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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

Introducing: The Why with Dwyane Wade

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

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

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 

This episode of The Timeout is just Dwyane and Bob kicking it&mdash;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.
&nbsp;
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.&nbsp;
&nbsp;
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&rsquo;s on their minds.
&nbsp;
Sports arguments happen the way they always do&mdash;quick, petty, funny, and somehow turning into real points about the league, teams, and the players they&rsquo;ve seen up close.
&nbsp;
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.
&nbsp;
Music Credit: Khari Mateen.
 
What We Discussed:
<ul>
<li aria-level="1">00:00 Introduction</li>
<li aria-level="1">01:19 Therapeutic Talks On The Timeout</li>
<li aria-level="1">04:09 The One Fact Fellowship&nbsp;</li>
<li aria-level="1">05:25 January 17: Lucky Day To Be Born</li>
<li aria-level="1">11:26 Checkin With Dwade</li>
<li aria-level="1">12:41 Checkin With Bob, Best Era To Be A Kid</li>
<li aria-level="1">20:00 The 70s: The Best Era To Be An Adult</li>
<li aria-level="1">21:23 Thanksgiving: A Time For Reunion&nbsp;</li>
<li aria-level="1">25:39 The Bears: Winning Culture Is Back!</li>
<li aria-level="1">33:50 Preparation For The Incoming Draft</li>
<li aria-level="1">37:14 Will The Pacers Struggle In 2026?</li>
<li aria-level="1">41:49 Steph Curry Ending With Under Armour&nbsp;</li>
<li aria-level="1">44:03 Inseason Cup Games</li>
<li aria-level="1">46:36 Did We Land On The Moon?</li>
<li aria-level="1">56:19 Having Testosterone Levels Checked</li>
<li aria-level="1">1:06:29 Emotional Intelligence In Men</li>
<li aria-level="1">1:13:18 The Lebron Jordan Debate</li>
<li aria-level="1">1:18:24 AI: The Line Between Real &amp; Fake Blurs&nbsp;</li>
<li aria-level="1">1:20:16 Joe Biden Vs Trump Golf Debate&nbsp;</li>
</ul>

Introducing: The Why with Dwyane Wade

WY Network by Dwyane Wade

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WY Network by Dwyane Wade

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