Bet On Yourself, Sis!

Jasmine Gary
  • 5.0 (4)
  • 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. 1d ago

    Reputation and Relationships: Keys for Black Women Entrepreneurs with Eboni Price

    Depending on others is an important part of life, personal and professional. The problem is that many people have a one-sided point-of-view. They network to see what you can do for them, instead of building a mutually beneficial relationship. And, that is just one key that we talk about in this episode of Bet On Yourself, Sis!, so I hope you caught it! Today I sit down with director, writer, and producer, Eboni Price.  In this conversation, Eboni shares her journey in the entertainment industry, and how she balances it all. She emphasizes the importance of networking, discipline, and professionalism, and she provides valuable guidance for aspiring creatives navigating the industry. She discusses her experiences in both independent and studio filmmaking, the challenges of the starving artist mindset, and the necessity of setting boundaries to avoid burnout. Eboni and I explore the challenges and joys of creativity, the significance of mental health, and the need to harmonize work with self-care. Eboni also highlights her work and the creation of the film 'Hard', highlighting the importance of storytelling and representation in media. We talk: 06:51 - The starving artist mindset 19:40 - Discipline and boundaries in creative work 25:40 - Finding balance and avoiding burnout 33:20 - Navigating entrepreneurship 48:12 - Creating 'Hard': A personal journey Episode References: On The Set Camp 42 (2013) Bad Robot Shondaland D. Stevens Dawn Gilliam Noelle Green John Singleton Connect with Eboni! - IG @willfilm4food - LinkedIn @eboni-p - Website willfilm4food.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

    Reputation and Relationships: Keys for Black Women Entrepreneurs with Eboni Price

  2. Sep 16

    Building Confidence Through Authenticity and Visibility with Denese Longsworth

    This episode is for you. You have that idea on your mind, but you’re letting what you don’t have get in the way of what you could have. You feel fear, doubt, and all the other things holding you back. And, you just need that bit of encouragement. Well, here it is! In this episode of Bet On Yourself, Sis!, I sit down with Denese Longsworth and we discuss the importance of asking for help, building visibility, and fostering community engagement. Denese is a Licensed Clinical Social Worker, creator of community, podcast producer, voice over artist and public speaker. In this episode, Denese shares her journey in both navigating the podcasting industry and creating her own social work agency. She highlights the importance of community, collaboration, and support among Women of Color. And, she discusses her experiences and challenges in creating Podcasters of New Jersey and the PODWORK Virtual Summit. Denese and I emphasize the value of relationships and the lessons learned from rejections, ultimately advocating for supportive communities that foster growth and empowerment. We explore how to build confidence through authenticity, embrace your unique journey, and prioritize your well-being while pursuing your goals. We talk: 09:04 - The importance of asking for help 11:58 - The role of community in growth 21:10 - The value of relationships in entrepreneurship 34:58 - Visibility and community engagement 40:31 - Building confidence through authenticity 54:19 - Entrepreneurship: responsibility and freedom Episode References: Ann Smith Danielle Desir Corbett ABF Creative Shirlz Rejouis Black Podcasters Association Afros & Audio Dissecting Your Perspective Evergreen Podcasts Building Confidence and Success Through Affirmations with Deandre Raquel Bacon Black with Benefits Discovering Your Calling through Connection and Resilience with Erin Pompa From Dream Job to Dream Life: A Cannabis Journey with Lucille Verde Connect with Denese! - IG @deneseduran82 - LinkedIn @deneselongsworth 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

    Building Confidence Through Authenticity and Visibility with Denese Longsworth

  3. Sep 2

    Black with Benefits: A Collaborative Journey with Shirlz and Denese

    “Black with Benefits” is a new audio series that brings mental health theories to life in an engaging story about a modern day situationship. It highlights cultural expectations, family dynamics, and societal pressures, especially within Black and Brown communities. And, in this episode of Bet On Yourself, Sis!, I get to sit down with its creators! Today I talk to Shirlz Rejouis and Denese Longsworth, and get all the details on the show. In this episode, Shirlz and Denese share the show’s writing process, their creative journey, and how they bridged theoretical knowledge with real-life examples. They also highlight the significance of their social work backgrounds in shaping the content of “Black with Benefits,” emphasizing mental health and community support. They reflect on their successful listening party, the challenges of work-life balance, and the need for boundaries in creative partnerships. And, they discuss the significance of community, support, and resilience in the entrepreneurial journey, encouraging you to embrace your identity and pursue your dreams despite the obstacles. This conversation truly highlights the importance of collaboration and sisterhood in your creative endeavors. Ultimately, we hope to inspire you to embrace your journey, learn from failures, and build meaningful connections. We talk: 10:40 - Sisterhood and collaboration 26:11 - Social work's influence on creativity 32:15 - “Black with Benefits,” a peak into the story 42:06 - Entrepreneurship: overcoming fear and building community Episode References: Ep. 17 - Rejection is Redirection: Walking in Purpose with Shirlz Rejouis ABF Creative bell hooks Frequency973prod   Connect with Shirlz!  - IG @i_5urelyrejoice  - SubStack @i5urelyrejoice Connect with Denese!  - IG @deneseduran82  Follow Black with Benefits on social media!  - IG @frequency973prod  - Threads @frequency973prod  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

    Black with Benefits: A Collaborative Journey with Shirlz and Denese

  4. Aug 12

    Summer Break for Bet On Yourself, Sis!

    My grandmother passed away a year ago. And it has been super hard to focus on anything but memories. So Bet On Yourself, Sis! is taking a break! But we will be back with new episodes on Wednesday, September 2nd! Make sure that you are subscribed and/or following the show so that you will be notified. And catch up on old episodes while you wait. 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

    Summer Break for Bet On Yourself, Sis!

  5. Jul 29

    Balancing Motherhood and Entrepreneurship with Ms. Jonna

    I’m not a mom yet, but I know that entrepreneur parents are amazing! You work, you build your business, you take care of your family, and you take care of yourself! Entrepreneuring as a parent is hard work and today’s guest on Bet On Yourself, Sis! is an expert! Ms. Jonna is a mama of 5 children and the daycare mama of many others. She is the owner of Ms. Jonna’s Play & Learn, a successful home-based daycare center, and she is currently working on her first children's book for publication.  In this episode, Ms. Jonna shares her journey of balancing motherhood and entrepreneurship and the challenges she faced in establishing her daycare business. She is also a longtime vegan with 3 self published vegan cookbooks, so you know I had to learn more about that! She discusses her transition to veganism and the creation of her cookbooks. Throughout the conversation, we emphasize the importance of authenticity, staying true to yourself in your entrepreneurial journey, and the personal growth that comes with it. We explore the significance of networking, the need for self-care, and the necessity of perseverance and hard work for achieving long-term goals, especially for Black Women Entrepreneurs. We talk: 08:55 - Starting the daycare business 18:13 - Staying true to yourself in business 22:48 - The power of networking and authentic connections 30:25 - Personal growth through entrepreneurship 40:28 - Advice for Black Women Entrepreneurs: perseverance and self-care Episode References: Just VEGANIZE It: Vol 1 Just VEGANIZE It: Vol 2, Soups, Salads, & Sides VEGANIZED for Kids: Vegan Cooking Simplified for Kids Insight Timer Connect with Ms. Jonna! - IG @Ms.Jonnas - FB @msjonnas - LinkTree @queenluv 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

    Balancing Motherhood and Entrepreneurship with Ms. Jonna

  6. Jul 15

    Support, Advocacy, and Community Through Doula Services with Leah Hairston

    We live in a world where Black birthgivers face a disproportionately higher risk of mortality, with a rate of 44.8 deaths per 100,000 live births*. And Leah Hairston is on a mission to change that number to 0 deaths. Leah is a seasoned doula, health advocate, and the CEO and founder of Sweet Bee Services, Baltimore's concierge doula agency, with a 100% survival rate. In this episode of Bet On Yourself, Sis!, Leah shares her entrepreneurial journey into the field of doula services and creating a business that prioritizes community needs and well-being. She discusses the importance of autonomy and choice in maternal health and the challenges faced by Black women in the healthcare system. And she emphasizes the need for education and support in navigating maternal care.  Our conversation highlights the intersection of personal purpose and professional responsibility, and the necessity of addressing financial concerns in the pursuit of impactful work. We discuss the need for Black Women Entrepreneurs to embrace our unique identities and serve our communities. And, we advocate for rest, noting that it is imperative and not earned. We talk: 8:53 - The importance of autonomy and choice  17:51 - Entrepreneurship in the doula space 29:20 - Sustainable business practices  37:40 - Entrepreneurship as a responsibility and privilege 45:13 - Advice for Black Women Entrepreneurs Episode References: Navigating Identity Shifts in Business and Life with Shervon Laurice *CDC’s Data from the Pregnancy Mortality Surveillance System Connect with Leah! - IG @sweetbeeservices - LinkedIn @lhairston - Website SweetBeeDoula.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

    Support, Advocacy, and Community Through Doula Services with Leah Hairston

  7. Jul 1

    Empowering Black Women in Voiceover and Life with Casaundra Freeman

    This is another episode to remind you to build your dream life! Don’t focus on finding your dream job. Do what you have been called to do and the rest will fall into place. That is a running theme in this episode of Bet On Yourself, Sis!, with Casaundra Freeman. Casaundra is a professional actor and director, and the founder of Work with Your Voice, a voiceover training program exclusively for Black women.  In this episode, Casaundra shares her transformative journey through motherhood and entrepreneurship. She discusses her career change from acting to voiceover, her move to Mexico to “worldschool” her children, and the importance of community and empowerment for Black women, especially in the voiceover industry. Casaundra also notes her experiences with grief, healing, and setting boundaries while navigating her career and motherhood.  Our discussion emphasizes the importance of self-discovery, the power of believing in yourself, the responsibilities that come with freedom as an entrepreneur, and the necessity of pursuing dreams without seeking external validation.  We talk: 12:45 - World Schooling and Healing Through Relocation 27:31 - Building Community and Setting Boundaries 38:28 - The Journey to Motherhood and Self-Discovery 48:45 - The Entrepreneurial Spirit: Pursuing Freedom and Responsibility 55:53 - Overcoming Adversity: The Impact of Intimate Partner Violence 1:09:37 Dreaming Big: The Importance of Believing in Yourself Episode References: Detroit Repertory Theatre Alabama Shakespeare Festival https:The Hundred Thousand Kingdoms - Audiobook The Broken Kingdoms - Audiobook The Kingdom of Gods - Audiobook ExodUS Summit | For Black Women The Official We Do Not Care Club Handbook by Melani Sanders Adrienne Livingston Connect with Casaundra! - IG @heycasaundra - LinkedIn @casaundra-freeman - Website heycasaundra.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

    Empowering Black Women in Voiceover and Life with Casaundra Freeman

  8. Jun 17

    The Intersection of Health and Leadership with Dr. Alicia Newsome

    “We are human beings, not human doings!” This quote from Dr. Alicia Newsome really sets the tone for this episode of Bet On Yourself, Sis! Dr. Alicia is an executive advisor, international speaker, bestselling author, and most importantly a functional medicine expert. And in this episode, I learn so much about myself. In this episode, we discuss the importance of health in leadership, the differences between functional and traditional medicine, and the significance of rest and boundaries in entrepreneurship. Dr. Alicia shares her journey into functional medicine and emphasizes the need for a holistic approach to health and well-being, especially for Black women entrepreneurs.  This conversation also touches on the importance of trusting yourself and finding clarity in your personal and professional life. Dr. Alicia teaches me about the impact of stress on hormones and overall health, which emphasizes the connection between mental and physical well-being. We highlight the importance of self-acceptance and recognizing your inherent worth. And Dr. Alicia gives practical tips on nutrition and gut health, reinforcing a holistic approach to wellness. Stay tuned for more info on Dr. Alicia’s new book! We talk: 06:01 - Functional vs. traditional medicine 12:07 - The importance of health in leadership 18:04 - Redesigning business for personal wellbeing 29:15 - Trusting yourself and finding clarity 34:12 - The impact of stress on hormones 52:23 - Empowerment and self-acceptance for Black women entrepreneurs Episode References: And Still She Rise! (2024) Manifesting Her! (2023)  Stories of The World's Greatest Speakers (2024) Women Redefining Leadership with S.P.I.C.E. (2025)  Connect with Dr. Alicia! - IG @dr.alicianewsome - YouTube @dr.alicianewsome - LinkedIn @dr-alicia-newsome 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

    The Intersection of Health and Leadership with Dr. Alicia Newsome
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Ratings & Reviews

5
out of 5
4 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
    37
  • Rating
    Explicit
  • Copyright
    © All rights reserved.
  • Show Website
    Bet On Yourself, Sis!