Chris Miles
American rapper
24
APPEARANCES
9
PODCASTS
036
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Aug 6, 2026
Retire Twice by 40: Cash Flow Secrets Financial Advisors Hide With Chris Miles
11:40
But I'm curious for you, how were you able to harness the mindset that is abundant when you grew up with that kind of scarcity mindset? How were you able to harness that very strong mentality that obviously led to your success?
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11:57Chris MilesGUEST
Yeah, I think we have the same dad, even though my dad was in Oregon, not Ohio, but still same O state, right? But yeah, no, he actually said those very same things.
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12:07Chris MilesGUEST
What do you think I made of money? Money doesn't grow on trees, those kind of things.
14 MINS LATER
The Anti-Financial Advisor And What Wealth Actually Is With Chris Miles
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5:08Chris MilesGUEST
He was post-Depression era when he was born, right? So he was kind of, like, just before the forefront of the baby boomers.
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5:14Chris MilesGUEST
And, uh, and so he, for him, like, you know, the guy that's, like, this penny-pinching saver is asking me for help, I, I was kind of humbled by it.
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5:21Chris MilesGUEST
But as I sat down with him, I flew back to Oregon to go see him, and then as I sat down with him, I, I, uh, looked at all of his numbers, everything.
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5:29Chris MilesGUEST
The guy had paid off all of his debt, including his house, so he was 100% debt-free.
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5:33Chris MilesGUEST
The guy had been stuffing money in his 401[k] retirement plan, getting the match and everything, just like every good boy should, right? That's the little checkbox you're supposed to do, and everything that I was teaching too.
16 MINS LATER
Chris Mile and Brett
7:41
25:13

Brett SwartsHOST
So I'm curious, you know, what are some of the freedoms and the transformation that your clients and listeners, you know, as they listen to your podcast as well, unlock and just maybe tell a couple, a couple stories until we, and then we'll dive into some, some, some specifics here.
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7:56Chris MilesGUEST
Yeah, the biggest shift that I had to make myself, and then also our clients have to make as well, is shifting away from this accumulation type of mentality, right? This compounding interest, the eighth wonder of the world, just save it for the next 40, 50 years, and you'll be set, right? Which is what my dad did.
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8:17Chris MilesGUEST
But the problem is that they try to match the wrong vehicle to the destination, right? The wrong vehicle usually being Wall Street, mutual funds, the S&P 500 or whatever other, you know, 401k stuff, which even with 100% match, I show people even with fidelity stats that because the funds perform so poorly that actually even with 100% match, you barely get the S&P 500 returns that you would have just invested on your own.
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8:42Chris MilesGUEST
Things like that, you know? And so I have to switch them away from this accumulation theory to a more of an acceleration income mentality.
16 MINS LATER

Brett SwartsHOST
yes i i i'm with you i'm with you chris so and i also have heard like only like three percent of or five percent of advisors outperform the s p right right so there's that whole there's that that thing as well and and so okay so what what what do you recommend when it comes to if someone does have let's use a higher network right let's say they're 10 million bucks is their wealth and What kind of allocation would you recommend? And if they're going to go into liquid securities, what is your thoughts? I don't know if recommend is a strong word, but what are some ideas that some might do for a proper allocation?
Full Show - 6/24/26 - Wizards Draft Dybantsa
115:13
JP FinlayHOST
I want to get to the actual strategy of how these players all fit together, but just in terms of the positivity surrounding the organization right now, how much, if at all, do you think Dawkins, Winger, the young guys that are a part of this, how much do you think they feel and how much can they feed off that?
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115:38Chris MilesGUEST
The NFL, I've never experienced it when I covered the league for 10 years, so I've never experienced what it was like to have the first pick.
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115:45Chris MilesGUEST
But the first pick, I've experienced that before, and I kind of know what it looks like.
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115:52Chris MilesGUEST
I had Michael Winger on our set last night, and Michael and I were both in Cleveland in 2003 when that kid from Akron said he was going to light up Cleveland like Vegas.
9 MINS LATER
Full Show - 6/10/26 - Another Brandon Aiyuk Video Has Hit The Timeline
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146:01Chris MilesGUEST
You say that because I'm going to explain this to you, JP, I've had the privilege of playing a fricking high school game in Madison square garden.
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146:10Chris MilesGUEST
And I'll never forget this feeling of getting on the court and my calf muscles are like just freezing up on me.
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146:17Chris MilesGUEST
And I was like, what is this? I was so nervous because even as a teenager, I understood the energy and the feeling and being a New Yorker and being out there and all those people looking at you.
Hour 4 - Trae Young Wants To Win With Wiz & Chris Miles
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32:35Chris MilesGUEST
... because even as a teenager I understood the energy and the feeling and being a New Yorker and being out there and all those people looking at you.
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32:46Chris MilesGUEST
And when I watched the Knicks in that first quarter of game three with all the celebrities there, like, oh look, you got Jay-Z, Fat Joe, and the president, and Dave Chappelle is not even on the front 'cause he's not important enough, right? [laughs] Like, he's over here on the side.
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33:02Chris MilesGUEST
I think that's too much, and I wonder if in game four that dies down a bit, they're all relaxed.
NBA Finals With Chris Miles
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10:01Chris MilesGUEST
... because even as a teenager I understood the energy and the feeling and being a New Yorker and being out there and all those people looking at you.
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10:12Chris MilesGUEST
And when I watched the Knicks in that first quarter of game three with all the celebrities there, like, oh look, you got Jay-Z, Fat Joe, and the president, and Dave Chappelle is not even on the front 'cause he's not important enough, right? [laughs] He's over here on the side.
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10:29Chris MilesGUEST
I think that's too much, and I wonder if in game four that dies down a bit, they're all relaxed.
Lynnell Willingham: The Knicks Take Control of the Finals
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93:15Chris MilesGUEST
And I'm like, oh, they going to go French Vanilla now? I can show you the text from my buddies.
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93:23Chris MilesGUEST
But my concept on Wimby is this, and if you look at what he got going in the third quarter, and you look at the shot he wanted to win the game, again, his mindset offensively is Kevin Durant.
96:26
Is this series over to you? Are you ready to call it or do you expect them to punch back in the garden?
Full Show | June 4, 2026
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79:22Chris MilesGUEST
Yeah, and one thing you gotta give credit to, that I think we always do this, it's like this with referees and coaches.
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79:28Chris MilesGUEST
When it goes bad, who are the first people we blame? The referees and the coaches.
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79:32Chris MilesGUEST
When it goes well, who are the first people we ignore? The referees and the coaches, right? And I think Mike Brown has done a magnificent job of putting a battery in Towns back, right? Getting him involved in different ways, to your point.
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79:47Chris MilesGUEST
The Knicks run in their last 12 games, they've won, what, 12 straight by 10 or more, and it's 272 points that they've won those games by.
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80:01Chris MilesGUEST
Like, that's the game that it all turned around where you're like, oh, if he's going to do that, then the Knicks are on a different level.
6 MINS LATER
HR2: Is the latest Brandon Aiyuk development the last straw? | Chris Miles analyzes Spurs vs Knicks Finals & predicts the winner
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38:09Chris MilesGUEST
Yeah, and one thing you gotta give credit to, that I think we always do this, it's like this with referees and coaches.
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38:15Chris MilesGUEST
When it goes bad, who are the first people we blame? The referees and the coaches.
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38:19Chris MilesGUEST
When it goes well, who are the first people we ignore? The referees and the coaches, right? And I think Mike Brown has done a magnificent job of putting a battery in Towns back, right? Getting him involved in different ways.
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38:32Chris MilesGUEST
To your point, the Knicks run in their last 12 games, they've won, what, 12 straight by 10 or more.
6 MINS LATER
Chris Miles analyzes Game 1 of the NBA Finals & predicts who will win the series
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6:55Chris MilesGUEST
Yeah, and one thing you gotta give credit to, that I think we always do this, it's like this with referees and coaches.
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7:01Chris MilesGUEST
When it goes bad, who are the first people we blame? The referees and the coaches.
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7:05Chris MilesGUEST
When it goes well, who are the first people we ignore? The referees and the coaches, right? And I think Mike Brown has done a magnificent job of putting a battery in town's back, right? Getting him involved in different ways.
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7:19Chris MilesGUEST
To your point, the Knicks run in their last 12 games, they've won, what, 12 straight by 10 or more, and it's 272 points that they've won those games by.
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7:34Chris MilesGUEST
Like, that's the game that it all turned around where you're like, oh, if he's going to do that, then the Knicks are on a different level.
9 MINS LATER
VSiN Weekend Morning Line | May 30, 2026 | Hour 1
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27:10Tim MurrayHOST
Does this surprise you at all that 20 years old, year one in the league, you're seeing him shine as well as he has, especially like he did in game six?
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27:21Chris MilesGUEST
Well, look, it surprises me in just how well he's playing, right? But it doesn't surprise me, because this was the game plan all along.
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27:29Chris MilesGUEST
If you go look at Dylan Harper's box scores from early in the season, four points, you know, one for five from the field, and the turn for him really happened in January and February.
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27:40Chris MilesGUEST
I actually had an interview with him at the, I think it was the end of February, and I told him, "Man, your assist-to-turnover ratio is five to one." And he was like, "Really? I'm getting that together.
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27:54Chris MilesGUEST
He's still a 20-year-old kid, right? And I started to understand that there's a difference between players who come into this league.
6 MINS LATER
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33:44Tim MurrayHOST
What do you expect from Victor tonight? Is this a game where he tries to take it over? Does he facilitate a little bit more? Curious your expectations of Wembanyama tonight.
Long Run 263 - Chris Miles - 200 Milers in the U.K.
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76:26Chris MilesGUEST
[laughs] Well, there was, um, there was a section that was about 120 to 140 miles in, I think it is, um, where, uh, there, there just isn't really a track.
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76:44Chris MilesGUEST
If anyone who knows the race is listening will know exactly what I'm, I'm talking about.
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76:48Chris MilesGUEST
It's, um, it's basically marshland, and you've gotta get from one side of it to the other.
17 MINS LATER
VSiN PrimeTime | May 21, 2026 | Hour 3
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18:14Chris MilesGUEST
J-Dub got enough rest, uh, coming into this one, right? 'Cause they had time off, and he didn't play in the last series.
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18:24Chris MilesGUEST
So when he didn't come back out, I was like, "I wonder if he tweaked it and they're afraid of it getting worse." It's listed as day to day, right? And we all know those, like, hamstrings-They're just, like, a little bit naggy even when you come back from it.
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18:37Chris MilesGUEST
So, um, I imagine with the series being tied 1-1 that the Thunder might be cautious and sit him the next game, right? Uh, but then I think he'll be back on the floor.
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21:12Tim MurrayHOST
... play tomorrow, which I would say is a safe bet, uh, how much of a loss is that for this Spurs team?
Lynnell Willingham: I Told You The Sixers were Coming
112:51
What did you make of what happened last night, and do you give Philadelphia a chance to beat the New York Knicks in round two?
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112:59Chris MilesGUEST
So I think I said this to you before, right? The thing that intrigued me most about the 76ers was how good can VJ Maxx be? Because this is the VJ Maxx era.
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113:13Chris MilesGUEST
But for Tyrese Maxey to drop 30 on the road in the game seven and have the two dagger buckets, I'm like, okay.
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113:25Chris MilesGUEST
He's him, and he should not have been, what, 20-something in the draft? That's bananas.
6 MINS LATER
119:36
If they can't get healthy and then you add him to their rotation, they could be a dangerous group.
Best Interviews on 106.7 The Fan/Team 980: April 20-24, 2026
28:52

Kevin SheehanHOST
Um, how about that performance? Give me, give me a minute on what the Sixers did last night, 'cause I don't think many people saw that coming.
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29:02Chris MilesGUEST
Well, I, I, I think you have to hit the rewind button a little bit and understand, uh, BJ Edgecombe, I've been swinging those pom-poms for three years now, right? And I was told that w- I had foolish takes on this kid, okay? So let me explain something to you.
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29:23Chris MilesGUEST
He was there at the same time, and I went and saw him, and I'm like, "Man, this kid is s- hyper-athletic," and I look at him as, like, a baby Andre Iguodala, right? As I watched him progress and then he played international, um, ball and was cooking with Eric Gordon, DeAndre Ayton on the same team, I go, "I think he's an equal prospect to Cooper Flop." And people told me, "You're out of your mind.
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29:47Chris MilesGUEST
You're insane." And I'm tell- I'm like, "Look, he's the kind of player that the bigger the game, the bigger the moment, the better he is."And what we saw in this playoff series, we're trying to wonder what the Sixers are gonna be in the future.
Best of The Kevin Sheehan Show | April 20- 24
27:37

Kevin SheehanHOST
Um, how about that performance? Give me, give me a minute on what the Sixers did last night, 'cause I don't think many people saw that coming.
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27:47Chris MilesGUEST
Well, I, I, I think you have to hit the rewind button a little bit and understand, uh, V.J. Edgecombe, I've been swinging those pom-poms for three years now, right? And I was told it was...
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28:08Chris MilesGUEST
He was there at the same time, and I went and saw him, and I'm like, "Man, this kid is s- hyper-athletic," and I look at him as like a baby Andre Iguodala, right? As I watched him progress and then he played international, um, ball and was cooking with Eric Gordon, DeAndre Ayton on the same team, I go, "I think he's an equal prospect to Cooper Flop." And people told me, "You're out of your mind.
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28:32Chris MilesGUEST
You're insane." And I'm tell-- I'm like, "Look, he's the kind of player that the bigger the game, the bigger the moment, the better he is." And what we saw in this playoff series, we're trying to wonder what the Sixers are gonna be in the future.
Full Show | April 22, 2026
144:26

Kevin SheehanHOST
Um, how about that performance? Give me, give me a minute on what the Sixers did last night because I don't think many people saw that coming.
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144:36Chris MilesGUEST
Well, I, I, I think you have to hit the rewind button a little bit and understand, uh, V.J. Edgecombe, I've been swinging those pom-poms for three years now, right? And I was told it w-- I had foolish takes on this kid, okay? So let me explain something to you.
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144:57Chris MilesGUEST
He was there at the same time, and I went and saw him, and I'm like, "Man, this kid is hyper-athletic," and I look at him as like a baby Andre Iguodala, right? As I watched him progress, and then he played international, um, ball and was cooking with Eric Gordon, DeAndre Ayton on the same team, I go, "I think he's an equal prospect to Cooper Flop." And people told me, "You're out of your mind.
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145:21Chris MilesGUEST
You're insane." And I'm tell-- I'm like, "Look, he's the kind of player that the bigger the game, the bigger the moment, the better he is." And what we saw in this playoff series, we're trying to wonder what the Sixers are gonna be in the future.
HR3: Cole Cubelic thinks the Commanders can fix this issue in the NFL Draft! | Chris Miles analyzes & Predicts rd 1 of the NBA Playoffs
42:56

Kevin SheehanHOST
Um, how about that performance? Give me, give me a minute on what the Sixers did last night because I don't think many people saw that coming.
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43:05Chris MilesGUEST
coming.Well, I, I, I think you have to hit the rewind button a little bit and understand, uh, V.J. Edgecombe, I've been swinging those pom-poms for three years now, right? And I was told that w- I had foolish takes on this kid, okay? So let me explain something to you.
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43:25Chris MilesGUEST
So, you know, I kinda heard about him with Kai and Anthony, he was there at the same time.
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43:28Chris MilesGUEST
And I went and saw him, and I'm like, "Man, this kid is so hyper-athletic," and I look at him as like a baby Andre Iguodala, right? As I watched him progress and then he played international, um, ball and was cooking with Eric Gordon, DeAndre Ayton on the same team, I go, "I think he's an equal prospect to Cooper Flop." And people told me, "You're out of your mind.
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43:51Chris MilesGUEST
You're insane." And I'm tell- I'm like, "Look, he's the kind of player that the bigger the game, the bigger the moment, the better he is." And what we saw in this playoff series, we're trying to wonder what the Sixers are gonna be in the future.
Chris Miles breaks down round 1 of the NBA Playoffs and gives his predictions
6:50

Kevin SheehanHOST
Um, how about that performance? Give me, give me a minute on what the Sixers did last night, 'cause I don't think many people saw that coming.
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6:59Chris MilesGUEST
Well, I, I, I think you have to hit the rewind button a little bit and understand, uh, V.J. Edgecombe, I've been swinging those pom-poms for three years now, right? And I was told it w-- I had foolish takes on this kid, okay? So let me explain something to you.
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7:20Chris MilesGUEST
He was there at the same time, and I went and saw him, and I'm like, "Man, this kid is s-hyper-athletic," and I look at him as, like, a baby Andre Iguodala, right? As I watched him progress and then he played international, um, ball and was cooking with Eric Gordon, DeAndre Ayton on the same team, I go, "I think he's an equal prospect to Cooper Flop." And people told me, "You're out of your mind.
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7:45Chris MilesGUEST
You're insane." And I'm te-- I'm like, "Look, he's the kind of player that the bigger the game, the bigger the moment, the better he is." And what we saw in this playoff series, w-we're trying to wonder what the Sixers are gonna be in the future.
Victor Wembanyama is under the MOST Pressure in NBA Playoffs, Rueben Bain Will DOMINATE the NFL! Finals or Bust for Knicks?
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164:55Chris MilesGUEST
And I don't know how much of it is true, how much of it is fake, whatever, but everyone knew the kid, right? And I'm talking, just like the, you know, the Champagny twins.
6 MINS LATER
J
170:35JoelAUDIENCE
You
Lynnell Willingham: Rory McIlroy the Biggest Choker in Sports
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93:35PasqualeAUDIENCE
don't
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93:35Chris MilesGUEST
forget, it was still a question of like, did he play enough games to win MVP? Like people were even doing that his MVP season.
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93:45Chris MilesGUEST
Like, you basically have to have a third of the season in the playoffs, right? Like, you've got to play three months of hardcore basketball.
10 MINS LATER
Draymond Green Ruined the Warriors Dynasty
49:51
What do you make of this freshman class, and what are your early thoughts here on the 2026 draft?
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49:57Chris MilesGUEST
Well, you know, and I've probably talked to you about this over the last couple of years, but this particular group of kids, and Cooper was in this class, right? I was told when they were in their freshman year, I started to get a buzz like, hey, Chris, this class is special.
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50:14Chris MilesGUEST
And I'm like, what are you guys talking about? They're like, no, no, no, man, like that LeBron, Wade year.
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50:21Chris MilesGUEST
And then the thing with Darren Peterson, I became partial with him because Sam Mitchell was like, hey, I'm coaching this kid from Ohio, Chris.
52:19
Looking big picture at that group, What are folks saying around league circles about the job that Mike Winger and Will Dawkins have done there?
Cash Flow Is the Key to Financial Freedom | Chris Miles (MU Classic)
17:32
34:31

Kirsten TyrrelHOST
So looking back now, what would you do differently when you were making that kind of money? And I know this kind of maybe veers off the path of the bigger conversation here, but I think it's important that we know how do we as entrepreneurs be a little bit more intentional and purposeful with the income? And what would you go back if you're like, if I could tell myself anything, I would do this differently?
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17:52Chris MilesGUEST
No, this is perfectly in line with the conversation because it's all about cashflow, right? And when I talk about cashflow, I'm talking about like the Robert Kiyosaki definition, which is your income's here, your expenses are here.
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18:01Chris MilesGUEST
The difference in between the profit is cashflow, right? Positive cashflow is profit.
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18:09Chris MilesGUEST
And that's what I mean when I say cashflow, you know, which is different than passive income.
16 MINS LATER

Kirsten TyrrelHOST
What is your take on this? I've kind of taught myself this is more that's an option and not an opportunity so how do you feel like do you have any advice on how we stay dialed in when we have found that thing I love that you said if we're not the best at it we're not going to do it but what are some of the things that you look back at your own experience too and you see okay this is what really helped me to stay to stay on track to stay focused on building the one thing


