Lucky Whitehead: Why I Walked Away From My NFL/CFL Career & How I Found Peace

"This game doesn't love you back." Lucky Whitehead reached the highest levels of the NFL and became a legend in the CFL, but in 2025, he decided to walk away on his own terms. In this deeply personal and exclusive episode of the Keep Going Podcast, hosted by Rasheed "Showtime" Bailey, two brothers sit down to unwrap a journey of stardom, betrayal, and ultimately—true peace.From being an undrafted rookie for the Dallas Cowboys with a "notebook mentality" to his iconic viral entrances in the CFL, Lucky Whitehead has lived a thousand lives. For the first time, Lucky joins his close friend Rasheed Bailey to speak on the "Character Assassination" that followed the 2017 identity theft scandal that ended his career in Dallas. Lucky reveals the gut-wrenching truth behind the headlines and what it feels like to be betrayed by a childhood best friend.In this emotional sit-down, Rasheed and Lucky dive into:The Cowboys release: The untold story of the identity theft and how Lucky's character was "put in a blender."Dez Bryant’s Influence: Lessons in passion and the raw intensity of the NFL.Championship Brotherhood: What it was really like winning a Grey Cup together in Winnipeg and breaking the 29-year drought.Mental Health Struggles: Facing the spiral of 2019 and Lucky’s battle with mental health and alcohol.The Pivot to Peace: Why Lucky decided to trade the jersey for a tractor, raising dogs and chickens on his Virginia farm.