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
Episodes
Tommy Duncan grew up in the healthcare industry, with his partners owning the only black-owned hospital in Detroit. After they fell on hard times and lost the business, he became an entrepreneur in the health space. He moved up the ladder quickly in the field and sold his first company in his 20s for $1.5 million. Years later, he sold his second healthcare company for $120 million. Most recently, he made news by starting a low-cost...
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
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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!
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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/pages...
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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 media investments. The conversation ...
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 Dunlap emphasizes the importance of ...
In this clip Storm Leroy talks about the keys to build generational wealth through opening up a trust. #trust #generationalwealth #lifeinsurance
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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 ...
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 citi...
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 accumulat...
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, ...
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 strategicall...
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 ...
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 conversation dives into the realities of fu...
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 w...
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 Tuition Code: EARNERS
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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...
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 exactl...
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 infla...
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 artifici...
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