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Bet On Yourself, Sis!

Bet On Yourself, Sis!

By: Jasmine Gary
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What happens when Black women stop playing small and bet on themselves?

Bet On Yourself, Sis! is a podcast hosted by Jasmine Gary, entrepreneur and founder of Pink Lady Productions, featuring honest interviews with Black women entrepreneurs, creatives, healers, and therapists who are building boldly and living authentically.

Each episode delivers real talk, success stories, and actionable strategies — including honest conversations about mental health, rejection, purpose, and what it actually takes to show up for yourself and your vision.

You are the investment. This is your reminder.

All rights reserved.
Economics Leadership Management & Leadership Personal Development Personal Success Social Sciences
Episodes
  • From Dream Job to Dream Life: A Cannabis Journey with Lucille Verdé
    Jun 3 2026

    We got another Black Woman in Cannabis ya’ll! If you know her, you already know this will be a great conversation. But if you don’t know her, I’m super excited to introduce you to Lucille Verdé, your favorite stay at home stoner. Lucille is a cannabis entrepreneur and the owner of Canna Cape Cod, a unique bud and breakfast in DC.

    In this episode of Bet On Yourself, Sis!, Lucille shares her journey in the cannabis industry, both personal and professional. She highlights the importance of community building, the cultural nuances of being a stoner, and the spiritual growth that comes with entrepreneurship.

    Our conversation emphasizes the significance of empowering Black Women, especially within the cannabis industry, showcasing the nurturing and supportive community we create. We discuss the importance of advocating for those still incarcerated for cannabis-related offenses. And we stress the need for authenticity, resilience, and commitment in entrepreneurship and the importance of recognizing signs in business and life.


    We talk:

    4:10 - The journey of building a cannabis business

    12:05 - Navigating the cannabis industry while community building

    19:24 - Balancing motherhood and entrepreneurship

    25:31 - From dream job to dream life

    38:06 - The injustice of cannabis incarceration

    42:52 - Empowering Black Women Entrepreneurs!


    Episode References:

    Last Prisoner Project

    Free My Weedman

    Buy Weed From Women



    Connect with Lucille! - IG @canna_cape_cod_dc - YouTube @lucilleverde420 - Website lucille-verde.com


    Connect with Pink Lady! - IG @pinkladyprod - Tik Tok @pinkladyprod - LinkedIn @pinkladyprod


    Follow Bet On Yourself, Sis! on social media - IG @betonyourselfsis - Tik Tok @betonyourselfsis - YouTube @betonyourselfsis

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    47 mins
  • Social Entrepreneurship: Making Money while Doing Good with Anna DeShawn
    May 20 2026

    What does success mean to you? What does it look like? How does it smell? Don’t look at that business over there for an idea. Look inside and define it for yourself! That is one of the running themes in this episode of Bet on Yourself, Sis!, with Anna Deshawn.


    Anna is a social entrepreneur, storyteller, and community organizer, and together we discuss the important keys for Black Women Entrepreneurs, including setting boundaries to protect your energy and defining success on your own terms. Anna shares her journey into entrepreneurship, from going to journaling camps as a child to building platforms that center BIPOC and QTPOC, amplifying marginalized voices. She also emphasizes the need for financial stability to create impact and shares her personal practices for self-care and avoiding burnout.


    The conversation highlights the importance of consistent preparation for challenges, intentional planning to manage energy, and the necessity of building a supportive team. It also emphasizes the value of delegation, the balance between time and money, and the significance of community over individualism.


    We talk:

    06:28 - Defining success on your own terms

    16:30 - The importance of rest and self-care

    22:10 - Building a support system

    30:47 - The difference between business owner and entrepreneur

    32:13 - Advice for Black Women Entrepreneurs


    Episode References:

    Robin Roberts

    The Big Leap by Gay Hendricks

    Navigating Identity Shifts in Business and Life with Shervon Laurice

    The Qube


    Connect with Anna! - IG @annadeshawn - YouTube @e3radio - Website annadeshawn.com


    Connect with Pink Lady! - IG @pinkladyprod - Tik Tok @pinkladyprod - LinkedIn @pinkladyprod


    Follow Bet On Yourself, Sis! on social media - IG @betonyourselfsis - Tik Tok @betonyourselfsis - YouTube @betonyourselfsis

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    39 mins
  • Faded Living: Celebrating Cannabis Through Food with Necole Hines
    May 6 2026

    Education is everything! That is especially true when it comes to cannabis, because it still holds so much stigma. And in this episode of Bet on Yourself, Sis!, Necole Hines, cannabis educator, chef, and advocate, gives us a crash course on the cannabis industry and how she incorporates the plant into her cooking.


    Necole and I discuss the stigma surrounding cannabis use, the challenges of entrepreneurship in the cannabis industry, and the significance of self-care and rest for personal and professional growth. She shares the journey of starting her business, Faded Living, and how she navigates the cannabis market while emphasizing the need for patience and adaptability.


    In this conversation, we explore the challenges and opportunities for Black women entrepreneurs in the cannabis industry, emphasizing the need for education and networking. We also highlight the significance of embracing discomfort and the personal nature of cannabis experiences.


    We talk:

    4:52 - Breaking the stigma around cannabis

    10:04 - Entrepreneurship in the cannabis industry

    19:58 - The importance of pivoting in business

    31:58 - Listening to your body

    40:43 - Creating a cannabis-friendly experience

    46:34 - Embracing uncomfortability


    Episode References:

    Ep. 9 - Growing from Community Catering to Creative Entrepreneurship



    Connect with Necole! - IG @fadedliving - Website fadedliving.com - LinkedIn @necole-hines


    Connect with Pink Lady! - IG @pinkladyprod - Tik Tok @pinkladyprod - LinkedIn @pinkladyprod

    

    Follow Bet On Yourself, Sis! on social media - IG @betonyourselfsis - Tik Tok @betonyourselfsis - YouTube @betonyourselfsis

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    1 hr and 1 min
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