In this episode of The Timeout, Dwyane Wade and Bob reflect on growth, perspective, and where they are heading into 2026. Dwyane shares how a recent trip to Japan served as a reset ahead of his birthday, helping him focus less on resolutions and more on finding peace and protecting his mental health.

 

He opens up about a regret from early in his career, admitting he gave away his bronze medal from the 2006 World Games and now sees it as an important part of his story that he wants back.

 

The conversation moves through sports and culture, touching on the shifting landscape of the NFL and NBA, the future of college athletics, and how patience and time are essential for young players to grow. They also lighten things up with talks on fashion, lifestyle choices, and a classic R&B debate that closes the episode on a fun note.

 

Music Credit: Khari Mateen.





What We Discussed:
00:00 Introduction
00:54 A Day Ahead In Japan 
03:30 Dwyane Gave His Bronze Medal Away!
06:11 A Serene Place Of Many Cultures
09:17 New Year's Approach
16:04 Chase Sapphire Reserve 
19:27 Dwyane Wade's Travel Essentials 
28:04 The Chicago Bears
31:45 An Unexpected Driving Test 
36:14 Mike Tomlin: Fired Or Quit?
43:27 Dry January: No Alcohol 
45:30 Trae Young Trade 
50:12 NBA Teams Dwyane Wants To Win
54:51 The Amateur Concept & Eligibility
01:01:52 Dunking Every Year Till 50
01:04:17 How Dwyane Spends His Birthday 
01:06:25 Dwyane's Quarterly Approach For 2026
01:08:37 Jordeci Vs Boys II Men

In this episode of The Timeout, Dwyane Wade and Bob reflect on growth, perspective, and where they are heading into 2026. Dwyane shares how a recent trip to Japan served as a reset ahead of his birthday, helping him focus less on resolutions and more on finding peace and protecting his mental health.
&nbsp;
He opens up about a regret from early in his career, admitting he gave away his bronze medal from the 2006 World Games and now sees it as an important part of his story that he wants back.
&nbsp;
The conversation moves through sports and culture, touching on the shifting landscape of the NFL and NBA, the future of college athletics, and how patience and time are essential for young players to grow. They also lighten things up with talks on fashion, lifestyle choices, and a classic R&amp;B debate that closes the episode on a fun note.
&nbsp;
Music Credit: Khari Mateen.
 
What We Discussed:
<ul>
<li aria-level="1">00:00 Introduction</li>
<li aria-level="1">00:54 A Day Ahead In Japan&nbsp;</li>
<li aria-level="1">03:30 Dwyane Gave His Bronze Medal Away!</li>
<li aria-level="1">06:11 A Serene Place Of Many Cultures</li>
<li aria-level="1">09:17 New Year's Approach</li>
<li aria-level="1">16:04 Chase Sapphire Reserve&nbsp;</li>
<li aria-level="1">19:27 Dwyane Wade's Travel Essentials&nbsp;</li>
<li aria-level="1">28:04 The Chicago Bears</li>
<li aria-level="1">31:45 An Unexpected Driving Test&nbsp;</li>
<li aria-level="1">36:14 Mike Tomlin: Fired Or Quit?</li>
<li aria-level="1">43:27 Dry January: No Alcohol&nbsp;</li>
<li aria-level="1">45:30 Trae Young Trade&nbsp;</li>
<li aria-level="1">50:12 NBA Teams Dwyane Wants To Win</li>
<li aria-level="1">54:51 The Amateur Concept &amp; Eligibility</li>
<li aria-level="1">01:01:52 Dunking Every Year Till 50</li>
<li aria-level="1">01:04:17 How Dwyane Spends His Birthday&nbsp;</li>
<li aria-level="1">01:06:25 Dwyane's Quarterly Approach For 2026</li>
<li aria-level="1">01:08:37 Jordeci Vs Boys II Men</li>
</ul>

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.

WY Network by Dwyane Wade

 DWade on Trae Young’s Fresh Start, Ja to Miami Rumors, & Giving Away His Olympic Bronze Medal

In this episode of The Timeout, Dwyane Wade and Bob talk about life, hoops, and perspective, starting with Bob reflecting on a recent trip to Japan with his wife, Lisa, and what it was like experiencing a different pace and culture.

 

The conversation shifts to the NBA, with Dwyane sharing how he prepares for broadcasting, why he believes the NBA Cup matters, and his amazement at Victor Wembanyama’s game. He also gives high praise to the current New York Knicks, calling this his favorite version of the team in decades under Jalen Brunson’s leadership.

 

They close the episode on a personal note, with Dwyane sharing a tense moment from his documentary involving Pat Riley and opening up about finally settling into life in Los Angeles after years of resisting the move.





Music Credit: Khari Mateen.

 

What We Discussed:
00:00 Introduction
00:48 Last Checkin For The Year 2025
08:04 5 Days In Vegas 
13:59 The Alien: Victor Wembanyama 
17:17 Most Improved Player Snub
19:56 Zaire Wade's College Inquiry 
24:56 Love & Basketball
29:41 Cleveland: Struggling With Expectations
32:25 The New York Knicks
38:54 The 2006 Championship
50:51 The Jordan Comparison
55:15 The Pat Riley Documentary Moment 
58:39 Settling In LA 

 

In this episode of The Timeout, Dwyane Wade and Bob talk about life, hoops, and perspective, starting with Bob reflecting on a recent trip to Japan with his wife, Lisa, and what it was like experiencing a different pace and culture.
&nbsp;
The conversation shifts to the NBA, with Dwyane sharing how he prepares for broadcasting, why he believes the NBA Cup matters, and his amazement at Victor Wembanyama&rsquo;s game. He also gives high praise to the current New York Knicks, calling this his favorite version of the team in decades under Jalen Brunson&rsquo;s leadership.
&nbsp;
They close the episode on a personal note, with Dwyane sharing a tense moment from his documentary involving Pat Riley and opening up about finally settling into life in Los Angeles after years of resisting the move.
 
Music Credit: Khari Mateen.
&nbsp;
What We Discussed:
<ul>
<li aria-level="1">00:00 Introduction</li>
<li aria-level="1">00:48 Last Checkin For The Year 2025</li>
<li aria-level="1">08:04 5 Days In Vegas&nbsp;</li>
<li aria-level="1">13:59 The Alien: Victor Wembanyama&nbsp;</li>
<li aria-level="1">17:17 Most Improved Player Snub</li>
<li aria-level="1">19:56 Zaire Wade's College Inquiry&nbsp;</li>
<li aria-level="1">24:56 Love &amp; Basketball</li>
<li aria-level="1">29:41 Cleveland: Struggling With Expectations</li>
<li aria-level="1">32:25 The New York Knicks</li>
<li aria-level="1">38:54 The 2006 Championship</li>
<li aria-level="1">50:51 The Jordan Comparison</li>
<li aria-level="1">55:15 The Pat Riley Documentary Moment&nbsp;</li>
<li aria-level="1">58:39 Settling In LA&nbsp;</li>
</ul>
&nbsp;

Why 2026 Means More to Dwyane Wade Than People Realize

In this episode of The Checkin, Dwyane Wade and Bob dive into accountability, leadership, and the standards it takes to win — both in the NBA and in everyday life. Wade breaks down his frustration with the Miami Heat after a tough loss, emphasizing defensive effort, culture, and why holding teammates accountable isn’t always comfortable. That leads into a conversation about Chris Paul as a true “accountability locker room guy,” and how organizations sometimes fail legends by not handling transitions the right way.

 

Beyond basketball, Wade talks about launching On the Fly with Dwyane Wade: Life in Motion, sharing why owning his narrative matters and how the series shows his life behind the scenes. He opens up about fatherhood, being more present with Kaavia, and his desire to build a real community for dads. The episode also touches on relationship effort, the importance of the small things, the Chicago Bears finally building a foundation, praise for Shedeur Sanders’ leadership, and a few light moments about Wade’s dog, Trey, plus his work in art and his golf lifestyle brand, Ace.

 

Music Credit: Khari Mateen

What We Discussed:
00:00 Introduction
01:29 Voice Training 
04:09 The Dwayne Show
08:16 On The Fly: Life In Motion
12:03 A Glimpse Of Dwayne Wade
15:12 All Access Vlog Vs Life In Motion
16:47 Expressing Vulnerability After Major Surgery 
20:34 Fatherhood As A Girl Dad
29:07 The Disrespectful & Loving Life Of Trey 
37:11 NBA Accountability & Standards: Chris Paul
56:09 Leadership & Team Culture In The NBA
01:02:30 Business > Winning 
01:10:50 Ace: Providing Opportunities In Golf
01:14:32 Chicago Bears: Coach Ben Johnson & Shedeur Sanders 
01:19:20 NBA Cup, The Holidays & New Year's Eve
1:20:33 50 Gold Balloons & A Leap Of Faith

In this episode of The Checkin, Dwyane Wade and Bob dive into accountability, leadership, and the standards it takes to win &mdash; both in the NBA and in everyday life. Wade breaks down his frustration with the Miami Heat after a tough loss, emphasizing defensive effort, culture, and why holding teammates accountable isn&rsquo;t always comfortable. That leads into a conversation about Chris Paul as a true &ldquo;accountability locker room guy,&rdquo; and how organizations sometimes fail legends by not handling transitions the right way.
&nbsp;
Beyond basketball, Wade talks about launching On the Fly with Dwyane Wade: Life in Motion, sharing why owning his narrative matters and how the series shows his life behind the scenes. He opens up about fatherhood, being more present with Kaavia, and his desire to build a real community for dads. The episode also touches on relationship effort, the importance of the small things, the Chicago Bears finally building a foundation, praise for Shedeur Sanders&rsquo; leadership, and a few light moments about Wade&rsquo;s dog, Trey, plus his work in art and his golf lifestyle brand, Ace.
&nbsp;
Music Credit: Khari Mateen
What We Discussed:
<ul>
<li aria-level="1">00:00 Introduction</li>
<li aria-level="1">01:29 Voice Training&nbsp;</li>
<li aria-level="1">04:09 The Dwayne Show</li>
<li aria-level="1">08:16 On The Fly: Life In Motion</li>
<li aria-level="1">12:03 A Glimpse Of Dwayne Wade</li>
<li aria-level="1">15:12 All Access Vlog Vs Life In Motion</li>
<li aria-level="1">16:47 Expressing Vulnerability After Major Surgery&nbsp;</li>
<li aria-level="1">20:34 Fatherhood As A Girl Dad</li>
<li aria-level="1">29:07 The Disrespectful &amp; Loving Life Of Trey&nbsp;</li>
<li aria-level="1">37:11 NBA Accountability &amp; Standards: Chris Paul</li>
<li aria-level="1">56:09 Leadership &amp; Team Culture In The NBA</li>
<li aria-level="1">01:02:30 Business &gt; Winning&nbsp;</li>
<li aria-level="1">01:10:50 Ace: Providing Opportunities In Golf</li>
<li aria-level="1">01:14:32 Chicago Bears: Coach Ben Johnson &amp; Shedeur Sanders&nbsp;</li>
<li aria-level="1">01:19:20 NBA Cup, The Holidays &amp; New Year's Eve</li>
<li aria-level="1">1:20:33 50 Gold Balloons &amp; A Leap Of Faith</li>
</ul>

CP3’s Future, Shedeur Rising, and Miami Heat Dreams

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

DWade on Trae Young’s Fresh Start, Ja to Miami Rumors, & Giving Away His Olympic Bronze Medal

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