00:00 Losing It All Teaser
01:02 Meet Pinky Cole
03:01 Reality TV And Public Scrutiny
05:45 Why Bankruptcy Was Necessary
06:56 Winning The Property Case
09:39 Turning Pain Into Purpose
12:10 Darkest Moment And Comeback
14:53 Money Vs Visibility Engine
16:34 Mental Health And Marriage Strain
21:32 Redefining Success As Peace
23:31 Bankruptcy Explained Simply
28:48 Leadership Changes And Hard Calls
31:03 Final Straw And Filing Decision
34:14 Freedom From Pressure
35:19 Faith Through Darkness
37:07 Toxic Social Media Culture
39:37 Joining RHOA
41:59 Reality TV As Leverage
45:11 Cast Dynamics And Friendships
47:14 Operations Over Popularity
51:16 Hiring The Right Operators
53:13 Pandemic Entrepreneurs No Foundation
57:21 Franchising And Rebuilding
58:57 Pinky Piggy Bank Series
01:03:37 Never Quit Final Message

In this episode of Earn Your Leisure, Pinky Cole addresses the headlines head-on—clearing up bankruptcy rumors, explaining how she won her property back after creditors illegally changed the locks, and breaking down what really happens when a $100M business faces setbacks. She shares how losing everything became a lesson not just for her, but for others watching her journey.

The conversation goes deeper into what it actually takes to build and sustain a business. Pinky explains the two engines every entrepreneur needs, why operations are everything, and how many founders fail by skipping steps, lacking structure, or keeping people past their expiration date. It’s a real look at how social media has changed the game—and not always for the better.

We also tap into the emotional side of entrepreneurship—having the right people around you, pushing through dark times, and still showing up for others. From supporting her husband while navigating her own challenges to staying focused on building a billion-dollar company, this is a raw and honest conversation about resilience, growth, and doing whatever it takes to win.

#EarnYourLeisure #PinkyCole #Entrepreneurship #Business #WealthBuilding #BlackBusiness #Leadership #Mindset #StartupLife

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Invest Fest | August 7-9, 2026
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In this insightful clip of EYL, hosts Troy Millings and Rashad Bilal sit down with successful entrepreneur and mentor Ryan Breslow to discuss the intricacies of fundraising for startups. Ryan shares invaluable lessons and strategies that have helped him navigate the challenging world of venture capital and investment without falling into common pitfalls. 

Ryan dives deep into his personal journey, recounting initially unsuccessful attempts at raising capital and the crucial advice he received from mentors like Michael Carter of Playco. One of the key takeaways from this conversation is the importance of building relationships rather than simply requesting funds outright. Ryan explains why stating you're fundraising can put unnecessary pressure on both the entrepreneur and potential investors. Instead, creating a network of advocates who are genuinely excited about you and your project is more beneficial in the long run. 

Ryan also elaborates on the famed Silicon Valley adage: 'If you want money, ask for advice. If you want advice, ask for money.' This approach ensures that you not only gain valuable insights from seasoned professionals but also organically attract investors who believe in your vision and character. 

Troy and Rashad probe further, asking Ryan about the strategic targeting of potential mentors and investors, and how to avoid getting a 'no.' Ryan emphasizes the contagion effect of rejection in the investment community and advises playing the long game by impressing potential supporters gradually rather than rushing to secure funds. 

Throughout the episode, Ryan reflects on how critical it is to foster genuine connections within a network that can later be leveraged for intros and investments. His advice also covers the importance of not showing desperation to potential investors, as they are adept at detecting it to secure the best deals for themselves. 

For anyone looking to raise funds for their startup, this episode is a goldmine of practical wisdom and strategic advice. Whether you're in the early stages of your entrepreneurial journey or looking to refine your approach to fundraising, Ryan Breslow's experience and insights will equip you with the tools to succeed. 

Don't miss out on this episode packed with actionable advice and strategies for mastering the art of fundraising.

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In this enlightening clip of the EYL, join hosts Troy Millings and Rashad Bilal as they sit down with experienced trademark attorney Rosezena Pierce. Dive deep into the world of trademarks and get crucial insights on how to protect your brand effectively. *Episode Highlights:*

• *Trademark Renewal:* Rosezena Pierce explains the renewal process and dispels common misconceptions. Unlike annual reports, trademark registrations need to be maintained between the 5th and 6th year anniversary, then the 9th and 10th year anniversary, and every ten years after that.
• *Scams & Spam:* Learn how to avoid common pitfalls and scams related to trademark renewals. Rosezena details the tactics used by scammers and stresses the importance of having an attorney to navigate these issues.
• *Service Marks & Trademarks:* What’s the difference? Rosezena clarifies that a service mark is essentially a trademark but used for services instead of products.
• *International Trademarks:* Discover the complexities of securing trademarks internationally. Rosezena emphasizes the importance of hiring local counsel to navigate different countries' laws effectively.
• *Costs Involved:* From government filing fees to attorney charges, get a full breakdown of what you can expect to spend on trademarking, both domestically and internationally.
• *LegalZoom vs. Hiring an Attorney:* Understand the value of personalized, custom legal advice versus using a service like LegalZoom. Rosezena highlights the importance of building a relationship with an attorney who can guide you through the nuances of trademark law and add value to your business.
• *Classes of Trademarks:* What are trademark classes? Rosezena discusses how you can cover multiple business aspects like media, education, and entertainment under a single class.

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Financial analyst Ian Dunlap exposes the "worst kept secret" on Wall Street: intentional market manipulation and rigged volatility.

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Invest Fest | August 7-9, 2026
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Experts discuss why gold remains a top asset in a volatile market. Learn why its value transcends thousands of years. #marketmondays

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Invest Fest | August 7-9, 2026
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"TSA crisis" is being utilized as an opportunity to normalize a militarized presence in public spaces, ultimately aiming for greater societal control rather than genuine security or financial efficiency.

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00:00 Fear of Selling Out
01:09 Meet Rich Dennis
04:40 SheaMoisture Origin Story
06:41 Family Business Rules
08:33 From Harlem Table to Retail
12:37 Building the Right Team
15:00 Impact Supply Chain in Africa
17:32 Backlash and Exit Strategy
26:36 Generational Wealth Reality
30:50 Capital Talent and Competition
36:53 Grace and Community Support
44:09 Why Big Brands Get a Pass
47:39 Economic Pressure Builds
49:43 Entrepreneurship at Risk
51:18 Unemployment Gap Explained
53:07 Capital Over Credentials
55:41 Losing Cultural Institutions
58:03 EssenceFest Backlash Lessons
59:51 Festival Pillars and Vision
01:03:45 Teyana Taylor Curator Role
01:04:22 Future of Media and Wealth
01:08:27 Building Black Business Infrastructure
01:16:22 Identity Critique Response
01:19:51 New Orleans Economic Impact
01:23:11 Why Print Still Matters
01:25:19 Celebrating Black Women Platforms
01:27:26 Festival Dates and Closing

In this episode of Earn Your Leisure, we sit down with Richelieu Dennis to break down his journey from selling products on the streets of Harlem to building SheaMoisture into a billion-dollar company and securing a historic $1.6 billion exit. He shares why building the right team was critical, the realities of working with family, and the key decisions that allowed the business to scale to its full potential.

We also dive into the backlash he faced after selling the company, addressing the “sellout” criticism and the larger issue of how Black entrepreneurs are judged. Richelieu speaks on investing 10% of revenue into Black women, the importance of unity within the community, and why negative public opinion can slow down economic progress. The conversation also touches on economic instability, unemployment disparities, and whether Black consumers should give more grace to Black-owned businesses.

Finally, we explore the future of media, ownership, and cultural influence through platforms like Essence Festival of Culture. Richelieu discusses the impact of Essence Fest on New Orleans, addresses past criticism, and shares his vision for the future—including new leadership with Teyana Taylor. We close with gems on generational wealth, building lasting infrastructure, and how to use market volatility as an advantage in today’s economy.

#EarnYourLeisure #RichelieuDennis #SheaMoisture #EssenceFest #BlackWealth #Entrepreneurship #GenerationalWealth #BlackBusiness #Investing #FinancialFreedom #MarketMondays #BusinessLeadershipSubscribe

 and watch more videos here: https://www.youtube.com/@EarnYourLeisure

Join the EYL community for deeper training and a more detailed approach:
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Invest Fest | August 7-9, 2026
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Welcome back to EYL! In this clip, we are joined by the incredible Ashaala Shanae, who provides invaluable insights on how to perfect your elevator pitch. Whether you're preparing for Invest Fest or any other pitch scenario, this video is packed with actionable advice to help you stand out and make a lasting impression.

*Key Points Discussed:*

1. *Clear and Concise Messaging:*
   Rashad Bilal kicks off the conversation by emphasizing the importance of a clear and concise message. Knowing who you are, what you do, who you serve, and what you offer is crucial.

2. *Identifying the Problem:*
   Rashad explains that understanding the problem you aim to solve is fundamental. Your pitch should highlight the specific issue your product or service addresses.

3. *Providing the Solution:*
   Beyond identifying the problem, it's vital to clearly articulate the solution your business provides. This includes the methods and vehicles you'll use to solve the issue.

4. *Market Research and Competitor Analysis:*
   Knowing your market stats and competitors is essential. Investors are likely to ask about the competitive landscape, making this a critical part of your pitch preparation.

5. *Effective Use of Visual Aids:*
   Visual aids can enhance your pitch if used correctly. Keep them clean and easy to understand, ensuring they support rather than distract from your key points.

6. *Clear Call to Action:*
   Rashad emphasizes the importance of a clear and realistic call to action. Specify exactly what you're asking for, whether it's funding, partnership, or another form of support.

7. *Understanding Your Numbers:*
   Know your financials inside out. Be prepared to detail your budget, forecast, and return on investment, as investors will scrutinize these aspects.

8. *Practice and Preparation:*
   Troy Millings and Rashad discuss the importance of practice. Practice in front of a mirror, with family and friends, and even record yourself to identify areas for improvement.

9. *Mindfulness and Visualization:*
   Ashaala shares techniques for managing anxiety, including mindfulness exercises and visualization. Walking through your pitch mentally can help build confidence and reduce stress.

10. *Breathing Techniques:*
    Specific breathing techniques like the 4-7-8 method can help calm nerves and prepare you for the spotlight.

11. *Arrive Early and Familiarize Yourself with the Venue:*
    Visiting the venue in advance and visualizing your performance in the actual space can significantly reduce anxiety on the day of your pitch.

12. *Have a Backup Plan:*
    Always have a backup for your visual aids and other electronic materials to avoid last-minute hiccups that can derail your pitch.

By following these steps and tips, you can create a compelling elevator pitch that captures the attention of investors and judges alike.

Don't miss out on this jam-packed episode that could be the key to your next successful pitch!

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Welcome back to another insightful clip of Market Mondays! In this clip, hosts Troy Millings, Ian Dunlap, and Rashad Bilal sit down with veteran real estate mogul Don Peebles to discuss the current state of the commercial real estate market and strategies to thrive during downturns.

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In this thought-provoking clip from "Black Out with Ian & Rashad," Rashad Bilal, Ian Dunlap, dissect the long-held beliefs around diamonds, wealth, and traditions. The conversation kicks off with Rashad Bilal questioning the true value—and marketing scam—behind diamonds, revealing how their perceived worth was crafted through strategic advertising and artificial scarcity over the past century. Ian Dunlap then expands on the idea, pointing out how diamond prices have plummeted in the past decade and highlighting how the story of diamonds as a "girl's best friend" is more marketing myth than real value. Dive deeper as Rashad Bilal uncovers the historical context—that diamonds were never particularly valuable compared to gold or other resources until recent marketing campaigns transformed them into symbolic tokens for engagements and weddings. The conversation takes an engaging turn with a humorous and insightful cultural exchange clip featuring Speed’s visit to an African village. Speed learns firsthand about dowry traditions—where cows, not diamonds, hold significant value in marriage negotiations. Led by African Father and Guide, Speed discovers the negotiation process for a dowry and its deep cultural relevance. The panel unpacks the broader message: value is always contextual. What might seem strange—like paying dowries in cows—holds immense significance and utility in different environments, just as water can be more precious than gold in the desert. Rashad Bilal and Ian Dunlap break down misconceptions around tradition, highlighting the respect and negotiations involved in these customs, including the consent of the bride and the vital role of family discussions. They challenge the audience to rethink how and why society assigns value—to diamonds, cows, and beyond. Prepare to be entertained and educated as the hosts and guests blend humor, real-world economics, cultural education, and personal insights. Whether it’s the artificial diamond market, the reality of dowry negotiations, or the nature of true wealth—this clip will give you plenty to think about. *Key topics covered:*

• The marketing myth behind diamond value
• The history of gold vs. diamond as currency
• Dowry negotiations and tradition in African cultures
• What defines real wealth and value
• The cultural relativity of money, livestock, and luxury
• Insights into global wedding customs

Don’t miss this unique blend of cultural commentary and sharp financial wisdom! *#Diamonds #Dowry #BlackOutPodcast #CulturalTraditions #Wealth #RashadBilal #IanDunlap #Speed #AfricanFather #Guide #MarriageCustoms #DiamondMyth #FinancialEducation #AfricanCulture #WeddingTraditions*

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