Earn Your Leisure

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 #SportsWageringSee omnystudio.com/listener for privacy information.

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 #BitcoinSee omnystudio.com/listener for privacy information.

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 meetings to secure one VC, and how an $8 million Series A helped unlock massive growth. Sonny and Dave also explain the role Y Combinator played, the strings attached to outside capital, ownership dilution, and what investors truly expect when they invest. We also explore how Squire scaled to 32,000 barbers and 10 million customers, what their $750M valuation actually means, and the challenges of being two Black founders raising capital. Plus, we discuss Squire’s marketing strategy, deploying $100 million in one year, and whether AI or rising haircut costs could disrupt the barber industry. EYL University: https://eyluniversity.com #EarnYourLeisure #Squire #SonnyAdams #DaveSalvant #StartupJourney #Fundraising #VentureCapital #BlackFounders #Entrepreneurship #TechStartupsSee omnystudio.com/listener for privacy information.

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 point. He highlights how the overall market environment has shifted, urging viewers not to expect every tech company to produce Nvidia-like returns. Troy Millings adds depth by dissecting the nature of cloud profitability, noting that significant returns are often “future dated”—it took Amazon and Google years to generate meaningful profits in their cloud divisions. He draws comparisons to Microsoft’s Azure, explaining that Oracle is following a proven path, even as it faces margin pressure and intense scrutiny. The duo also unpacks Oracle’s position as the fourth-largest cloud provider in the U.S., the spike in credit default swaps, and the impact of negative sentiment as the company’s massive investments raise eyebrows. Troy discusses how Oracle’s evolution—from enterprise software to subscriptions, to AI, and now cloud services—shows resilience, but also warns that market and government connections (like those with Larry Ellison) play a significant role in Oracle’s prospects. For anyone trying to navigate the choppy waters of tech stocks, this analysis offers historical insight, practical entry strategies, and candid takes on where Oracle might be heading next. Don’t miss out if you’re watching cloud stocks or considering Oracle for your portfolio. *Chapters Include:* Oracle’s Stock Pullback: Buy Now or Wait? Cloud Profitability: The Long Play for Investors Oracle vs. Amazon, Google, and Microsoft in the Cloud Race CAPEX and Margin Pressures Explained Market Sentiment & Credit Default Swaps: What Investors Should Know The Larry Ellison Factor: Government Ties & Future Outlook *Drop a comment below:* Are you bullish or bearish on Oracle? Do you agree with Ian Dunlap’s price target or see a different opportunity? *Subscribe to Market Mondays for more sharp investing insights every week!* *#Oracle #CloudComputing #IanDunlap #TroyMillings #TechStocks #MarketMondays #Investing #OracleStock #LarryEllison #StockMarket*See omnystudio.com/listener for privacy information.

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: EARNERSSee omnystudio.com/listener for privacy information.