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Earn Your Leisure

Earn Your Leisure

By: iHeartPodcasts
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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!! #earnyourleisurepodcast2026 iHeartMedia, Inc. © Any use of this intellectual property for text and data mining or computational analysis including as training material for artificial intelligence systems is strictly prohibited without express written consent from iHeartMedia Career Success Economics Leadership Management & Leadership Personal Finance Politics & Government
Episodes
  • This ONE Rule in Options Trading Saved My Profits
    Apr 4 2026

    Options Trading Expert Troy Millings reveals the 100% strategy. Don't let market uncertainty steal your victories—learn when to sit on your cash. #hardlyinitiated

    Subscribe 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, 2026
    Grab early bird tickets now: https://www.investfest.com

    See omnystudio.com/listener for privacy information.

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    7 mins
  • Pinky Cole Breaks Down Filing for Bankruptcy, Losing $100M Business — And Blueprint to Build It Back
    Apr 2 2026

    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 #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, 2026
    Grab early bird tickets now: https://www.investfest.com

    See omnystudio.com/listener for privacy information.

    Show more Show less
    1 hr and 7 mins
  • Mastering the Art of Fundraising
    Apr 1 2026

    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 mins

Featured Article: The Best Podcasts by Black Creators to Listen to in 2023


Whether focused on literature, family, mental health, history, or the arts, these listens represent just a few of the best podcasts created and hosted by Black writers, thinkers, journalists, comedians, and trailblazers. Led by some of the most powerful voices in media, these can’t-miss listens demonstrate just how outstanding Black voices capture the particular challenges and extraordinary accomplishments of African Americans.

All stars
Most relevant
Absolutely, Great commentary for the latest in financial news. Awesome insights. Overall Phenomenal Media Network.

Free Game !!!

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I’m am 24 years old I can say that this podcast has changed my life and way of thinking. They highlight all of the factors into obtaining financial freedom and being your own boss. It’s very transparent and they are all teaching you things for your best interest. Shoutout EYL and EYL University

Wealth and knowledge is the main focus

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I love what these brothers are doing!! Met them in person and they are just as authentic in REAL LIFE! Keep up the great work my brothers and continue to enlighten, teach and push the culture forward.

Greatest show out!!

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love each message, feeds my mind, prepares me for my educational, financial, and entrepreneurial goals

beneficial messages

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Valuable and needed information but there are a lot of commercials so hard to follow.

Amazingly helpful information but...

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