The Why with Dwyane Wade

iHeartPodcasts

Dwyane Wade sits down with pioneers in sports, fashion, music, and business for an intimate conversation about their origins, and the reasons they keep pushing to innovate. These are all-time greats talking through memorable moments from their careers, telling intimate, behind-the-scenes anecdotes that we never saw in the press, journeys, struggles, triumphs, and that shared excitement as they push forward to their next challenge. 

  • 56 minutes 52 seconds
    The Check In: Recreating the Bron-Wade Moment, GOAT Debate Heats Up, Steph in Way of Wade’s & CP3 Retirement

    In this episode of The Timeout, Dwyane and Bob talk about the kind of check-ins men don’t always make space for — the simple “you good?” that actually means something. They get into how they’ve both learned to look out for their people in a more real way, not just through jokes or quick texts.

     

    They touch on the basketball stuff that’s been on their minds lately — the Jordan and LeBron conversation, Steph lacing up a pair of Way of Wades, CP3 retiring, and how it feels when younger players show love to moments from their era.

     

    Dwyane shares a bit about what life’s been like off the court: hiking with his wife even though he hates nature, filming in Rome, and trying to plan her 50th with all the emotions that come with it. He also talks about turning 44 and paying closer attention to his health.

     

    They also go back and forth on the league right now — why the All-Star Game feels off, and why the in-season tournament actually adds something.



    Music Credit: Khari Mateen



    What We Discussed:

    01:07 The Checkin

    03:21 Male Relationships 

    05:21 Dwade & Bob Go Hiking 

    09:58 Self Vlog In Rome 

    11:10 The Lebron/Jordan GOAT Debate

    20:50 "Are You Finished Or Are You Done?"

    22:55  Iconic Recreations: Jalen Snuggs  

    27:06 Celebrating Birthdays With Family 

    32:02 The Prince Of Bel Air

    32:59 Steph's Sneaker Free Agency 

    38:57 CP3: The End Of An Era 

    43:08 Thanksgiving In Rome 

    47:57 The NBA Emirates Cup

    53:46 Physicals In 2026

    See omnystudio.com/listener for privacy information.

    2 December 2025, 3:15 pm
  • 1 hour 23 minutes
    Dwyane Wade Reacts to Steph Curry Leaving Under Armour, Chicago Bears Success & NBA Drama

    This episode of The Timeout is just Dwyane and Bob kicking it—talking life, energy, feeling off, feeling better, and all the random stuff that always comes up when they actually slow down long enough to talk.

     

    They get into how their bodies have been acting lately, trying to get their energy right, comparing notes on sleep, sugar, supplements, all that grown-man maintenance nobody warned them about. 

     

    They drift into the emotional side too: what they learned late, what their kids already know, and how different it feels raising kids who actually say what’s on their minds.

     

    Sports arguments happen the way they always do—quick, petty, funny, and somehow turning into real points about the league, teams, and the players they’ve seen up close.

     

    And then it goes wherever it goes, holidays, wild theories, random facts, whatever pops into their heads. Just two friends talking with no rush to wrap it up.

     

    Music Credit: Khari Mateen.



    What We Discussed:

    • 00:00 Introduction
    • 01:19 Therapeutic Talks On The Timeout
    • 04:09 The One Fact Fellowship 
    • 05:25 January 17: Lucky Day To Be Born
    • 11:26 Checkin With Dwade
    • 12:41 Checkin With Bob, Best Era To Be A Kid
    • 20:00 The 70s: The Best Era To Be An Adult
    • 21:23 Thanksgiving: A Time For Reunion 
    • 25:39 The Bears: Winning Culture Is Back!
    • 33:50 Preparation For The Incoming Draft
    • 37:14 Will The Pacers Struggle In 2026?
    • 41:49 Steph Curry Ending With Under Armour 
    • 44:03 Inseason Cup Games
    • 46:36 Did We Land On The Moon?
    • 56:19 Having Testosterone Levels Checked
    • 1:06:29 Emotional Intelligence In Men
    • 1:13:18 The Lebron Jordan Debate
    • 1:18:24 AI: The Line Between Real & Fake Blurs 
    • 1:20:16 Joe Biden Vs Trump Golf Debate 

    See omnystudio.com/listener for privacy information.

    19 November 2025, 2:00 pm
  • 1 hour 20 minutes
    Sports Mode: Lakers Success Without Bron, Wemby’s MVP Campaign, 6-7 Meme & More

    In this episode of The Timeout, Dwyane Wade and Bob talk wellness, discipline, and staying locked in—on and off the court.

     

    Dwyane shares his 5:30 AM routine of workouts, saunas, and cold tubs, while the team swaps tips on walking, tracking health, and fighting the daily battle of discipline, especially when travel breaks routine.

     

    They celebrate proud dad moments—like Isaiah Johnson and Kiyan Anthony’s college debuts—and laugh over new slang like “67” and “180.” Dwyane also gives a peek into his new NBA analyst role with Prime Video and what it takes to prepare and perform at that level.

     

    The episode wraps with reflections on travel, balance, and building the kind of rhythm that keeps both body and mind strong.

     

    Music Credit: Khari Mateen.



    What We Discuss:

    • 00:00 Introduction
    • 01:00 Gift With The T
    • 03:40 Checkin With Dwade
    • 11:29 The Mental Work Of Taking Care Of Your Body
    • 17:29 Challenging Yourself & Instilling Discipline
    • 21:47 Kpop: Demon Hunters
    • 26:31 The 6-7 Slang
    • 31:10 Analysing Basketball With Candace Parker
    • 38:21 The Lakers Without Lebron
    • 50:29 Wemby: The Alien & Vj Maxx
    • 1:01:56 Ja Morant/Memphis Grizzlies
    • 1:05:53 The Semantics Of Being A Champion
    • 1:12:37 Isaiah Johnson & Kiyan Anthony

    See omnystudio.com/listener for privacy information.

    11 November 2025, 2:00 pm
  • 1 hour 3 minutes
    Dwyane Wade and His Dad Share Untold Stories About Family, Basketball, and the Journey to the HOF

    In this heartfelt episode of The Timeout, Dwyane Wade sits down with his father, Dwyane Wade Sr. and Bob for an honest father-and-son talk about love, legacy, and growth.

     

    They reflect on their tough beginnings in Chicago, moments of conflict, and the journey from chaos to connection. Dwyane Jr. shares how his father’s discipline and tough love shaped his success, while Dwyane Sr. opens up about his past mistakes and pride in seeing his son thrive.

     

    The two also discuss health and manhood—urging Black men to take their wellbeing seriously after Dwyane Sr.’s battle with cancer—and laugh over family stories, marriage lessons, and their striking resemblance.

     

    At its core, it’s a raw and redemptive conversation between a father and son who fought hard to rebuild their bond.

     

    Music Credit: Khari Mateen.



    What We Discussed:

    • 00:00 Introduction
    • 01:00 Dwyane Wade Sr 
    • 03:46 Proud Father Moment
    • 07:23 Dwyane Wade Sr: Sport Unicorn
    • 12:42 Raising Young Dwyane Wade
    • 15:40 Growing Up Playing Basketball 
    • 22:54 Becoming An Adult & Moving Out
    • 27:16 When It All Paid Off
    • 30:37 WNBA Should Be Paid More
    • 32:02 Same Name, Golf & Bad Credit Scores
    • 36:45 Born & Raised In Chicago
    • 40:26 Dwayne's NBA Hall Of Fame Speech 
    • 45:03 Marriage Wisdom
    • 50:42 Message To Black Men
    • 1:00:03 Put Work In Yourself 



    See omnystudio.com/listener for privacy information.

    7 October 2025, 7:01 pm
  • 1 hour 19 minutes
    Dreams To Reality: Dwyane Wade Gets Real on A’ja Wilson’s MVP, Big 3 Heat Legacy & Class of 2025 Hall of Fame

    In this episode of The Timeout, Dwyane Wade and Bob link back up after the summer to swap stories and talk hoops. Dwyane shares memories of his first AAU trip with the Illinois Warriors, flying for the first time and learning from a young Darius Miles on how to handle the spotlight.

    They dive into his recent Hall of Fame weekend—from honoring Kobe with the Redeem Team, to presenting Carmelo Anthony alongside Allen Iverson, and standing on stage for Miami Heat owner Micky Arison.

    Off the court, Dwyane opens up about landing his own fragrance campaign with Aramis—something he dreamed of in his 20s but is now enjoying at 43. The guys also give flowers to A’ja Wilson for her fourth MVP and to Paige Bueckers for a standout rookie season, while praising Bam Adebayo’s role in Wilson’s story as “a hooper’s dream.”

    The episode closes with Dwyane breaking down what it really takes to win a championship—how it’s about covering weaknesses, surviving the dark hours, and why winning is “not for everybody.”

    Music Credit: Khari Mateen.


    What We Discussed:
    00:00 Introduction 
    01:01 The Timeout Recap
    01:45 Checkin With Dwade 
    03:06 First Plane Trip
    04:52 Dwade Praises Darius Miles
    07:39 Checkin With Bob
    14:20 Different Energies At The NBA HOF
    18:42 Dwade Presents Carmelo Into The Hall Of Fame 
    23:18 Aramis Fragrance 
    32:06 Bam Presents A'ja With Her Fourth MVP
    36:38 Rookie Of The Year: Paige Bueckers
    42:03 The New Access
    49:38 The Nate Smith Basketball Hall Of Fame
    54:32 The Bears Win Against The Cowboy
    55:45 The Cowboys Documentary 
    58:46 What Media Life Is Like For Dwade 
    1:01:09 Military Training Camp
    1:06:01 The Mountain Top
    1:10:14 Dwade Responds To Rudy
    1:15:26 Hole In One Anniversary

    See omnystudio.com/listener for privacy information.

    24 September 2025, 1:04 pm
  • 33 minutes 40 seconds
    Revealing the Truth: Stop Saying the 2006 Finals Was Rigged Mark Cuban!

    In this episode of The Timeout, Dwyane Wade and Bob cover everything from the 2006 Finals controversy to the rise of Linsanity. Wade sets the record straight on Mark Cuban’s “rigged” claims, highlighting the Heat’s resilience, Pat Riley’s leadership, and the value of veterans like Gary Payton. He reflects on the 2011 rematch with Dallas, the importance of veteran presence in young teams, and how injuries changed the course of stars like T-Mac, Yao, and Brandon Roy.

     

    The crew also looks back at Wade’s redemption in the 2008 Olympics, the Heat shutting down Jeremy Lin’s historic run, and the lessons Wade applies to marriage and longevity, inspired by Ice T.

     

    Music Credit: Khari Mateen.



    What We Discussed:

    • 00:00 Introduction 
    • 01:03 Dwayne Wade & Gabrielle Union’s 11th Anniversary 
    • 03:50 Don’t Ask Dwade About Marriage Tips!
    • 06:23 NBA 2011 Rematch 
    • 17:42 Message from Dwade 
    • 19:50 Importance Of Veterans In The NBA
    • 22:59 Careers Impacted By Injuries 
    • 29:00 Linsanity: Jeremy Lin

    See omnystudio.com/listener for privacy information.

    3 September 2025, 12:01 pm
  • 24 minutes 58 seconds
    Mario F*cking Chalmers!

    In this episode of The Timeout, Dwyane and Bob jump from everyday stories into the game they love. They celebrate Mario Chalmers as a fearless big-shot maker who turned the “Big Three” into the “Big Four,” and break down the impact of Ice Cube’s Big3 League—reviving careers, selling out arenas, and showcasing talent like Michael Beasley at his best.

     

    They also highlight the WNBA’s growth, from Paige Bueckers’ inspiring comeback to Caitlin Clark’s rise, and look ahead to the Hall of Fame as Dwyane reflects on honoring legends and enjoying the brotherhood of hoop talk.

     

    The episode rounds out with family milestones, self-care routines, and life off the court—blending basketball’s past, present, and future with real-life perspective.

     

    Music Credit: Khari Mateen.

     

    What We Discussed:

    • 00:00 Introduction
    • 01:02 Dwade's At The Dentist For A Clean Over
    • 03:23 Mario Chalmer —That's What He Do! 
    • 08:59 NBA Big Three
    • 14:27 Paige Bueckers' Incredible Season
    • 17:14 NBA Hall Of Fame
    • 19:14 Summer's Over

    See omnystudio.com/listener for privacy information.

    26 August 2025, 2:57 pm
  • 42 minutes 37 seconds
    Legends Unite: Basketball, Branding, and Brotherhood with Dwyane Wade, D’Angelo Russell, and Vince Carter

    Live from Fanatics Fest, The Timeout crew—Dwyane Wade, D. Wright, and Chris Johnson—team up with The Backyard’s D’Angelo Russell and Logan Linkmire for their first-ever on-stage show. The conversation hits everything that matters: identity, legacy, creativity, and life beyond the game.

     

    D’Angelo talks about the emotion behind his first signature shoe, the meaning of “ice in my veins,” and what he’s learned about being a true professional. D. Wade reflects on building brands, redefining partnership, and how golf and wine became tools for connection. Vince Carter joins with stories of staying in the league into his 40s, honoring promises to his mom, and giving back through thoughtful mentorship.

     

    Each guest closes with one word that anchors their daily life—real talk, raw moments, and two Hall of Famers on stage.

     

    Music Credit: Khari Mateen



    What We Discussed:

    • 00:00 Introduction
    • 01:49 Timeout In The Backyard
    • 02:22 The Timeout With Dwyane Wade
    • 03:15 Dwade & D'Angelo Partner Up
    • 07:10 Golf Will Humble You!
    • 09:52 The Energy Between Dwade & D'Angelo
    • 11:37 What's Next For Dwade?! 
    • 13:35 Motivation Between Our Partnership
    • 17:50 D'Angelo On How He Feels Coming Back To Brooklyn
    • 21:04 D'Angelo Performance On Court
    • 22:47 Vince Carter In The Building!
    • 26:46 Holding Basketball To High Standard
    • 27:45 Vince Carter POV On His Career Run
    • 32:52 Vince Carter: When I Stopped Thinking About My "Now"
    • 34:33 Vince Carter: Mental Toughness It Took
    • 38:56 One Word Daily Practices From The Fellas 

     

    See omnystudio.com/listener for privacy information.

    5 August 2025, 2:01 pm
  • 47 minutes 22 seconds
    Debating The GOAT NBA Players, Draymond Green Deserves His Flowers, & Fatherhood in Sports

    In this episode of The Timeout, Dwyane Wade, Dorell Wright, Bob, and Chris Johnson get real about what makes players great—and what it takes to raise them.

     

    They start with hoops talk: Westbrook’s unmatched energy, Draymond Green’s leadership beyond the stat sheet, and the game-changing presence of all-time greats like MJ, Kobe, LeBron, and Steph. Everyone shares their personal top-7 lists, shaped by impact, era, and firsthand experience.

     

    Then it’s all about fatherhood and youth sports. They break down AU circuits—Nike, Adidas, UA, Puma—and the real debate: exposure vs. development. Dorell shares why his son switched teams for growth, and Chris explains Isaiah’s college-over-prep decision. Bob brings his parenting playbook to soccer, focusing on discipline, consistency, and love for the process—not just the sport.

     

    It’s a raw look at how fathers shape not just athletes, but men.

     

    Music Credit: Khari Mateen




    What We Discussed:

    • 00:00 Introduction
    • 2:05 Top 7 NBA Players 
    • 10:45 The NBA Halo
    • 16:06 Isaiah Johnson: Puma Championship 
    • 18:40 The Different AU Circuits 
    • 23:46 Exposure & Development
    • 27:31 Recruiting The Right Coach
    • 33:00 Fatherhood & Setting Kids On Their Path
    • 42:37 Love For The Game Of Basketball

    See omnystudio.com/listener for privacy information.

    29 July 2025, 1:00 pm
  • 54 minutes 16 seconds
    Talkin’ Game: Dame to Portland, CP3 & Beal to LAC, Ali vs Shields, Top 100 NBA Players, & WNBA Money

    In this episode of The Timeout, Dwyane Wade, D Wright, Bob and Chris dive into Damian Lillard’s return to Portland and what legacy truly means in the NBA, beyond championships. They touch on Bradley Beal’s Clippers move, CP3’s homecoming, and the impact of veteran leadership. The conversation heats up with a debate on Layla Ali vs. Clarissa Shields, and they celebrate the growth of the WNBA during All-Star Weekend. From player development to culture and comeback stories, it’s all about loyalty, legacy, and love for the game.

    Music Credit: Khari Mateen.

     

    What We Discussed:

    00:00 Introduction

    01:45 Damian Lillard returns to Trail Blazers

    11:52 Bradley Beal joins Clippers

    17:00 Player rankings is clickbait

    22:57 Chris Paul to return to Clippers

    28:11 Clarressa Shields versus Laila Ali 

    38:07 $15M to fight Laila Ali

    41:34 WNBA All-Star Weekend

    See omnystudio.com/listener for privacy information.

    22 July 2025, 6:00 pm
  • 1 hour 8 minutes
    Summer Surge: Bronny James Breaking Out, Cooper Flagg Real Deal, Angel Reese Going Off, & Jazz Rookies Shining!

    In this episode of The Timeout, Dwyane Wade, Dorell Wright, Bob, and Chris Johnson chop it up about summer resets, draft picks, and shifting power in the league.

     

    They start with how they’re spending the offseason—family, gym time, golf, audiobooks, and beard transformations—highlighting how rest fuels longevity.

     

    Then it’s draft talk: Ace Bailey’s star potential in Utah, Dylan Harper’s fit with the Spurs, and Hansen’s breakout in summer league. They spotlight Carter Bryant’s defensive edge and mental toughness, plus why Bronny James deserves time to grow.

     

    On the business side, they break down the “second apron” rule, how it’s changing free agency, and moves like JC to New York and Norman Powell to Miami. They also show love to Angel Reese and Coach Natalie, already shifting the culture in the WNBA.

     

    Quick takes, deep insights—this one’s all about growth on and off the court.



    Music Credit: Khari Mateen



    What We Discussed:

    • 00:00 Introduction
    • 01:40 Hair Cuts In Summertime
    • 07:07 July 4th Recap
    • 10:58 NBA Draft Picks
    • 14:02 Danny Ainge & The Utah Jazz
    • 20:54 SPURS Building Their Roster
    • 23:42 Advice For First Years
    • 25:42 Bronny's Performance
    • 26:55 Summer League Story
    • 35:20 How Dwade Met Norman Powell At Cannes
    • 40:27 Stretching Contracts In NBA
    • 45:12 NBA Draft Predictions
    • 53:06 Angel Reese Keeps Winning 
    • 55:47 Natalie Nasake Is A Great Coach!
    • 58:06 Dwade & Dwright Encounters With Peter Guber
    • 01:00:06 The Fellas Timeout Process

    See omnystudio.com/listener for privacy information.

    15 July 2025, 4:19 pm
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