Troy Millings
19
APPEARANCES
18
PODCASTS
036
DEC 30
JAN 6
JAN 13
JAN 20
JAN 27
FEB 3
FEB 10
FEB 17
FEB 24
MAR 3
MAR 10
MAR 17
MAR 24
MAR 31
APR 7
APR 14
APR 21
APR 28
MAY 5
MAY 12
MAY 19
MAY 26
JUN 2
JUN 9
JUN 16
JUN 23
JUN 30
JUL 7
JUL 14
JUL 21
JUL 28
AUG 4
AUG 11
AUG 18
AUG 25
SEP 1
SEP 8
SEP 15
SEP 22
SEP 29
OCT 6
OCT 13
OCT 20
OCT 27
NOV 3
NOV 10
NOV 17
NOV 24
DEC 1
DEC 8
DEC 15
DEC 22
DEC 29
JAN 5
JAN 12
JAN 19
JAN 26
FEB 2
FEB 9
FEB 16
FEB 23
MAR 2
MAR 9
MAR 16
MAR 23
MAR 30
APR 6
APR 13
APR 20
APR 27
MAY 4
MAY 11
MAY 18
MAY 25
JUN 1
JUN 8
JUN 15
JUN 22
JUN 29
JUL 6
JUL 13
JUL 20
JUL 27
AUG 3
AUG 10
AUG 17
AUG 24
AUG 31
SEP 7
SEP 14
SEP 21
Sep 25, 2026
How the Earn Your Leisure Hosts sparked a financial revolution
10:20
10:33
11:08
11:17
17:16

Ian SchwartzmanHOST
just called him like oh you want to do a show and this is a great thing because it ends with you guys making this enormously successful business but what's wrong with the education system that you guys had to turn into the mr rachel of finance
Troy MillingsGUEST
the the complicity was what forced me to say, we need to do this, right? Like I'm working in education for, I think 10 years at the time, I'm realizing that everything that we're teaching and I'm watching my colleagues teach and I'm watching students, I'm like, what are they gonna be using in the future? Like we're learning about science and all these things are great fundamentally for the development of the child, but like who's gonna teach them about the things that are gonna take them out of their neighborhood, out of their circumstances, how they're gonna make decisions, whether it's college or whether they're gonna become entrepreneurs.
Troy MillingsGUEST
And what happened in that six weeks of the summer, I was like, look, I teach for 10 months and this six weeks that we're educating, it feels more fulfilling.
Troy MillingsGUEST
How do I get this? So while he's doing that on social media, I'm thinking to myself, how do I scale this program to make it available to more people? Because as they see it, they're like, why isn't my kid in that? Why didn't I learn that? And so you see the gap where, okay, they left this out very intentionally, in my opinion, for somebody to fulfill it.
6 MINS LATER

Ian SchwartzmanHOST
Or based on your knowledge and your knowledge as an educator and a financial professional.
The State of Black Economics ft. Earn Your Leisure | Angela Rye SoloPod
16:25
16:43
16:47
17:09
20:45
Rashad BilalGUEST
So I think whatever area of expertise that you come from, take some time, sit back, see how you can add those skills and services that you learnt from working into an entrepreneurial world that you can help more people and scale.
Troy MillingsGUEST
I think that kinda is our story, right? Like, he comes from financial services.
Troy MillingsGUEST
I was in education my, my entire life, right? They, they used to joke that, you know, I went to school my whole life to go back, and I'm like, "Well, [chuckles] kind of." Right? Like I, I, I just enjoyed teaching people, and so that skill set has never left me, right? The, the subject has changed of what I'm teaching now, but the skill set has never left me, and it's allowed me to do other things, to specifically invest, which I think is so important, uh, and definitely for Black women.
Troy MillingsGUEST
Um, Angela, like you, my household was run by my mom when it came to finance.
Rashad BilalGUEST
So just made a lot of sense from, from, you know, why we chose Atlanta, um, the city, to do Invest Fest.
BLACK MONEY FORUM WITH MEDIA/NEWS COMPANY EARN YOUR LEISURE!
1:57
Troy MillingsGUEST
And if we do enough work, we add enough value and have enough impact, the people that we wrote, those 10 names, They'll know who we are and they'll see that we can add value to their situation as well and vice versa.
R
4:17RobHOST
And what does Black Money Forum mean to you guys?
Talking Invest Fest with Rashad & Troy From Earn Your Leisure - 8.5.26
1:06
1:11
1:19
1:24
S
1:03speaker_2ADVERTISER
Presented by iHeart.
Troy MillingsGUEST
When traveling for events or festivals throughout the country, every dollar matters.
Troy MillingsGUEST
We compare flights, prices, hotel rates, and restaurant options, so why wouldn't we compare rides? Personally, I always check Lyft before booking a ride.
Troy MillingsGUEST
Prices can change throughout the day depending on traffic, weather, and what's happening in the city.
Troy MillingsGUEST
If you're headed to a concert, out to dinner, or catching up with your friends on a Friday night, taking a few seconds to check Lyft could leave you with more money to enjoy the experience.
FULL SHOW: Special Guests Troy & Rashad from Earn Your Leisure, Strawberry Letter: I Know You Lying - 8.5.26
48:07
48:11
48:20
48:25
B
48:02Bowen YangADVERTISER
Kewpie, the original Japanese mayonnaise.
Troy MillingsGUEST
When traveling for events or festivals throughout the country, every dollar matters.
Troy MillingsGUEST
We compare flights, prices, hotel rates, and restaurant options, so why wouldn't we compare rides? Personally, I always check Lyft before booking a ride.
Troy MillingsGUEST
Prices can change throughout the day depending on traffic, weather, and what's happening in the city.
Troy MillingsGUEST
If you're headed to a concert, out to dinner, or catching up with your friends on a Friday night, taking a few seconds to check Lyft could leave you with more money to enjoy the experience.
24 MINS LATER
B
72:29Bowen YangADVERTISER
Kewpie, the original Japanese mayonnaise.
Episode 509 w/ Earn Your Leisure
34:49
34:57
35:04
35:13
146:20
Troy MillingsGUEST
Does it translate always? I, I think people, they hear the information, and they can interpret it but so much, right? 'Cause the laws are different, governments are different- Right ...
Troy MillingsGUEST
policies are different, and so it's that, that need for it, right? They're like, again, "Somebody's at least speaking about financial education.
Troy MillingsGUEST
I know some of those things don't apply, but maybe I can use this in terms of entrepreneurship to get my business off the ground." Which is part of the reason why we, we kinda go there.
Troy MillingsGUEST
'Cause we understand that, but if we were able to do this in America with Earn Your Legit, what happens when we go to Africa and we go to Accra and we find entrepreneurs that are doing it? And I've seen, like, hey, we want to give everybody this story so that the people here can now find opportunities in this story, right? It's one thing to hear us do it, but it's even a better story when they hear people that are from where they're from-
1 HR 51 MINS LATER
Troy MillingsGUEST
Like I said, just Wu-Tang was, was everything, down to like obviously getting every album they, that they made.
The breakfast club
52:13
T
21:41Troy MillingsGUEST
I think a lot of times when you're a black entrepreneur, a lot of things are just expected.
T
21:47Troy MillingsGUEST
Or if somebody else would come, like a Forbes or somebody like that, then they would roll out the red carpet and do everything.
30 MINS LATER
David PorterGUEST
Every question Lauren or Jess or you guys had, I know it's going to be on point, and it's going to be digging for something deeper, and I got to be on ready for
How Earn Your Leisure Made Financial Literacy Cool
5:12
5:18
5:25
5:35
5:39
49:17
Troy MillingsGUEST
I think we kind of just, we were, had a vision to be, a- again, a bigger brand than what we were.
Troy MillingsGUEST
Um, but these opportunities kind of came as we were building it, right? So they always have that analogy, like, we're building the plane as we're flying it.
Troy MillingsGUEST
Um, and the more we got around people, the more we got around people of influence and networking, we got to see ideas, and so w- we watched the landscape.
Troy MillingsGUEST
And that kind of came naturally from interviewing the folks that we were sitting down with.
Troy MillingsGUEST
Every time people would come down, we would ask them questions very intentionally about what they did with their business, how, how they actually created a business from it.
44 MINS LATER

Brandon ButlerHOST
Before we get out of here, man, my, my last question that I have is, um, I'm a big believer that you can either leave a blueprint or permission when it comes to people, right? Like, the work you're doing, right? So what I would ask each one of you all is, or in totality, right, like when you think about the work you all do with Earn Your Leisure and InvestFest and Mar- and all, all the entire, just the whole empire, right, like what would e- either be the blueprint y'all leaving for the next person, or what permission would you be giving to the next person to follow in your footsteps?
Why Financial Literacy Can't Wait with Earn Your Leisure
T
76:01Troy MillingsGUEST
Yeah, we, we in a, we in a crazy time, right? 'Cause right now we're talking about artificial intelligence.
T
76:13Troy MillingsGUEST
People will be living longer, right? We saw somebody recently that, hey, we found the first cure maybe for sickle cell, right? We're gonna see in the next 10 years that diseases are gonna be eradicated.
6 MINS LATER
EP 483: Are Women Financial Liabilities in Marriage? Feat. Earn Your Leisure
42:10
42:21
42:32
W
42:10WeezyWTFHOST
Yeah.
Troy MillingsGUEST
Right? So, like, you grow up saying, like, "I wanna be like this guy." Why? Well, he had the money, he had the women, he had the cars, right? Women are attracted to it.
Troy MillingsGUEST
The guys are gonna follow where the women go, right? And so it's just one of these things, and obviously we know if we didn't have the same, uh, type of appearance, yeah, it could've been different.
Troy MillingsGUEST
But the, the most important thing that we do is, all right, let's f- let's feed into the value first.
S
42:37speaker_10UNKNOWN
Yeah.
FULL SHOW: Exclusive: Ryan Clark Allegedly Blindsided By ESPN President Of Content Burke Magnus + Earn Your Leisure Interview
46:38
46:47
46:56
46:59
Troy MillingsGUEST
We, uh, we flirted with the idea, just because, you know, the lack of support that we've gotten from, from the city of Atlanta has been, you know, something that ha- has been puzzling.
Troy MillingsGUEST
But we, we, we come from grassroots, so we know how to build things from the ground up, get help from, you know, our partners and, and people in the world of, of business that have helped support the event.
Troy MillingsGUEST
Um, but we flirted with it, but it's just something about the city of Atlanta.
Troy MillingsGUEST
When, you know, COVID was happening and we were looking at a space we could do it, it's the epicenter of Black culture, of Black business, of B- Black entrepreneurship.
INTERVIEW: Earn Your Leisure Talks 'Invest Fest' '26, The Future of AI, Jaÿ - z Yankee Stadium, Black Entrepreneurship + More
11:38
11:47
11:56
11:59
22:34
Troy MillingsGUEST
We, uh, we flirted with the idea, just because, you know, the lack of support that we've gotten from, from the city of Atlanta has been, you know, something that b- has been puzzling.
Troy MillingsGUEST
But we, we, we come from grassroots, so we know how to build things from the ground up, get help from, you know, our partners and, and people in the world of, of business that have helped support the event.
Troy MillingsGUEST
Um, but we flirted with it, but it's just something about the city of Atlanta.
Troy MillingsGUEST
When, you know, COVID was happening and we were looking at a space we could do it, it's the epicenter of Black culture, of Black business, of B- Black entrepreneurship.
10 MINS LATER
S
22:34speaker_9UNKNOWN
Mm.
Troy MillingsGUEST
But the people that are actually giving information, right? I, I feel like it is the Super Bowl for entrepreneurship, and so whatever's happening in the year, that's what's being the, the forefront, whether it's AI, whether it's crypto, whether it's real estate.
Building What Lasts
10:41
10:49
33:45
Troy MillingsGUEST
... because we can see that technology is going to lead this, and if we're in the right technology companies that are gonna appreciate over the next five, 10 years, we'll be pretty good.
Troy MillingsGUEST
But bigger than that is this thing is going to change the world as we know it-
23 MINS LATER
Troy MillingsGUEST
Like you said, we're, we're a close-knit community, so we grew up with a lot of, a lot of people that are watching this that, you know, came on the journey with us, had time with us, are no longer with us, so yeah, that, that's been the most difficult one.
ITV #247: Earn Your Leisure Reveals The Truth About Invest Fest, Haters & Building A Billion-Dollar Brand | Inside The Vault
23:53
24:05
24:16
24:22
24:27
Troy MillingsGUEST
If you're not there, well, why not? You're talking about the leaders in entertainment, but also the leaders in finance, entrepreneurship, business, real estate, all coming together to give information.
Troy MillingsGUEST
And so something that has that many like-minded people, if you're not part of it, then what are you really doing? I think one of the key things is that, like you said, it really isn't about us.
Troy MillingsGUEST
When you say that you got on the stage, I'm looking at it like, man, Ash gets to speak in front of that many people.
Troy MillingsGUEST
Who's going to give him that type of moment again? What's that moment like for him? So we watch it from an advantage point.
Troy MillingsGUEST
Obviously, we're privileged to be part of the founding team of it and be on the stage, but I like it for everybody else.
14 MINS LATER
S
38:13speaker_8ADVERTISER
Protect yourself now at ora.com slash remove.
Troy Millings: How To Become A Millionaire On A 9-5 Salary (Painfully Simple!)
T
18:41Troy MillingsGUEST
It, it, it's still here.I think it very much thing is because what you don't realize what you're living in is trauma.
T
18:51Troy MillingsGUEST
Wait, what do we do? Number one, for yourself, how do you recover? But you have three children that are now part of this.
17 MINS LATER
WUWY: Wealth Wednesday With Candi Carter + Earn Your Leisure
31:30
31:38
31:42
Angela YeeHOST
But why shouldn't we aspire toward that? And why shouldn't we feel like we deserve to do that?
Troy MillingsGUEST
I'm always interested when people open it and see the first line is the American dream is a lie.
Troy MillingsGUEST
Because we've been told, you know, it's the white picket fence and it's the big house and it's the two and a half kids, which is impossible.
The Power of Financial Literacy: What Every Family Needs to Hear w/ Troy Millings 📋 EP153
2:18
2:21
2:31
2:38
Troy MillingsGUEST
And I was like, "I gotta turn this into something." Um, so that program, I tried to scale.
Troy MillingsGUEST
I put it in a few schools, and I was like, "This is what's needed." Uh, at the same time, you know, my partner Rashad was creating his own imprint on social media, but he was my financial advisor.
Troy MillingsGUEST
He was my best friend throughout high school, uh, obviously, as we, you know, we went to college.
Troy MillingsGUEST
You can come in and co-teach with me," right? Like, "You know more about finance than I do.
14 MINS LATER
Does Getting Married Help You Earn More Money? Earn Your Leisure's Troy and Rashad on the Marital Minimum Wage, Tariffs, Financial Trauma and "F U Numbers"
T
11:06Troy MillingsGUEST
I still live in the neighborhood where that house is, which is pretty interesting.
T
11:09Troy MillingsGUEST
So when we were writing the book, I drove past it just as a moment to see how far we've come.
T
11:13Troy MillingsGUEST
But yeah, my, my parents from Jamaica, they moved to the Bronx, and we were living in the South Bronx in the '80s.
T
11:23Troy MillingsGUEST
And at the time, I remember them trying to get as much money as they could for the down payment, borrowing money from family members, and we finally got the house, and it was great.
14 MINS LATER
:max_bytes(150000):strip_icc()/GettyImages-1353004401-0688a51d281645e2a87c459b32984486.jpg)
