Bet On Yourself, Sis!

Jasmine Gary
  • 5.0 (3)
  • Entrepreneurship
  • Updated Bimonthly

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.

  1. From Dream Job to Dream Life: A Cannabis Journey with Lucille Verdé

    Jun 3

    From Dream Job to Dream Life: A Cannabis Journey with Lucille Verdé

    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

    47 min
  2. Social Entrepreneurship: Making Money while Doing Good with Anna DeShawn

    May 20

    Social Entrepreneurship: Making Money while Doing Good with Anna DeShawn

    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

    39 min
  3. Faded Living: Celebrating Cannabis Through Food with Necole Hines

    May 6

    Faded Living: Celebrating Cannabis Through Food with Necole Hines

    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

    1h 1m
  4. Navigating Identity Shifts in Business and Life with Shervon Laurice

    Apr 22

    Navigating Identity Shifts in Business and Life with Shervon Laurice

    Finding a Black woman therapist isn’t easy. But, finding a queer, Black, woman therapist who is a good fit for your personal needs… feels like it is near impossible sometimes. But, don’t stop looking. Your person is out there! And, in this episode of Bet On Yourself, Sis!, Shervon Laurice gives us hope! Shervon is a psychotherapist turned transformational coach, and she emphasizes the importance of embodying new identities for personal and professional growth. In this episode we discuss the impact of the pandemic on self-discovery, the challenges of entrepreneurship, and the necessity of overcoming limiting beliefs. We also explore themes of abundance, service, and the importance of self-reflection in entrepreneurship. We encourage you to reflect on your own identities and the shifts required to achieve true freedom and success in your lives. We consider the challenges of pivoting in business, the significance of nervous system regulation for mental health, and the empowerment of Black women entrepreneurs.  We talk: 06:04 - The importance of identity shifts in entrepreneurship 19:48 - Navigating mindset and identity shifts 27:49 - Overcoming limiting beliefs and embracing new identities 38:46 - The power of self-reflection and authenticity 42:07 - Nervous system regulation and mental health 54:59 - Integrating insight into action Episode References: The Diary of a CEO (podcast) Connect with Shervon! - IG @shervonlaurice - LinkedIn @shervonlaurice - Website elevatewithshervon.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

    1h 1m
  5. Feedback and Community: Keys to Business Success with Eboné Bell

    Apr 8

    Feedback and Community: Keys to Business Success with Eboné Bell

    Stop thinking of feedback as a negative thing! It’s only data. Or, as Eboné Bell says, it’s an opportunity to learn new information. And she gives even more keys to business in this episode of Bet On Yourself, Sis! Eboné Bell is a Keynote Speaker & Voiceover Artist, and she shares her entrepreneurial journey, highlighting the creation of Tagg Magazine and her commitment to serving the LGBTQ+ community. She discusses the importance of authenticity, the challenges of entrepreneurship, and the need for self-compassion and forgiveness. She also offers practical advice for aspiring business owners and explores her transition from micromanaging to empowering others.   The conversation emphasizes the significance of resilience, the freedom that comes from delegation, and the importance of communication in partnerships. We emphasize the core value of belonging and how it impacts personal and professional growth, particularly for Black women. Eboné encourages listeners to claim their space and recognize their worth in every room they enter, highlighting the power of community and support. We talk: 9:50 - The Journey of Tagg Magazine and filling community voids 20:10 - Overcoming loneliness and embracing authenticity in business 36:35 - Empowering creativity in collaboration 40:34 - Building relationships with integrity 55:39 - Forgiveness and growth in business 01:10:35 - Claiming your space to belong  Episode References:  https://taggmagazine.com/ Connect with Eboné! - IG @ebone.bell - TikTok @ebone.bell - Website ebonebell.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

    1h 14m

  6. Mar 25

    Welcome back to a new season of Bet On Yourself, Sis!

    Welcome back to a new season of Bet On Yourself, Sis! I'm your host, Jasmine Gary aka Pink Lady (she/her), and I am thrilled for this season! We had more queer women and more women cannabis, just like I wanted! So, I hope you're ready, because new episodes start to drop on April 8th. In the meantime, message me on IG and let me know your favorite episode so far! Don't forget to RATE the podcast on Spotify and REVIEW it on Apple Podcasts, or wherever you listen! The algorithms love ratings and reviews, so the more a podcast has, the more it will be suggested by the apps. Help Bet On Yourself, Sis! reach more Black Women Entrepreneurs by rating and reviewing it today. 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

    1 min
  7. Last Episode of the Season and Mental Health Resources

    Jan 14

    Last Episode of the Season and Mental Health Resources

    Happy New Year! And welcome to the season finale of Bet On Yourself, Sis! Today, I reflect on the first season of this podcast and express my gratitude to you, my audience and every guest. I also emphasize the importance of community engagement and mental health advocacy, highlighting episodes that can serve as resources for finding therapists and mental health professionals. This episode serves as a heartfelt conclusion to the first season while looking forward to new beginnings in 2026. I talk: 02:47 - Gratitude and community engagement 05:50 - Mental health advocacy and resources Episode References: Ep. 4 - Mental Health Advice, Tips, and Resources with Marquita S. Myrick Ep. 17 - Rejection is Redirection: Walking in Purpose with Shirlz Rejouis Ep. 18 - Trusting the Process and Embracing the Baby Steps with Derdine Brown Ep. 19 - Exploring Mental Health Through Art and Dialogue with Vena J The Loveland Foundation 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

    7 min
  8. Exploring Mental Health Through Art and Dialogue with Vena J

    12/31/2025

    Exploring Mental Health Through Art and Dialogue with Vena J

    December was Mental Health Month here on Bet On Yourself, Sis! That was not done on purpose, but wow was it purposeful! This month I spoke to three different therapists and had three completely different conversations, but the one thing that stood out in every conversation was the power of authenticity! So let this be your reminder to BE YOURSELF and allow everything else to fall into place! And that's a wrap! This has been an AMAZING first season of Bet On Yourself, Sis!, and this episode #19 is a great ending! Today I speak with Vena J, Licensed Social Worker/Therapist and the Producer, Creator and Host of The Konfession Korner, a platform that provides a cognitive and communal space to discuss the journeys of Black creatives, artists and entrepreneurs as well as the importance of mental health and wellness. In this conversation, Vena J shares her journey from launching the Konfession Korner podcast and and its evolution in all that it has become, including Kreative Keynotes and Kreative Kompany. She discusses the importance of intentionality and vulnerability in conversation, emphasizes the role of community support and engagement in her creative endeavors, and reflects on her aspirations for the future. Together we highlight the necessity of continuous learning, the courage to ask for help, and the challenges and rewards of being in the creative industry. We focus on the need for clarity and fulfillment and the value of providing resources and networking opportunities in both personal and professional spaces. We also explore the multifaceted nature of entrepreneurship, particularly from the perspective of Black women. We discuss the emotional challenges of rejection, the importance of authenticity in business, the journey of personal growth through alignment, and the value of mentorship and community support. Vena also shares her journey in social work and how it informs her entrepreneurial endeavors, emphasizing the need for empathy and understanding in both personal and professional realms. Episode Reference: MVEMNT® Black Arts District Motor House Skin Deep Roe Vision oyindaSOLA APOETNAMEDNATE Amira Damani Niajea R. Connect with Vena J! - IG @thekonfessionkorner - Website thekonfessionkorner.com - YouTube @thekonfessionkorner 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

    1h 14m
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Ratings & Reviews

5
out of 5
3 Ratings

About

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.

Information

  • Creator
    Jasmine Gary
  • Years Active
    2025 - 2026
  • Episodes
    29
  • Rating
    Explicit
  • Copyright
    © All rights reserved.
  • Show Website
    Bet On Yourself, Sis!