ShowTimeSpeaks The Keep Going Podcast

Rasheed Bailey
  • 5.0 (23)
  • SOCIETY & CULTURE
  • UPDATED WEEKLY

ShowTimeSpeaks: The Keep Going Podcast — Hosted by Rasheed Bailey, 10-year pro football veteran (NFL/CFL), two-time CFL Champion, and Philadelphia native, alongside co-host Kenny Reds, elite trainer to professional athletes worldwide. Together they share powerful stories, life lessons, and unfiltered truths from the field, the gym, and the streets. Covering life, sports, business, relationships, food, and mental health, they deliver the motivation and encouragement you need to KEEP GOING — with real talk, real stories, and real results.

  1. FEB 28

    The Call That Broke Him | Kenny Lawler's Path from Factory Floors to CFL All-Star

    Highest paid WR Kenny Lawler reveals his path from rock bottom to the top of the CFL. Rasheed Bailey and Lawler discuss Seattle Seahawks draft pain, Grey Cup wins, and REAL BROTHERHOOD. Keep Going!In this powerhouse episode of ShowtimeSpeaks, Rasheed Bailey sits down with 2X Grey Cup Champion and superstar wide receiver Kenny Lawler for an unfiltered conversation on resilience and the power of connection. Kenny breaks his silence on the mental health struggles of being released from the NFL, the grit required to work factory shifts while chasing a dream, and ultimately resetting the market to become the highest-paid non-quarterback in the CFL.This isn't just a sports podcast—it’s a masterclass in survival, faith, and the deep-rooted brotherhood that kept both men standing through life’s hardest hits.In this episode, we dive into:- The emotional toll of the NFL Draft and being cut by the Seattle Seahawks.- How a locker room robbery in Winnipeg forged a lifelong bond between Rasheed Bailey and Kenny Lawler.- The "Mister 300" story: Signing the record-breaking $300k contract.- Choosing vulnerability over pride and why elite athletes must be "leaders of men."- Facing rock bottom, battling self-sabotage, and the "Keep Going" journey to redemption.

    1h 14m

  2. FEB 13

    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.

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

    12/26/2025

    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.

    1h 43m
  4. The 200-Hour Rule: "If You Don’t Have BALLS, Don't Do It!"

    12/18/2025

    The 200-Hour Rule: "If You Don’t Have BALLS, Don't Do It!"

    Are you willing to work for $0? In this high-energy episode of ShowtimeSpeaks: The Keep Going Podcast, Rasheed Bailey and Kenny Williams are joined by CEO Leonard from Shiny Eye Studio and recording artist Christian Coelho.We dive deep into the reality of the grind, exploring the "200-Hour Rule"—the concept that true greatness is built in the hundreds of hours you put in before you ever see your first dollar. From the raw hustle of the Bay Area to the mental shift that happened on a life-changing trip to Vegas, we reveal the blueprint for scaling a business through relationships and high-level preparedness.Christian Coelho drops an exclusive freestyle and explains the FOF (Family Over Friends) mindset, while Kenny breaks down why you shouldn't even start a business if you don't have the "balls" to take real risks.In this episode, we talk about:✅ Putting in 200 hours of work for $0.✅ Christian Coelho’s process behind his latest music.✅ Leonard’s mission to "awaken possibilities" at Shiny Eye Studio.✅ The "Big Balls" requirement for entrepreneurship.✅ Why your network truly is your net worth.KEEP GOING. 📈World Premiere of "10 Below" at the end of the video!

    34 min
  5. Kutztown University Football: Inside the 11-0 "Golden Era" & Historic 3-Peat

    12/02/2025

    Kutztown University Football: Inside the 11-0 "Golden Era" & Historic 3-Peat

    We went back to campus for the Homecoming of a lifetime.Kutztown University Football just made history. Fresh off their 3rd consecutive PSAC Championship (the "3-Peat") and a dominant 11-0 regular season, we sat down with the architects of this dynasty.In this exclusive episode, we pull back the curtain on the "Golden Era" of Kutztown Football. This isn't just about x's and o's; it's about a culture that refuses to lose. From Head Coach Jim Clements' "No Bells and Whistles" philosophy to Captain Steve Burkhart’s powerful testimony on mental health, this episode is a blueprint for success in sports and life.In this episode, we cover: 🏆 The Dynasty: How Coach Clements went 35-3 and built a winning culture without the flash.🥘 The "Crockpot" Method: Why patience beats talent every time.🐍 Defensive Dominance: Taking the "Head off the snake" with Freddy Rudder.🧠 The QB Mindset: Judd Novak on blocking out noise and the Jalen Hurts comparison.❤️ Real Strength: A must-watch segment on mental health and why seeking counseling is a sign of leadership.

    1h 3m
  6. Overcoming Thanksgiving Pressure: Gratitude, Struggle & The Journey

    11/30/2025

    Overcoming Thanksgiving Pressure: Gratitude, Struggle & The Journey

    This isn't your typical holiday special. In this episode of Showtime Speaks, we get brutally honest about the pressure of Thanksgiving, facing family when you haven't "made it" yet, and the reality of financial depression during the holidays.We peel back the layers on what it really feels like to go home when you feel incomplete. From being down to my last dollar to feeling the weight of family expectations, we discuss how to navigate the triggers and find peace in the process.I'm joined by Kenny and Matt to break down:- The difference between how people perceive you vs. your reality.- Why your 30s are for experimenting, not having it all figured out.- How to maintain your mental health when family asks tough questions.- Why the "journey" matters more than the destination.🦃 OFFICIAL THANKSGIVING GIVEAWAY! 🦃We are giving away Keep Going Merch & Relentless Gear! To enter, you must do these 4 steps:SUBSCRIBE to the Channel.1. LIKE this video.2. COMMENT "KEEP GOING" below.3. SHARE this episode with 3 friends (DM the screenshot to @ShowtimeSpeaks on IG!).

    41 min
  7. Jenn Frederick (FOX 29): From Sleeping In Her Car To Philly’s Morning Icon | 25-Year Journey

    11/13/2025

    Jenn Frederick (FOX 29): From Sleeping In Her Car To Philly’s Morning Icon | 25-Year Journey

    FOX 29's Jenn Frederick reveals her untold story. In this powerful podcast interview, the Good Day Philadelphia icon shares her journey from sleeping in her car to becoming a beloved Philly legend.You see her smile every morning, but for the first time, you'll hear the fight behind it. In this groundbreaking episode of Showtime Speaks, Jenn Frederick opens up about the brutal path to becoming a television legend. She shares the untold story of defying parents who didn’t believe in her dream, forcing her to repay her own college tuition, and the pivotal moment she was fired from a job and left with nowhere to go.This is more than an interview; it's an unforgettable #KeepGoing story about betting on yourself when no one else will. From hilarious behind-the-scenes moments with Philly's biggest stars to her most vulnerable truths, this is the Jenn Fredrick you couldn't see on the news.

    1h 8m
  8. Torrey Smith: From NFL Star to Community Anchor (Finding Purpose After Football)

    10/22/2025

    Torrey Smith: From NFL Star to Community Anchor (Finding Purpose After Football)

    What happens when the roar of 80,000 fans fades? For 2x Super Bowl Champion Torrey Smith, it was the beginning of his true life's work. In this powerful conversation, the former NFL star gets brutally honest about walking away from the game and the journey to find a new identity—not as a football player, but as a community anchor, a coach, a father, and a mentor. Torrey opens up about the pressures of his new life, the origins of his passion for giving back, and his core philosophy of "controlling what you can control," forged through a challenging childhood. From building a state-of-the-art Boys & Girls Club in Baltimore to coaching the next generation with his Level 82 program, this is the story of a man who understands that his biggest impact would come long after his final touchdown. - The difference between "what you do" and "who you are." -Creating a multi-million dollar community center in Baltimore. - His tough-love coaching philosophy for his Level 82 youth program. - The struggles of balancing family, mental health, and community work. - His unfiltered advice for dealing with youth sports parents. - The powerful lessons he's teaching his own children about privilege and hard work.

    1h 17m
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5
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23 Ratings

About

ShowTimeSpeaks: The Keep Going Podcast — Hosted by Rasheed Bailey, 10-year pro football veteran (NFL/CFL), two-time CFL Champion, and Philadelphia native, alongside co-host Kenny Reds, elite trainer to professional athletes worldwide. Together they share powerful stories, life lessons, and unfiltered truths from the field, the gym, and the streets. Covering life, sports, business, relationships, food, and mental health, they deliver the motivation and encouragement you need to KEEP GOING — with real talk, real stories, and real results.

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