The Host
Jameelah Calhoun spent 20 years doing everything right. The Harvard Business School MBA. Marketing executive roles at Eventbrite, Audible, and American Express.
Then the custodian on Abbott Elementary said something that changed her life. "Regrets have always been harder to live with than consequences." She left her job one week later without a clean story to tell and with the very specific loneliness of being an eldest daughter, a Black woman, and a child of an immigrant making a decision no one around her had a script for.
Unpopular Decisions is what she built in the space that opened up. Now she’s trading the accolades for honest conversation about the hard work of choosing differently. Bringing her signature warmth, humor, and curiosity, Jameelah is now on a mission to make courage more popular.
Podcast
Unpopular Decisions is a podcast for the people sitting in the crossroads of messy, high-stakes life and career choices when everyone’s eyes are on you. The burnt out executive walking away from the identity they built. Eldest daughters taught that the responsible choice was someone else's definition of success. First-generation professionals caught between honoring others' sacrifices and honoring themselves.
Hosted by Jameelah Calhoun, who has navigated all of these identities, each episode zooms in on one decision: the moment someone chose the life their heart craved, even if it cost them. Not the highlight reel. The doubt, the financial fear, the people who stayed and the ones who quietly disappeared when you chose differently.
This isn’t a success podcast. It’s a human one. New episodes every Tuesday.
Listen now on...
The Community
Every bold choice is lonely before it's celebrated.
The Unpopular Table is where the people choosing differently find each other, before they have a clean story to tell. We host intimate gatherings and socials designed for honest storytelling and meaningful connection for the burnt out executives, eldest daughters, first-generation professionals done waiting for the “approved” path to deliver. Courage is multiplied when it is witnessed.
Pull up a chair!
Get notified of our upcoming events by subscribing to our newsletter and following us on social media.