Off My Chest - Conversations We Can't Stop Replaying
We’ve all had conversations that won’t leave us alone. The ones we wish had gone differently. The ones that left us second-guessing. Off My Chest is about those messy, unfinished moments. Each week, host Anitra St. Hilaire shares stories about the conversations that still linger. Sometimes it’s the one you wish you’d handled differently. Sometimes it’s the silence when you froze instead of speaking up. Sometimes it's someone who just treated you poorly. Unlike many relationship podcasts, this isn’t therapy, advice, or gossip. It’s short, intimate storytelling that offers recognition (I’ve been there too), reflection (why do I carry this?), and release (maybe I don’t have to anymore). The goal isn’t to fix the past, but to name it, share it, and let some of the weight go.
Episodes
A single letter changed everything. I brought home a report card full of “O’s” for Outstanding and watched my dad read them as zeros. That moment became a lifelong lesson about assumptions, authority, and what happens when certainty replaces curiosity.
In this episode, I revisit that scene, a bedroom shadowed by illness and alcohol, and trace how misread signals shape the way we parent, lead, and listen. We talk ...
A single choice to stay quiet can feel like self-protection…until it builds a wall you never meant to raise.
In this episode, I share a story about leaving a role I loved and telling a boss, who was also a friend, far too late. The career move was right. The offer made sense. But the harder lesson lived in what I didn’t say soon enough, and how that silence reshaped a relationship I cared about.
We’ll explore why ...
I thought I was being supportive when I asked a quieter-than-usual coworker, “Are you quitting?” Instead, my attempt at empathy landed as suspicion, and it changed our relationship overnight.
In this first episode of Off My Chest, I share how one well-intentioned question went terribly wrong, what it taught me about leadership and assumptions, and why conversations we misread can linger long after they’re over.
If...
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