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

In this episode of The Timeout, Dwyane and Bob talk about the kind of check-ins men don&rsquo;t always make space for &mdash; the simple &ldquo;you good?&rdquo; that actually means something. They get into how they&rsquo;ve both learned to look out for their people in a more real way, not just through jokes or quick texts.
&nbsp;
They touch on the basketball stuff that&rsquo;s been on their minds lately &mdash; 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.
&nbsp;
Dwyane shares a bit about what life&rsquo;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.
&nbsp;
They also go back and forth on the league right now &mdash; 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&nbsp;
05:21 Dwade &amp; Bob Go Hiking&nbsp;
09:58 Self Vlog In Rome&nbsp;
11:10 The Lebron/Jordan GOAT Debate
20:50 "Are You Finished Or Are You Done?"
22:55&nbsp; Iconic Recreations: Jalen Snuggs&nbsp;&nbsp;
27:06 Celebrating Birthdays With Family&nbsp;
32:02 The Prince Of Bel Air
32:59 Steph's Sneaker Free Agency&nbsp;
38:57 CP3: The End Of An Era&nbsp;
43:08 Thanksgiving In Rome&nbsp;
47:57 The NBA Emirates Cup
53:46 Physicals In 2026

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.

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