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Earn Your Leisure

Earn Your Leisure

By: iHeartPodcasts
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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!! #earnyourleisurepodcast2025 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia Career Success Economics Leadership Management & Leadership Personal Finance Politics & Government
Episodes
  • Who Deserves a Holiday Tip Best Year-End Tipping Practices
    Dec 22 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 essential. Rashad shares common scenarios, highlighting everyone from sanitation workers, teachers, and valets, to barbers, school bus drivers, and even your building’s concierge. Ian provides real-life examples from his own life, pointing out the value of tipping your cleaning crew, building staff, and even the mailman. The duo discusses the nuances of tipping based on the service received, relationships built over the year, and the importance of recognizing excellent customer service. They also tackle those awkward gray areas: Is it necessary to tip your child’s high school teacher, or does it stop at preschool? What if the service was subpar? Both hosts agree that monetary gifts should go hand-in-hand with outstanding service and positive energy—but getting the etiquette right can sometimes confuse even the most well-meaning among us. Whether you live in a home or apartment, rely on daily or weekly help, or simply want to ensure you’re not missing an important gesture, this clip is packed with practical tips, etiquette reminders, and candid stories about why tipping matters—not just for gratitude, but for better service in the future. Ready to level up your holiday tipping game and show some love to those who support you all year long? Rashad Bilal and Ian Dunlap have you covered! *Hashtags:* #TippingEtiquette #HolidayTipping #YearEndGifts #ServiceWorkers #BlackOutPodcast #IanDunlap #RashadBilal #Gratitude #PodcastClip #LifeAdvice #BetterService #SupportYourCommunity #Appreciation #CustomerService #MonetaryGifts

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    10 mins
  • Most People Give up Longterm Wealth Chasing Quick Money
    Dec 21 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 “breathe” and strategically planning entries on volatile market days like when Powell speaks or economic reports drop. Rashad and Ian also explore the blurred lines between trading and sports wagering, referencing Robinhood’s innovative approach and how more traders are entering the world of in-game contract trading. The conversation turns critical as they unpack mistakes young investors often make—especially when trying to score fast gains in meme stocks or speculative sectors like NFTs. Ian warns that while hitting a quick win may seem rewarding, it often breeds poor discipline and risky habits, with most quick successes not repeating themselves in the markets. Rashad reinforces the pitfalls of following hype or hearsay without understanding companies or their industries, and both stress why relying on others for entry and exit signals is dangerous. Drawing on Warren Buffett’s philosophy, Rashad recalls a conversation with Jeff Bezos about the power of getting “rich slow”—and why this tried and true method remains unpopular despite its proven results. The key takeaway? While chasing overnight success is tempting, patience, discipline, and a solid plan will always outperform reckless speculation in the long run. *Key points in this clip:*

    • Why you must let your trades breathe and use longer targets strategically
    • How sports wagering platforms like Robinhood are attracting futures traders
    • The biggest mistakes young investors make, from chasing meme stocks to lack of market discipline
    • Why fast money often leads to long-term losses
    • The timeless wisdom of building wealth slowly instead of seeking quick wins

    *Learn practical wisdom from Rashad Bilal and Ian Dunlap on becoming a smarter, more disciplined investor—because sometimes the slow road is the fastest way to lasting wealth.* #MarketMondays #TradingTips #Investing #WealthBuilding #IanDunlap #RashadBilal #StockMarket #FuturesTrading #Robinhood #Discipline #FinancialFreedom #GetRichSlow #MemeStocks #NFTs #LongTermInvesting #SportsWagering

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    11 mins
  • Ranking the Top Crypto Stocks: Coinbase vs. IBIT vs. MicroStrategy
    Dec 20 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 each asset: Coinbase is the go-to platform for buying cryptocurrency, IBIT follows the price of Bitcoin as an ETF (backed by industry giant BlackRock), and MicroStrategy is a company that’s become synonymous with Bitcoin holdings—practically turning into a Bitcoin treasury. Ian highlights the importance of analyzing risk versus reward. He points out that while MicroStrategy once claimed the top spot due to its bold Bitcoin accumulation, current threats and volatility push it to the bottom of his ranking. Coinbase, with its strong leadership and lower perceived risk, gets his vote for number one. IBIT sits in the middle—reliable, but not quite on the same level as investment giants like Vanguard or BlackRock. Rashad pushes back, arguing IBIT deserves the top spot. He stresses the unprecedented security of a product backed by BlackRock, the largest asset manager ever. In his view, if you really believe in Bitcoin’s growth potential, IBIT offers the purest 1:1 exposure, removing the variables that platforms like Coinbase face during earnings reports or market downturns. Troy shares his perspective, agreeing IBIT is the best option for investors wanting direct bitcoin exposure. He explains that owning IBIT is not exactly the same as holding Bitcoin yourself, but it provides a simple route to gain exposure through a fund structure. Coinbase, meanwhile, earns revenue from transaction and subscription fees, making it a strong but somewhat cyclical contender. The trio concludes by ranking the three: IBIT first for its direct and secure Bitcoin exposure, Coinbase second for its business model, and MicroStrategy third due to its current risk factors. Throughout, they also briefly address their broader crypto confidence, with Rashad sharing that Bitcoin and Ethereum are the only coins he’s truly bullish on for the long term. If you're wondering how to get started with crypto investing—or want to understand which publicly traded options might suit your strategy—this clip is packed with insights, debates, and expert perspectives. *Hashtags:* #CryptoStocks #Coinbase #MicroStrategy #IBIT #BitcoinETF #MarketMondays #Investing #CryptoInvesting #StockMarket #BlackRock #Bitcoin

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    8 mins
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