iHeartPodcasts

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. Let’s go!! #earnyourleisurepodcast

Be sure to visit the podcast's website and support the creator: redcircle.com

Author

iHeartPodcasts

Category

Business

Podcast website

redcircle.com

Latest episode

Oct 20, 2026

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Episodes

WHY SMART PEOPLE LEASE CARS 31.12.2025

In this video, we discuss the benefits of leasing a car. We also discuss buying a new car vs buying a used car and how to get the best deal when purchasing a car. #cars #leasing #usedcar Full Interview:    • LEASING VS BUYING A CAR   See omnystudio.com/listener for privacy information.

Dangers of The Middle Class Mindset 30.12.2025

In this video, we discuss the dangers of the middle class mindset and how it can prevent you from achieving success. If you want to achieve great things in life, you need to break out of the middle class mindset and start thinking like an entrepreneur. Watch this video to learn more! See omnystudio.com/listener for privacy information.

Floyd Mayweather on Gervonta Davis Leaving Mayweather Promotions 29.12.2025

In this clip Floyd Mayweather talks about Gervonta "Tank" Davis' desire to leave Mayweather Promotions. #gervontadavis #floydmayweather #boxing Link to Full Episode:    • Floyd Mayweather on His Plans to Buy an NB...   EYL University: https://www.eyluniversity.com Monthly Investment Deal: https://www.earnyourleisure.com/pag...

Is Netflix the New Cable? Mega Deals, Paramount Drama & Why You Should Hold Long-Term 28.12.2025

In this insightful Market Mondays clip, Rashad Bilal, Ian Dunlap, and Troy Millings break down Netflix’s strategy and the latest shake-ups in the streaming and media industries. The hosts debate whether Netflix can reclaim $100+ per share and if it’s still a top buy for long-term investors—even as seismic changes hit Paramount and major players like Larry Ellison double down on m...

Top Investing Mistakes to Avoid in 2026 27.12.2025

Are you ready for 2026? In this Market Mondays clip, Rashad Bilal, Ian Dunlap, and Troy Millings dive deep into the biggest mistakes investors might make in the upcoming year—and how to avoid them. Whether you’re just starting your investment journey or looking to refine your strategy, this discussion delivers blunt, practical advice to help you prepare for seismic changes ahead. Ian D...

SECRETS to Rockefeller's trust. How to create GENERATIONAL WEALTH! 26.12.2025

In this clip Storm Leroy talks about the keys to build generational wealth through opening up a trust. #trust #generationalwealth #lifeinsurance See omnystudio.com/listener for privacy information.

Overcoming Limited Thinking to Build a $750 Million Company 26.12.2025

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 i...

Africa’s Real Estate Boom Is Just Getting Started | How to Invest Safely 26.12.2025

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...

Why 2026 Will Be a Market Rollercoaster: How to Prepare and Win 24.12.2025

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 v...

Who Deserves a Holiday Tip Best Year-End Tipping Practices 22.12.2025

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 essentia...

Most People Give up Longterm Wealth Chasing Quick Money 21.12.2025

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 &ld...

Ranking the Top Crypto Stocks: Coinbase vs. IBIT vs. MicroStrategy 20.12.2025

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...

How Two Friends Built a $750 Million Barber Tech Company 19.12.2025

This week on Earn Your Leisure, we sit down with Songe LaRon 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 conversa...

Investor Daily l: Is Now the Time to Buy Oracle? Cloud Profits, & Risks 17.12.2025

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 emphasize...

RYAN LESLIE MADE $2 MILLION OFF AN ALBUM THAT SOLD 17,000 COPIES 16.12.2025

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:    • Ryan Leslie discuses tech, text management...   EYL University: https://www.eyluniversity.com EYL University 40% off Annual...

The Future of Crypto, Bitcoin, & Prediction Markets 15.12.2025

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 stab...

Netflix, Warner Bros, and Monopolies: Caleb Silver Breaks Down the Power Moves 14.12.2025

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 g...

Will the Bull Market Continue? Economic Outlook for 2026 with Caleb Silver 14.12.2025

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...

Vlad Tenev on Robinhood’s Next Move: $1,000 for Every Baby, Future of Money, AI Prediction & Crypto 12.12.2025

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 di...

Biggest Investing Mistakes of the Year & How to Avoid Them 10.12.2025

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 reflect...

Dubai Is the Fastest-Growing Real Estate Market in the World 09.12.2025

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 renta...

THE KEYS TO MAKE $250k A YEAR SELLING ANY PRODUCT 08.12.2025

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&rsq...

Apple’s Comeback: Why Investors Are Quietly Winning Big in 2024 07.12.2025

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...

Elon Musk’s Stock Picks 06.12.2025

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,...

"YOU CAN’T TRADE STOCKS IF YOU’RE SCARED — GROW SOME BALLS!" 05.12.2025

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, w...

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