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TitreDateDurée
KevOnStage Gets Honest About Money, Marriage & Losing His Brother09 Sep 202601:03:27

KevOnStage wanted to compete with Netflix. Then he had to shut down his own streaming platform. He joins Earn Your Leisure to explain what went wrong, what he learned, and how that experience helped open the door to his Tubi partnership.

Rashad Bilal and Troy Millings sit down with KevOnStage for an honest conversation about the business behind the comedy. From posting three to four videos a day to building an audience that actually buys tickets, Kev breaks down how he turns attention into income and why owning his content matters.

In this episode, we discuss:

• Why his $5.99 streaming subscription was harder to sustain than he expected
• How Safe Space and his audience helped him build his relationship with Tubi
• The difference between having followers and having paying fans
• How content ownership and licensing create opportunities to earn beyond the first release
• How his wife helped him change the marketing for Successful Failure
• His thoughts on Druski’s church comedy and the backlash
• Why protecting his marriage helps him protect his focus and energy

Kev also opens up about losing his brother and creating Grief Sucks, sharing how he uses comedy to honor his brother and connect with people navigating loss.

What’s a business setback that taught you something success couldn’t? Share your experience in the comments.

Chapters: 
00:00 Mystique vs Money
00:07 Content Speed Strategy
00:31 Equity and Ownership
00:48 Monogamy and Focus
01:25 Earn Your Leisure Intro
01:48 New York Bodega Talk
02:21 Awards and Invest Fest
03:19 Relatable Comedy Style
04:05 Arbys Cheesesteak Review
05:06 Daily Content Workflow
12:36 How Much to Share
14:54 Building a Creator Ecosystem
16:53 From Plays to Internet Fame
18:45 Funnel and Singles Approach
20:46 Why Mystique Doesnt Work
25:00 Book Launch Pivot
28:23 Authenticity as Currency
29:51 Tubi Partnership Tease
29:56 Netflix Dreams Reality Check
30:43 Pricing Cuts and Platform Fees
31:36 Why the Platform Wasn’t Scalable
32:10 Content Crunch and Free Trial Abuse
33:51 Churchy Opens Doors at Tubi
35:11 Building the Tubi Creator Partnership
37:02 Drewski and Church Comedy Backlash
40:03 Ownership IP and Long Term Wealth
45:07 Grief Sucks Origin Story
50:22 Tour Life and Healing Through Laughs
53:24 Cracker Barrel Modernization Roast
56:08 Monogamy as a Success Strategy
01:02:01 Tour Dates and Final Sendoff

Subscribe to Earn Your Leisure for more conversations about business, money, ownership, and building on your own terms.

#EarnYourLeisure #KevOnStage #Entrepreneurship

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Buying the Dip Is a TRAP — The Truth About Surviving the Next Crash09 Sep 202600:08:52

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Inside the $300 Billion Wine Industry_ How Donae Burston Launched a Black-Owned Wine Company-MP308 Sep 202600:55:18

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Magic Johnson Reveals Billion-Dollar Secrets & Lessons from Failure07 Sep 202600:10:08

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The #1 Portfolio Mistake Keeping You Broke (And How to Fix It)06 Sep 202600:12:08

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The Habits That Keep You Looking Rich and Living Broke05 Sep 202600:11:59

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🚨 HOW TO START INVESTING IN 2026: STOCKS, BITCOIN, ETFs & HOW TO READ CHARTS04 Sep 202601:18:02

Tonight at 9 PM ET, Earn Your Leisure is going LIVE with a complete breakdown of how to start investing and build a strong foundation in the markets. We’re joined by Stephanie Del Rosario, Austin Haynes, and Daouda Hunter to walk through the fundamentals every investor should understand—whether you’re just getting started or looking to sharpen your strategy.

We’ll cover stocks, ETFs, index funds, technical analysis, fundamental analysis, and how to evaluate investments. We’re also going deep into crypto and digital assets, including Bitcoin, crypto investing strategies, Bitcoin IRAs, and how digital assets can fit into a long-term portfolio.

This is an investing masterclass designed to give you practical knowledge you can actually use. Join us LIVE tonight at 9 PM ET on the Earn Your Leisure YouTube channel and bring your questions. If you want to understand the markets, improve your investing knowledge, and learn how to make smarter financial decisions, you don’t want to miss this conversation.

Chapters;
00:00 Why Investing Matters
01:10 How To Edition Intro
02:12 Meet The Investing Club
05:36 Investor Group Origins
08:42 Crypto Tokenization 101
15:37 Regulation Unlocks Adoption
26:46 Picking Winning Crypto Tokens
29:43 Crypto Cycles And Standards
35:35 Staying Invested Through Volatility
39:24 Freedom Number And Compounding
42:12 Start Investing Early
42:54 Volatility Versus Quitting
43:37 Automate Your Investing
45:49 Micron Pullback Lesson
47:59 Invest Before Trading
50:15 ASML Wake Up Call
52:12 Steph Technical Toolkit
55:23 Holistic Investing Framework
56:31 ETF Diversification Myths
58:13 Fundamentals Technicals Risk
01:01:39 AI Earnings Research Workflow
01:04:24 Discipline And Checklists
01:10:22 Position Sizing Strategies
01:14:56 Community Shoutouts Finale

#EarnYourLeisure #Investing #Stocks #Bitcoin #Crypto #ETFs #IndexFunds #TechnicalAnalysis #FinancialLiteracy #WealthBuilding

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Apple’s Price Hikes Are Coming — Traders Need to Know Why02 Sep 202600:09:12

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Earn Your Leisure Lecture at Wharton ft Andre Iguodala & Evan Turner The Secrets to Success01 Sep 202600:51:13

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What Wall Street Isn’t Telling You About $42 Trillion01 Sep 202600:12:19

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The Keys to Building a Successful Career in Media, Marketing, and Branding30 Aug 202600:09:49

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WARNING The Next Market Crash Could Be Brutal29 Aug 202600:12:02

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SKILLA BABY ON GETTING SHOT & THE STRUGGLE TO FORGIVE | DETROIT REAL ESTATE, STOCKS & NEW ALBUM27 Aug 202601:06:13

In this episode of Earn Your Leisure, we sit down with Detroit’s own Skilla Baby for a powerful conversation about music, money, real estate, survival, and legacy. Skilla breaks down how he’s built relationships in Detroit, why giving back matters to him, and how he’s earned massive returns flipping houses and investing in properties throughout the city.

 

We also dive into the personal side of success. Skilla opens up about survivor’s remorse, being shot, paranoia, forgiveness, fame, and overcoming one of the toughest chapters of his life. He shares the lessons he learned losing three Richard Milles, navigating the music industry through trial and error, and how he landed a Nas feature on his album.

 

Plus, we introduce Skilla to the world of stocks, venture capital, and long-term investing. We break down why the wealthiest people in the world own equities, the danger of buying high and selling low, and how a lack of financial education can keep people away from opportunities that could build generational wealth.

 

#EarnYourLeisure #SkillaBaby #EYL #Detroit #RealEstate #StockMarket #Investing #FinancialLiteracy #HipHop #WealthBuilding #Entrepreneurship #Nas

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Does a Four Day Work Week Work?26 Aug 202600:08:24

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The 7 Levels of Financial Freedom25 Aug 202600:08:09

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INVESTOR TURNED $12,000 STUDENT LOAN INTO $40 MILLION IN REAL ESTATE24 Aug 202601:23:30

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How to Build Your First $100K (The 3-Account Rule)23 Aug 202600:10:46

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Rashad Bilal Breaks His Silence on Recent Controversy22 Aug 202600:09:21

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SERENA WILLIAMS: THE MINDSET THAT MADE HER THE GOAT BILLION-DOLLAR INVESTMENTS, NIKE & HER COMEBACK20 Aug 202600:53:33

In this exclusive Earn Your Leisure conversation, Serena Williams breaks down the mindset, discipline, and habits that helped her become one of the greatest athletes of all time—and how she’s applying those same principles to business, investing, and life after tennis.

Serena opens up about the influence of her father, building leadership skills through tennis, missing the opportunity to invest in Uber, and why the lack of venture funding for Black women inspired her to enter the VC world. She also shares her formula for identifying great companies, the importance of building the right team, and what makes her investment firm different.

We also discuss her historic NFL ownership with Venus Williams, collaborating with Virgil Abloh, pushing for greater representation at Nike, balancing marriage and business, the future of live events in the age of AI, and how her definition of success continues to evolve. Plus, Serena makes a major announcement about her return to professional tennis.

#SerenaWilliams #EarnYourLeisure #EYL #Investing #VentureCapital #Entrepreneurship #Business #Tennis #BlackWomenInBusiness #Wealth

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Invest Fest | August 7-9, 2026
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Earn Your Leisure's Backstory How We Got Started19 Aug 202600:08:58

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Establishing Credit at a Young Age: Set Your Kids up Right18 Aug 202600:20:16

In this episode, Troy Millings speaks with credit expert Shonda Martin to discuss the crucial topic of establishing credit at a young age. Shonda stresses the importance of setting children up for financial success by adding them as authorized users on credit cards at 16 or 17 years old, ensuring they have an established credit profile by the time they turn 18. She emphasizes that simply turning 18 does not automatically grant a FICO score and outlines the necessary credit history requirements for it.

Shonda also delves into the misconception regarding the impact of adding children to credit cards at a younger age, emphasizing the potential risks and benefits of such actions. She shares personal experiences and offers valuable insights into the long-term effects of credit history, emphasizing the value of a well-managed credit profile over a high credit score. Additionally, Shonda provides practical advice on handling credit card closures, shedding light on how such actions can affect one's credit score and offering guidance on when it's appropriate to close a card.

The discussion also covers the significance of credit card age and how it contributes to a solid credit foundation, highlighting the benefits of maintaining open accounts and managing credit utilization. Shonda's expert advice on navigating the nuances of credit scoring provides invaluable knowledge for individuals seeking to build and maintain a healthy credit profile. Don't miss this insightful conversation that explores the complexities of credit establishment and management, providing practical strategies for optimizing financial well-being.

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12 Retirement Plans EXPOSED! | How to Use Family & Relationships to LEGALLY Lower Your Taxes17 Aug 202600:18:55

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Are We Building a Permanent Tech Prison? NVIDIA’s $500B Plan Explained16 Aug 202600:12:00

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Trade More Than Twice a Week and You’ll Go Broke15 Aug 202600:12:00

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🚨THE TAX CODE WAS BUILT TO HELP YOU AVOID TAXES! | 100% CAR WRITE-OFF, LLC SECRETS & $40K DEDUCTION13 Aug 202600:43:42

Taxes can be one of the biggest expenses for entrepreneurs and investors—but understanding the tax code can completely change the game. In this episode, we sit down with Ms. Business to break down the biggest tax mistakes business owners make, how to structure your business properly, and why the tax code rewards people who understand how to use it.

 

We cover major tax changes, including the $40,000 SALT deduction limit and opportunities to potentially write off 100% of qualifying vehicle costs. We also discuss why real estate remains one of the most powerful asset classes for tax strategy, how business owners should approach quarterly taxes, and the tax credits parents need to know about.

 

For traders, we break down how trading through an LLC can create advantages, strategies option traders can use to potentially offset taxes, and why proper business structure matters. Plus, Ms. Business explains the best way to approach filing your taxes and shares how building relationships through live events can create opportunities that go far beyond business.

 

#EarnYourLeisure #Taxes #TaxStrategy #Business #Entrepreneurship #Investing #RealEstate #LLC #TaxDeductions #OptionTrading #WealthBuilding #FinancialLiteracy #MsBusiness

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The Cheat Code to Connections11 Aug 202600:11:59

In this video, hosts Rashad Bilal and Troy Millings welcome special guests from Eastside Golf to discuss how golf has become a powerful tool for building connections in the business world. They explore the countless business deals that are negotiated on the golf course, highlighting how playing golf provides opportunities to network and establish valuable relationships.

Eastside Golf shares their personal experiences, emphasizing that invitations to play golf often lead to discussions about upcoming projects, partnerships, and ways to collaborate. They highlight how golfing with high-profile individuals allows for quality time with busy professionals, providing opportunities to deepen relationships and create business opportunities. Eastside Golf emphasizes that playing golf doesn't necessarily require exceptional skills, but rather the ability to keep up with the pace of play.

The conversation then shifts to the future of golf. The hosts and guests discuss the emergence of top golf and the potential for hybrid, fast-paced versions of the sport. Eastside Golf mentions the Tomorrow Golf League, an upcoming arena-based golf experience that combines simulators with real shots and changes the shape and layout of the course each time. They also anticipate a loosening of the traditional golf dress code and a more relaxed atmosphere on the course.

The importance of an influential athlete in driving the popularity of golf is mentioned, with a special shout-out to Tiger Woods. Tiger's emotion-filled playstyle, marked by fist pumps and excitement, resonated with a wider audience and raised the profile of the sport. His impact paved the way for a shift in the mindset and perception of golf.

The video also touches on Eastside Golf's participation in Invest Fest, an event focused on culture, business, and financial literacy. The guests express their gratitude for being included and how speaking on the Fidelity stage provided an empowering opportunity to share their perspectives and experiences. They highlight the diverse audience and the importance of offering guidance and a different way of thinking to those seeking inspiration and growth.

Join the conversation and discover the power of golf in forging connections, creating opportunities, and building relationships. Learn about the changing landscape of the sport and the role it plays in business and personal development. Don't miss out on this insightful discussion with Eastside Golf.

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The AI Billionaire Who Lost $30 Billion Before His Wedding11 Aug 202600:11:57

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Do NOT Panic Sell Your AI Stocks Until You Watch This10 Aug 202600:12:02

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Africa's Richest Man Fights The Government To Build A $60 Billion Empire09 Aug 202600:11:50

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SHAQ ON BUILDING A $400 MILLION DOLLAR BUSINESS EMPIRE06 Aug 202600:47:18

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Accessing Capital for Real Estate Development05 Aug 202600:10:37

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Turning Art into a Business Photographer to Business Entity04 Aug 202600:07:06

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The Trillion-Dollar Chip War - Why Apple Is Worried About China?03 Aug 202600:09:36

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How a 19-Year-Old From the Bronx Built a Luxury Empire From One Handshake02 Aug 202600:09:19

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Is New York Keeping You Broke? The Truth About the Miami Migration01 Aug 202600:11:52

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THE TRUTH ABOUT LIFE INSURANCE, 401(k)s & THE $120 TRILLION WEALTH TRANSFER 💰30 Jul 202601:05:34

This week on Earn Your Leisure, we’re joined by Ellis Suazo and Jasmine Suazo, two of the leading voices in the life insurance and wealth-building industry. They break down how life insurance can be used as more than just protection—covering estate planning, debt strategies, generational wealth, and why it’s one of the most overlooked financial tools available today.

We also discuss the $120 trillion wealth transfer from Baby Boomers, whether the traditional 401(k) is still the best retirement strategy, the pros and cons of annuities, using the “laser test” to evaluate investments, and how AI is transforming the financial services industry. Plus, Ellis and Jasmine explain why education is the key to changing financial habits and building lasting wealth.

If you’re looking to protect your family, create a financial legacy, and learn practical strategies for building wealth across generations, this is an episode you don’t want to miss.

Chapters:
00:00 Legacy Planning Wake Up
01:21 Meet The Wealth Academy
02:28 What The Company Does
04:02 Ellis Origin Story
05:57 Jasmine Money Mindset Shift
08:43 Scaling Agents And Systems
11:19 Community Marketing Playbook
13:09 Great Wealth Transfer Explained
14:31 Fixed Index Annuities Basics
15:34 LASER Test For Investments
17:28 Entrepreneur Wealth Framework
20:15 Fixed Index Variable Breakdown
21:47 Why 401k Falls Short
24:20 IUL As An Alternative
25:47 Funding IULs The Right Way
29:13 Changing How People See Insurance
29:46 Education Creates Wealth
32:12 Using Policies for Real Estate
34:19 AI in Financial Services
37:39 Buy Term Invest Difference
40:04 Why Black Men Need Coverage
43:22 Rule of 100 Portfolio
45:24 Start Today for Kids
47:20 Insuring Aging Parents
55:28 Agents Success Blueprint
59:45 Building Business as Couple
01:02:54 InvestFest Plans and Invite
01:05:10 Follow and Closin


#EarnYourLeisure #EllisSuazo #JasmineSuazo #LifeInsurance #GenerationalWealth #WealthBuilding #FinancialLiteracy #EstatePlanning #PersonalFinance #Investing #FinancialFreedom #Legacy #AI #RetirementPlanning #EYL


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EXISTING IN-BETWEEN DIMENSIONS 19Keys Ft Billy Carson29 Jul 202600:34:36

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From NASA Engineer to Blue Origin Astronaut and CEO28 Jul 202600:06:39

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The Biggest Mistakes People Make When Building a Home28 Jul 202600:10:06

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The Mortgage Mistake That Could Cost You Everything26 Jul 202600:09:46

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The Brutal Truth About Sports Betting vs Investing25 Jul 202600:09:32

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JOHN MORGAN ON BUILDING A BILLION-DOLLAR LAW FIRM, $600M MARKETING STRATEGY & KIDS SIGNING PRENUPS 23 Jul 202601:34:23

John Morgan, founder of Morgan & Morgan, joins Earn Your Leisure to break down how he built one of America’s largest law firms into a billion-dollar business. He shares the blueprint for scaling a company, building a winning team, and why great leadership is the foundation of long-term success.

 

We also dive into his $600 million annual marketing strategy, the competitive advantage of branding, raising capital, hiring A+ talent, and the business decisions that transformed Morgan & Morgan into an industry leader.

 

Finally, John shares powerful life lessons on luck, failure, family, legacy, and why he requires all of his children to sign a prenup. This is a must-watch conversation for entrepreneurs, business owners, and anyone looking to build lasting wealth.

 

#EarnYourLeisure #JohnMorgan #MorganAndMorgan #Business #Entrepreneurship #Marketing

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Vic Mensa Explains Why Publicity Is More Important Than Advertising22 Jul 202600:07:13

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Barbara Corcoran Was Fired From 'Shark Tank' Before She Started. "I Didn't Take No For An Answer"21 Jul 202600:15:22

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Overcoming Funding Hurdles For Entrepreneurs20 Jul 202600:07:41

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Apple SUES OpenAI For Stealing Their Secrets — Then This Happened19 Jul 202600:07:28

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THE AI BUBBLE IS BURSTING? ⚠️ 4 Tech Stocks I’d Hold No Matter What18 Jul 202600:21:30

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JA RULE TELLS ALL:WAS NEVER SIGNED TO MURDER INC, IRS JAIL TIME, FYRE FESTIVAL, & 30 MILLION RECORDS16 Jul 202601:25:01

Ja Rule joins Earn Your Leisure for one of his most revealing interviews ever. From creating some of the biggest anthems in hip-hop history to breaking down the rise of Murder Inc., Ja shares untold stories about his career, the business of music, and the lessons he learned through success, controversy, and reinvention.

He opens up about being discovered by Def Jam, why he was never actually signed to Murder Inc., his silent partner role in the label, the truth behind his melodic style, writing for R&B artists, the story behind “Ain’t It Funny,” the canceled Jay-Z, Diddy & Ja Rule tour, and the deal that will return ownership of his masters. He also reflects on the Fyre Festival, the Murder Inc. federal investigation, his tax case, and why he believes hip-hop needs to show more respect to its legends.

If you’re a fan of hip-hop history, music business, ownership, and one of rap’s most influential artists, this is an episode you don’t want to miss.

#EarnYourLeisure #JaRule #HipHop #MurderInc #DefJam #JayZ #Nas #MusicBusiness #RapHistory #HipHopCulture #Podcast #Ownership #Masters #NewYorkHipHop #FyreFestivalSubscribe

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How to Go From $10K in Debt to Financial Freedom15 Jul 202600:16:01

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Cloud Seeding's Impact on Climate Change and Real Estate14 Jul 202600:10:32

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