was obtained from publicly accessible sources. The Podcast Collaborative neither produces nor verifies the content, accuracy, or suitability of this podcast. Views and opinions belong solely to the podcast creators and guests.
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