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
Nov 7, 2026 • 8min
Is Google's 30% Crash a Generational Wealth Opportunity?
Ian Dunlap, investor, market analyst, and founder of Red Panda and Investronomy, examines Google’s 30% sell-off and its potential as a long-term entry point. He discusses the company’s leadership, products, AI ambitions, and growth outlook. The conversation also explores distressed assets, investing in strong markets, patience, avoiding hype, and why purchase price matters.
Nov 5, 2026 • 1h 7min
Eric Thomas: Why Most Partnerships Fail & Why You Can’t Win Alone!
Eric Thomas, the Hip-Hop Preacher, and CJ Quinney Jr., an entrepreneur and leadership strategist, unpack the trust behind their 20-year partnership. They discuss ego, loyalty, conflict, money, and why accepting the number-two role can create number-one results. They also explore distributed leadership, brand building, rejecting misaligned opportunities, AI, and the power of collective success.
Nov 4, 2026 • 11min
The Black Family That Built America A 5-Generation Construction Dynasty
Cheryl McKissack Daniel, president and CEO of McKissack & McKissack, leads America’s oldest Black-owned, woman-owned construction firm as its fifth-generation steward. She traces a 230-year family legacy from enslaved brickmakers to landmark infrastructure projects. The conversation explores ownership, education, community investment, adaptation, and the principles guiding the dynasty’s future.
Nov 3, 2026 • 12min
The AI Boom Is Hiding a Dangerous Financial Problem
AI infrastructure spending is surging, but can tech giants turn massive capital outlays into sustainable revenue? The discussion compares Meta’s AI push with its metaverse gamble, explores analyst downgrades, debt, backlogs, and capital discipline, and examines how high interest rates and thin margins could turn AI enthusiasm into a broader financial shock.
Nov 2, 2026 • 12min
BLACK FAMILY NET WORTH IS TOO LOW FOR LOW-LEVEL CONVERSATIONS‼️
A candid look at the decline in Black family wealth after historic gains. The conversation tackles inflation, housing costs, rising interest rates, and why even high earners feel financially stretched. It also explores collective progress, ownership, investing, emergency savings, and a practical framework for building lasting family wealth instead of getting pulled into distractions.
Nov 1, 2026 • 12min
The Middle-Class Wealth Trap Nobody Warns You About
Ian Dunlap, investor, entrepreneur, and financial educator, joins a wide-ranging conversation on markets and wealth. They explore why cash-rich companies may weather downturns, how hesitation can derail investing plans, and why execution matters. The discussion also examines rising living costs, the middle-class wealth squeeze, and how vehicle weight ratings and EV incentives can shape business tax strategies.
4 snips
Oct 31, 2026 • 10min
Robert Smith Explains Private Equity vs. Venture Capital
Robert Smith, technology investor and founder of Vista Equity Partners, breaks down the worlds of venture capital and private equity. He explores how companies secure funding at different stages, why venture investors exchange capital for equity, and how private equity buyouts bring control, larger checks, and operational expertise. He also shares how Vista builds an executive ecosystem across its portfolio.
Oct 29, 2026 • 1h 9min
YOU’RE OVERPAYING FOR YOUR PHONE BILL—HE BUILT A $1 BILLION BUSINESS MAKING IT FREE 👀
Derek Ting, the self-taught tech entrepreneur and TextNow co-founder, explains how he built a $1 billion wireless business offering free calling and texting. He recounts the college hack that sparked the idea, bootstrapping to 10 million users, and why product development beats chasing investors. He also explores AI-powered startups, telecom disruption, Apple investing, and his surprisingly frugal approach to luxury spending.
Oct 28, 2026 • 18min
"What's Your Way Of Resolving Conflicts?" 19Keys Ft Rashad Bilal
19Keys, a speaker, entrepreneur, and cultural strategist focused on consciousness and Black economic empowerment, joins Rashad Bilal for a candid conversation. They explore bridging finance and consciousness, setting boundaries during conflict, and finding shared purpose across opposing groups. 19Keys also reflects on violence, peace, leadership, contribution, and building communities driven by more than money.
Oct 27, 2026 • 10min
Avoid These 10 Overhyped Stocks Before It Destroys Your Portfolio
A sharp look at seven heavily hyped stocks and the risks hiding behind their valuations. The discussion covers Oracle’s credit concerns, MicroStrategy’s Bitcoin exposure, quantum computing contenders, Tesla’s fundamentals, Alibaba’s missed opportunities, and Netflix’s costly battle for growth. A timely tour through speculation, competition, and market expectations.
