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Earn Your Leisure

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Earn Your Leisure
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  • Netflix, Warner Bros, and Monopolies: Caleb Silver Breaks Down the Power Moves
    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 railroads and the origin of U.S. antitrust laws to today’s streaming wars. The trio discusses how monopolies work, why the government steps in with antitrust policies, and how proximity to political power plays a bigger role in the stock market than ever before. You’ll get expert insights into: Why "Assets over Liabilities" is more than just a hoodie slogan—it's the ultimate metric in the current market. How and why the Federal Trade Commission cracks down on monopolies. The real meaning behind antitrust cases and how they protect consumers and competitors. The surprising influence of presidential administrations in shaping business deals and market outcomes. What the Netflix x Warner Brothers mega-deal could signal for the future of entertainment and investing. Whether you’re a budding investor, an industry insider, or just a fan of Market Mondays’ fresh takes, this clip offers a crash course in market mechanics, business strategy, and why your proximity to power could make or break your portfolio. Drop your thoughts in the comments and don’t forget to hit subscribe for all the latest Market Mondays insights! *Hashtags:* #MarketMondays #Investing #Netflix #Monopoly #Antitrust #WarnerBros #StreamingWars #AssetsOverLiabilities #CalebSilver #FinancialEducation #Stocks #BusinessNewsSee omnystudio.com/listener for privacy information.
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  • Will the Bull Market Continue? Economic Outlook for 2026 with Caleb Silver
    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 Financial Crisis, the U.S. economy is in better shape than most people feel. The clip dives into key data points like updated unemployment rates, wage growth, and the impact of underreported layoffs and AI-driven changes in the job market. The discussion pivots to stock market trends, especially the dominance of the "Mag 7" mega-cap tech stocks. Troy Millings asks the crucial question: If the Mag 7’s run slows, can the rest of the S&P 500 pick up the slack? Caleb Silver provides deep insights into what breadth in the market really looks like, highlighting why recent rallies in healthcare, financials, and commodities matter for investors seeking diversification. Walmart’s shift to the Nasdaq and its surprising outperformance versus other tech giants is put under the spotlight. Caleb Silver explains why Walmart's move is strategic, aiming for a spot among elite growth stocks and inclusion in popular indices. Looking ahead, the clip identifies where opportunities may exist for investors going into 2026, including sector rotation, the resurgence of healthcare and biotech, and the importance of looking at undervalued mid- and small-cap stocks. Caleb Silver explains the difference between small, mid, large, and mega-cap companies, and how those categories affect investment strategies in a world dominated by trillion-dollar giants. If you want to understand where the U.S. market, consumer sentiment, and investor behavior are heading, this clip is packed with actionable analysis. Plus, get a behind-the-scenes glimpse of what investors and financial researchers are really looking up as we close out the year. *Hashtags:* #MarketMondays #CalebSilver #EconomicOutlook #2026Forecast #StockMarket #Investing #Walmart #Mag7 #MidCapStocks #SmallCapStocks #FinancialAnalysis #ConsumerConfidence #Inflation #JobMarket #SectorRotation #WallStreet #Nasdaq #S&P500 #BullMarket #InvestopediaSee omnystudio.com/listener for privacy information.
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  • Vlad Tenev on Robinhood’s Next Move: $1,000 for Every Baby, Future of Money, AI Prediction & Crypto
    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 crypto in global access, and Robinhood’s mission to build a complete financial ecosystem. Vlad breaks down how AI is creating opportunity—not eliminating it—why he doesn’t believe we’re in an AI bubble, and how their new “Legend” model has transformed productivity at scale. From billion-dollar opportunities to the new Treasury-backed $1,000 investment accounts for every child born in the U.S., this episode is packed with insights on investing, innovation, and the future of finance. Whether you’re a trader, entrepreneur, or long-term investor, this is a conversation you don’t want to miss. #EarnYourLeisure #VladTenev #Robinhood #Investing #ArtificialIntelligence #Crypto #PredictiveMarkets #MarketMondays #FinancialEducation #WealthBuildingSee omnystudio.com/listener for privacy information.
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  • Biggest Investing Mistakes of the Year & How to Avoid Them
    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 present powerful opportunities. Ian also advises investors and traders to hunt for the next big sector winner – naming quantum computing as a future disruptor and encouraging in-depth research to find groundbreaking companies for 2027 and beyond. Troy Millings echoes the importance of sticking to a disciplined plan, especially in times of market downtrends. He points out how ETFs and index funds soared for those who maintained their investments, and shares personal stories about leveraging ETF positions for significant gains in the semiconductor space. Troy’s experience with trades like XOXL and understanding the impact of ETF splits adds practical value for anyone looking to navigate stock and options trades with confidence. This clip also tackles the lessons learned from short market pullbacks, such as the November 5% dip, and how the uncertainty in sectors like AI technology can turn into profitable opportunities for those prepared to act. Plus, the team shares candid moments about overcoming losing trades and remaining steadfast in their long-term investment strategies. Whether you’re a beginner or a seasoned investor, this Market Mondays discussion will help you identify common mistakes, strategize for future wins, and learn from top minds in finance. Watch now to level up your investment approach, discover which sectors to watch, and take advantage of hidden market moments! *#MarketMondays #InvestingMistakes #StockMarket #ETFs #OptionsTrading #QuantumComputing #FinancialEducation #IanDunlap #RashadBilal #TroyMillings #InvestingTips #StockMarketNews #AIStocks #ETFInvesting #FinanceYouTube*See omnystudio.com/listener for privacy information.
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  • Dubai Is the Fastest-Growing Real Estate Market in the World
    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 residents, investors, and entrepreneurs. The conversation uncovers the structures behind property transactions in Dubai – including mortgages, off-plan purchases with developer payment terms, and even crypto payments. Rashad Bilal raises important questions about the sustainability of rapid growth in cities like Dubai and New York, especially regarding wealth gaps and affordable housing. Ahmed Ben Chaibah responds by painting a picture of Dubai as a “layered onion” where luxury and affordability exist side by side. We also explore Ahmed Ben Chaibah’s intentional personal branding, his collaborations, and why authenticity matters in business. You'll hear how he built and manages nine businesses and 91 investments, staying involved through tightly focused, efficient meetings. Plus, discover why Dubai’s license plate culture has become a striking symbol of wealth, with single-digit plates selling for millions. Get practical insights into business operations, branding, and life in Dubai, straight from one of the region’s most dynamic entrepreneurs. *Highlights:* Explosive growth of real estate in Dubai and its implications How Dubai’s property system works (mortgages, payment terms, crypto) The balance of wealth and affordability in Dubai Entrepreneurial routines and time management The intentionality behind personal branding The fascinating world of Dubai’s luxury license plates Whether you’re interested in investing in Dubai, scaling your own ventures, or building a strong personal brand, this clip is full of actionable advice and eye-opening stories. *Hashtags:* #DubaiRealEstate #AhmedBenChaibah #EYL #InvestInDubai #PersonalBranding #Entrepreneurship #PropertyInvestment #BusinessGrowth #LuxuryLifestyle #TimeManagement #WealthMindsetSee omnystudio.com/listener for privacy information.
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About 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
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