Rasheed Bailey: 2x Grey Cup Champion Says Goodbye | Here's Why

2x Grey Cup Champion Rasheed Bailey officially announces his pro football retirement. After 10 years with the Winnipeg Blue Bombers, Toronto Argonauts & NFL, it’s time to Keep Going.I knew this day would come, but I didn't know it would be this hard. Today, I’m finally hanging up my cleats. From the projects in Philadelphia to Delaware Valley University, and from fighting my way into the NFL to becoming a champion in the CFL—the journey has been everything I dreamed of.In this emotional season premiere of the Showtime Speaks To Keep Going Podcast, I’m sharing the story I’ve been running from. This is more than a retirement announcement; it’s a reflection on identity, resilience, and the transition from the football field to the business world. I’m joined by my brothers Kenny and Matt as we discuss Kenny's incredible journey opening his own gym in record time and what it truly means to pivot with purpose.- Business Hustle: Kenny shares the blueprint for opening his new gym in under 30 days and transitioning from trainer to CEO.- The Emotional Speech: Rasheed reflects on his time with the Blue Bombers, the transition to Toronto, and finding his "why" outside of the jersey.- Physical Legacy: A look at the senior college jersey and the championship jersey that I brought into the studio for the final goodbye.- The Pivot: Dealing with depression, overcoming the fear of failure, and why the "Keep Going" movement is the mission I was destined for.