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PODCAST

Earn Your Leisure

Welcome to The Earn Your Leisure Podcast. Rashad Bilal and Troy Millings will be your host. Earn Your Leisure will be giving you behind the scenes financial views into the entertainment and sports industries as well as highlighting back stories of entrepreneurs. We will also be breaking down business models and examining the latest trends in finance. Earn Your Leisure is a college business class mixed with pop culture. We blend the two together for a unique and exciting look into the world of

business investing

All Episodes

8:50

Overcoming Limited Thinking to Build a $750 Million...

Earn Your Leisure ·

2025/12/26

In this clip from EYL, Rashad Bilal, Troy Millings, and Dave Salvant have a candid conversation about the realities of launching, scaling, and valuing SQUIRE—the revolutionary platform transforming the barbershop industry. Dave Salvant breaks down the challenges and successes of marketing SQUIRE to both Black and non-Black barbershops, revealing how preconceived notions and internal biases initially influenced their outreach strategies. He shares insightful lessons about how he and his team

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31:49

Africa’s Real Estate Boom Is Just Getting Started |...

Earn Your Leisure ·

2025/12/26

In today’s Earn Your Leisure episode, Mark Saint‑Julien (chatgpt://generic-entity?number=0) breaks down the real truth about investing in real estate across Africa. He explains how he first entered the market, why cash is still king in many African countries due to limited trust in banks, and how investors can avoid common scams. The conversation dives into the three essential land contracts everyone must understand, why cities like Dakar are seeing rising prices with steady demand, and how

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9:07

Why 2026 Will Be a Market Rollercoaster: How to...

Earn Your Leisure ·

2025/12/24

Get ready for an honest, no-nonsense look at the future of the financial markets! In this insightful Market Mondays clip, Rashad Bilal, Ian Dunlap, and Troy Millings break down what’s on the horizon for 2026 and beyond—and how you can put yourself in the best position to benefit. Ian Dunlap sets the tone by predicting a tumultuous year ahead but with a positive ending in 2026, urging viewers to focus on *asset accumulation*. Whether you believe in Bitcoin, Microstrategy, index funds, or

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9:44

Who Deserves a Holiday Tip Best Year-End Tipping...

Earn Your Leisure ·

2025/12/22

In this insightful clip from "Black Out with Ian & Rashad," hosts Rashad Bilal and Ian Dunlap dive deep into the important—yet often misunderstood—topic of year-end tipping. Responding to a listener question, they break down who should be on your tip list during the holiday season, how much you should give, and why showing appreciation to those who make your life easier is essential. Rashad shares common scenarios, highlighting everyone from sanitation workers, teachers, and valets,

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11:25

Most People Give up Longterm Wealth Chasing Quick Money

Earn Your Leisure ·

2025/12/21

In this insightful clip from Market Mondays, hosts Rashad Bilal and Ian Dunlap dive into one of the most important lessons for traders and investors: the dangers of chasing fast wins and why true wealth is built with discipline and patience. Ian shares his futures trading tip of the week, reflecting on lessons from the recent trading tournament and highlighting the importance of letting trades “breathe” and strategically planning entries on volatile market days like when Powell speaks or

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8:20

Ranking the Top Crypto Stocks: Coinbase vs. IBIT vs....

Earn Your Leisure ·

2025/12/20

In this Market Mondays clip, Rashad Bilal, Troy Millings, and Ian Dunlap break down the hottest crypto-related stocks and ETFs in today's market. The team dives deep into the strengths and weaknesses of Coinbase, IBIT (iShares Bitcoin Trust), and MicroStrategy—three major ways investors can get exposure to cryptocurrency through the stock market. Rashad starts the conversation by identifying each asset: Coinbase is the go-to platform for buying cryptocurrency, IBIT follows the price of Bitcoin

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70:36

How Two Friends Built a $750 Million Barber Tech Company

Earn Your Leisure ·

2025/12/19

This week on Earn Your Leisure, we sit down with Sonny Adams and Dave Salvant, the co-founders of Squire, to break down how they built a barbershop tech platform into a $750 million company. They share how they met, landed their first customers, and built their first product without deep technical skills — including why they gave Squire away for three years before ever charging. The conversation dives into the realities of fundraising, from relying on angel investors to survive, taking 60

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9:56

Investor Daily l: Is Now the Time to Buy Oracle?...

Earn Your Leisure ·

2025/12/17

In this Market Mondays clip, Ian Dunlap and Troy Millings dive into Oracle’s latest stock pullback and tackle the burning question: Is now the right time to buy Oracle shares? The conversation breaks down everything investors need to know—including the timing of Oracle’s cloud profitability, the challenges of CAPEX spending, and the shift in market sentiment. Ian Dunlap emphasizes patience, advising investors to wait until Oracle dips closer to $160 before considering an entry

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13:11

RYAN LESLIE MADE $2 MILLION OFF AN ALBUM THAT SOLD...

Earn Your Leisure ·

2025/12/16

In this clip legendary musician and entrepreneur Ryan Leslie breaks down how he made $2 million off an independent album that only sold 17,000 copies. #RyanLeslie #independentartist #musicbusiness Full Episode: •RyanLesliediscusestech,textmanagement... EYL University: https://www.eyluniversity.com EYL University 40% off Annual Tuition Code: EARNERSSee omnystudio.com/listener for privacy information.

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12:42

The Future of Crypto, Bitcoin, & Prediction Markets

Earn Your Leisure ·

2025/12/15

In this insightful clip, Vlad Tenev, co-founder and CEO of Robinhood, sits down with Rashad Bilal to discuss the rapidly evolving world of crypto, the transformative potential of bitcoin, and how Robinhood is pioneering innovative prediction markets. Vlad explores the next decade of crypto, emphasizing its role in making high-quality U.S. financial tools accessible globally. He highlights how stablecoins, especially US dollar-based ones, have brought financial stability to people in countries with

en-US

7:33

Netflix, Warner Bros, and Monopolies: Caleb Silver...

Earn Your Leisure ·

2025/12/14

In this exclusive Market Mondays clip, Rashad Bilal and Troy Millings welcome back Caleb Silver, editor in chief of Investopedia, to break down one of the biggest stories shaking up the entertainment and financial worlds: Netflix’s potential $72 billion acquisition of Warner Brothers’ streaming assets. Was this deal ever real? And what does it mean for the power dynamics of streaming giants? Caleb Silver explains exactly what a monopoly is, tracing its history from the era of the

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15:03

Will the Bull Market Continue? Economic Outlook for...

Earn Your Leisure ·

2025/12/14

In this clip from Market Mondays, hosts Rashad Bilal and Troy Millings sit down with financial analyst Caleb Silver to break down the current economic landscape and what lies ahead for 2026. The conversation starts with a historic event—the cancellation of the American jobs report—and what it signals for business journalists, policymakers, and everyday investors. Caleb Silver explains why, despite the anxiety over inflation and consumer confidence being at lows reminiscent of the Great

en-US

64:02

Vlad Tenev on Robinhood’s Next Move: $1,000 for Every...

Earn Your Leisure ·

2025/12/12

In this week’s episode of Earn Your Leisure, we sit down with Robinhood CEO Vlad Tenev for one of the most important conversations of the year. Fresh off a historic run that tripled Robinhood’s stock price, Vlad opens up about his proudest moment of 2025, the biggest misconceptions about the platform, and why he believes the retail investor is now the sophisticated investor. We also dive deep into the future of artificial intelligence, the evolution of predictive markets, the role of

en-US

6:50

Biggest Investing Mistakes of the Year & How to Avoid...

Earn Your Leisure ·

2025/12/10

In this insightful Market Mondays clip, Rashad Bilal, Ian Dunlap, and Troy Millings break down the most critical investing mistakes of the year and share powerful lessons for smarter investing going forward. Ian Dunlap highlights the missed opportunities during the market’s April run, emphasizing how not deploying capital during that crucial window was one of the biggest blunders. He reflects on the rare “guaranteed win” and urges viewers to always be ready to act when markets

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10:32

Dubai Is the Fastest-Growing Real Estate Market in...

Earn Your Leisure ·

2025/12/09

In this clip from EYL, Rashad Bilal sits down with Ahmed Ben Chaibah to dive deep into Dubai’s booming real estate market, innovative investment strategies, and the power of personal branding. Ahmed Ben Chaibah shares his perspective on the unstoppable growth of the UAE property market, revealing year-on-year increases of up to 30% or even 40%. He recounts stories of skyrocketing villa rental prices and highlights how Dubai’s competitiveness fosters both opportunity and challenge for

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15:42

THE KEYS TO MAKE $250k A YEAR SELLING ANY PRODUCT

Earn Your Leisure ·

2025/12/08

In this powerful clip from "EYL," David Shands sits down with Troy Millings to share his journey from working at the Cheesecake Factory to building a six-figure business selling T-shirts. David breaks down the essential mindset shifts and tactical strategies he used to turn his "off days" into $100 paydays, eventually quitting his job and scaling up his entrepreneurial dream. You'll hear David’s advice on setting practical work goals (not just sales goals), transitioning out of your 9-to-5,

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9:33

Apple’s Comeback: Why Investors Are Quietly Winning...

Earn Your Leisure ·

2025/12/07

In this Market Mondays clip, Rashad Bilal, Ian Dunlap, and Troy Millings dive deep into Apple’s stunning market performance, silencing rumors about its decline and revealing why it’s still a top pick for smart investors. As the broader market shows volatility, Apple hits a 52-week high, positioning itself once again as a “safe haven” alongside tech giants like Microsoft and Google. Ian Dunlap explains why the projected return for Apple over the next four years (25–33%)

en-US

12:29

Elon Musk’s Stock Picks

Earn Your Leisure ·

2025/12/06

Welcome to another insightful Market Mondays clip! In this dynamic conversation, Rashad Bilal, Ian Dunlap, and Troy Millings dive deep into Elon Musk's approach to investing and building wealth, discussing why the world's richest person chooses to focus on his own companies instead of diversifying into the stock market. The group reflects on Musk's revelation that, if he were to invest in stocks, his picks would be Google and Nvidia—two giants poised to lead the future of AI and data

en-US

7:40

"YOU CAN’T TRADE STOCKS IF YOU’RE SCARED — GROW SOME...

Earn Your Leisure ·

2025/12/05

In this insightful clip from Market Mondays, Rashad Bilal and Ian Dunlap dive deep into the psychological side of trading and investing. Ian Dunlap shares his trading tip of the week, advising futures traders to manage fear, embrace bigger risks, and strategically increase the size of their trades for bigger rewards. He recommends going for 33 contracts on the S&P 500 and targeting 42 ticks, which can potentially result in significant gains—if you have the courage to size up at the right

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32:50

“Why Stay In America If They Take Half Your Money?” |...

Earn Your Leisure ·

2025/12/05

In this episode of Earn Your Leisure, we sit down with Ahmed Ben Chaibah, the visionary founder of Aqua Fun, to break down why Dubai is becoming the #1 city in the world for entrepreneurs, investors, and anyone who wants true financial freedom. We talk about how Ahmed built the world’s largest inflatable waterpark, scaled to 780 employees across 34 locations, and grew an audience of 100K without spending a dollar on ads. He reveals the systems, discipline, and mindset that separate successful

en-US

1,359 results

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