Anitra St. Hilaire

Off My Chest - Conversations We Can't Stop Replaying

Society EN ↓ 3 episodes

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...

Author

Anitra St. Hilaire

Episodes

When O Means Outstanding: Rethinking Assumptions, Power, and Listening 10.10.2025 9:21

Share your thoughts! 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...

When Guilt Kept Me Quiet 03.10.2025 6:27

Share your thoughts! 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 relation...

Foot-in-Mouth Leadership: When "Are You Quitting?" Goes Terribly Wrong 25.09.2025 7:42

Share your thoughts! 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...