Felon: Formerly Entrapped Leaders Overpowering Negativity

After being sentenced to federal prison, Amanda and Legend wrote over 300 letters to each other — letters that would eventually become the foundation of their nonprofit, 300 Letters. In this powerful episode, they join Roselyn to share their journey from incarceration to inspiration. We talk about: Growing up in survival mode What it really means to be labeled a “felon” How incarceration impacts entire families — not just individuals Rebuilding after prison, raising emotionally-aware sons, and founding a nonprofit that’s rewriting the system This episode is raw, honest, and full of the kind of healing our community needs to hear. 🎧 Listen now and support Amanda and Legend’s work at 300letters.org. 🎭 Attend their Masquerade of Miracles Gala on June 5th in Miami → Get tickets here 📲 Follow them on Instagram: @300letters ⏱️ Timestamps: 00:00 – Spanish Word of the Week: Embarazada 04:00 – Meet Amanda & Legend 08:00 – Growing up in survival mode 12:30 – From college student to indictment 17:00 – Why incarceration is a family issue 26:00 – Finding out she was pregnant in prison 31:00 – The truth about medical care while incarcerated 39:00 – The cost of prison on families 45:00 – Reentry and healing through 300 Letters 52:00 – Redefining “felon” and changing the narrative 1:07:00 – Raising emotionally-aware kids 1:13:00 – Starting a nonprofit as returning citizens 1:19:00 – Real success story from a 300 Letters family 1:22:00 – Gala info + final thoughts Learn more about your ad choices. Visit megaphone.fm/adchoices