

Earn Your Leisure
iHeartPodcasts
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
Mentioned books

Dec 26, 2025 • 14min
SECRETS to Rockefeller's trust. How to create GENERATIONAL WEALTH!
In this clip Storm Leroy talks about the keys to build generational wealth through opening up a trust. #trust #generationalwealth #lifeinsuranceSee omnystudio.com/listener for privacy information.

Dec 26, 2025 • 9min
Overcoming Limited Thinking to Build a $750 Million Company
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 strategies. He shares insightful lessons about how he and his team discovered their approach resonated widely, and how direct, authentic engagement can break stereotypes. The discussion delves deep into the nuts and bolts of business growth. Dave details the journey from personally pitching barbershops to building a repeatable, scalable business model and an executive team capable of taking SQUIRE to new heights. He emphasizes the importance of doing the unscalable things at first—rolling up their sleeves and knocking on doors—before building the processes for true scale. For entrepreneurs and anyone fascinated by startups, Dave explains the meaning behind SQUIRE’s incredible $750 million valuation in clear, understandable terms. Listeners get an inside look at how investors determine value, the formulas behind equity stakes, and the significance of creating a diverse team with ownership in the company. Dave and Rashad discuss the evolution of the company’s ownership table, the benefits and drawbacks of equity dilution, and why keeping control is just as vital as raising capital. With over 32,000 barbershops and millions of clients in their ecosystem, this conversation is packed with honest advice, motivation, and the real business insights you won’t get elsewhere. *Key Highlights:* How Dave Salvant and SQUIRE confronted and overcame biases in marketing to different communities The evolution from direct sales to scalable processes in the barbershop industry Real talk about company valuation, investor relationships, and how much a startup is really worth Strategies for building wealth in diverse communities through equity and ownership The unique challenges and wins in the journey from hands-on founder to scaling a business with a multi-million dollar market cap If you want motivation and insider knowledge on what it really takes to launch, scale, and retain control of a high-growth tech company, this is the clip for you! *#SQUIRE #BarbershopBusiness #Startups #BusinessGrowth #Entrepreneurship #Valuation #EYL #WealthBuilding #DiversityInTech*See omnystudio.com/listener for privacy information.

Dec 26, 2025 • 32min
Africa’s Real Estate Boom Is Just Getting Started | How to Invest Safely
Mark Saint‑Julien, a real estate investor in West Africa, shares insights on the booming African real estate market. He discusses why cash transactions prevail due to banking distrust and how to avoid common scams. Mark highlights rising property prices in Dakar and essential land contracts for investors. He reveals the expanding middle class and affordable living conditions, emphasizing the need for reliable information. Mark also identifies promising investment destinations like Benin and Ivory Coast, encouraging diaspora collaboration for mutual growth.

Dec 24, 2025 • 9min
Why 2026 Will Be a Market Rollercoaster: How to Prepare and Win
Ian Dunlap, an insightful market commentator and investor, dives into the future of financial markets, predicting tumultuous yet ultimately positive outcomes for 2026. He emphasizes becoming an 'asset hoarder,' urging listeners to invest in Bitcoin, MicroStrategy, and index funds without hesitation. Troy Millings adds that tech giants like Amazon and Google will drive spending, while deregulation in AI will catalyze growth. The duo stresses the importance of a decade-long investment horizon, advising patience and preparedness for market volatility as keys to building generational wealth.

Dec 22, 2025 • 10min
Who Deserves a Holiday Tip Best Year-End Tipping Practices
Tune in for a lively discussion on the often tricky topic of year-end tipping. Discover who should be on your holiday tip list, from sanitation workers to teachers and barbers. The hosts share personal anecdotes and emphasize the importance of recognizing exceptional service throughout the year. They also tackle tricky questions, like whether to tip your child's high school teacher and what to do when service falls short. Packed with practical advice and etiquette tips, this conversation will have you reconsidering your holiday generosity!

Dec 21, 2025 • 11min
Most People Give up Longterm Wealth Chasing Quick Money
Hosts delve into the perils of chasing quick profits, emphasizing that true wealth requires discipline and patience. Ian shares tips on trading strategies for volatile days, while Rashad cautions against investing based on hype. They discuss the shift of futures traders into sports wagering and the impact of Robinhood's innovations. Mistakes made by young investors, particularly with meme stocks, are highlighted, alongside the importance of thorough research. The conversation draws on Warren Buffett’s wisdom about building wealth slowly, stressing a mindful approach to investing.

Dec 20, 2025 • 8min
Ranking the Top Crypto Stocks: Coinbase vs. IBIT vs. MicroStrategy
This week, Ian Dunlap, an insightful market commentator, joins the discussion to dissect Coinbase, IBIT, and MicroStrategy. He contrasts their strengths, emphasizing Coinbase's lower risk and solid leadership as his top choice. MicroStrategy, with its Bitcoin-heavy approach, falls to the bottom of his ranking due to current market threats. Rashad counters, championing IBIT’s BlackRock backing for its unparalleled security and direct Bitcoin exposure. The team passionately debates risk versus reward, leaving listeners with intriguing insights into crypto investments.

Dec 19, 2025 • 1h 11min
How Two Friends Built a $750 Million Barber Tech Company
Sonny Adams and Dave Salvant, the dynamic duo behind Squire, a cutting-edge barber-tech platform, share their incredible journey of building a $750 million company. They dive into their early days, overcoming technical hurdles, and why they offered their services for free initially. Fundraising insights reveal the challenges black founders face, while their focus on community and AI innovation showcases their unique market position. The conversation also touches on the impact of COVID on their growth and how they plan to empower barbers everywhere.

Dec 17, 2025 • 10min
Investor Daily l: Is Now the Time to Buy Oracle? Cloud Profits, & Risks
In this discussion, market commentator Ian Dunlap shares insights on Oracle’s stock pullback and whether it’s a good time to invest. He advises waiting for a price drop to around $160 before buying. Ian cautions that the current market won’t deliver Nvidia-level returns. Troy Millings highlights the delayed nature of cloud profitability and compares Oracle's journey to that of giants like AWS and Google. They also examine Oracle's position as the fourth-largest U.S. cloud provider and the potential impact of its political connections, especially regarding Larry Ellison.

Dec 16, 2025 • 13min
RYAN LESLIE MADE $2 MILLION OFF AN ALBUM THAT SOLD 17,000 COPIES
Ryan Leslie, a music producer and entrepreneur known for his innovative approach to fan engagement, reveals how he generated $2 million from an album that only sold 17,000 copies. He discusses his unique strategy of using text messaging to connect with fans, converting inquiries into sales effectively. Ryan emphasizes the value of understanding fan data for successful touring and highlights why he prefers digital products for their scalability. He also shares insights on building deep relationships with niche audiences, showcasing how passion can lead to substantial wealth.


