Earn Your Leisure
Earn Your Leisure

Earn Your Leisure

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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

Recent Episodes

Pinky Cole Breaks Down Filing for Bankruptcy, Losing $100M Business — And Blueprint to Build It Back
APR 2, 2026
Pinky Cole Breaks Down Filing for Bankruptcy, Losing $100M Business — And Blueprint to Build It Back
00:00 Losing It All Teaser01:02 Meet Pinky Cole03:01 Reality TV And Public Scrutiny05:45 Why Bankruptcy Was Necessary06:56 Winning The Property Case09:39 Turning Pain Into Purpose12:10 Darkest Moment And Comeback14:53 Money Vs Visibility Engine16:34 Mental Health And Marriage Strain21:32 Redefining Success As Peace23:31 Bankruptcy Explained Simply28:48 Leadership Changes And Hard Calls31:03 Final Straw And Filing Decision34:14 Freedom From Pressure35:19 Faith Through Darkness37:07 Toxic Social Media Culture39:37 Joining RHOA41:59 Reality TV As Leverage45:11 Cast Dynamics And Friendships47:14 Operations Over Popularity51:16 Hiring The Right Operators53:13 Pandemic Entrepreneurs No Foundation57:21 Franchising And Rebuilding58:57 Pinky Piggy Bank Series01:03:37 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 #StartupLifeSubscribe  and watch more videos here: https://www.youtube.com/@EarnYourLeisure Join the EYL community for deeper training and a more detailed approach:https://www.eyluniversity.com Join the number one stock club in the world:https://www.ianinvest.com Invest Fest | August 7-9, 2026Grab early bird tickets now: https://www.investfest.comSee omnystudio.com/listener for privacy information.
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66 MIN
Mastering the Art of Fundraising
APR 1, 2026
Mastering the Art of Fundraising
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.See omnystudio.com/listener for privacy information.
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10 MIN
 Trademark Renewal Process: Key Information from Trademark Attorney Rosezena Pierce
APR 1, 2026
Trademark Renewal Process: Key Information from Trademark Attorney Rosezena Pierce
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. See omnystudio.com/listener for privacy information.
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8 MIN