What happens when you finally recognize that you are worthy of the life you want? Pamela Davis-Brown joins Yolanda for an honest conversation about choosing yourself, healing, wellness, love after 50, and knowing when it’s time to stop healing and start living.

What does it look like to appreciate who you are while still becoming who you’re meant to be? Tamara Clark joins Yolanda for an honest conversation about identify, releasing expectations, and embracing every version of yourself.

What happens when you stop living by what you’re supposed to do and start choosing what you actually want? Coach MJ Hunter shares how she traded the traditional path for freedom, adventure, and a next chapter on her own terms.

After nearly 30 years in corporate leadership, Tammy Oglesby shares what happened when the title was gone — and how she began rediscovering who she is beyond her career.

Big things are happening! Yolanda celebrates the official opening of The Curated Circle and shares why we should pause and celebrate ourselves along the journey.

What happens when the version of your life everyone sees doesn’t match what’s happening behind closed doors? In this solo episode, Yolanda explores the masks we wear, the emotional cost of pretending everything is okay, and what it means to choose authenticity over appearances.

Why does community matter so much in this season of life? Yolanda shares the power of finding your people and reminds us that the right circle can make all the difference.

Shayla shares how trusting her instincts and choosing peace gave her the courage to walk away from the life she thought she wanted — and choose herself instead.

Yolanda Holliday shares a personal reflection on grief, community, and why turning 50 has become a season of possibility instead of limitation. If you've ever wondered whether it's too late to start over or chase a dream, this conversation is for you.

Pastor Keevi Worthy shares her journey through grief, healing, and choosing happiness after years of putting everyone else's needs before her own. If you've been carrying the weight of everyone around you while quietly neglecting yourself, this conversation is for you.Denise Horton shares her journey of choosing herself, pursuing purpose, and having the courage to build a life aligned with her passion. If you've ever felt called to something greater but fear has held you back, this conversation is for you.

Denise Horton shares her journey of choosing herself, pursuing purpose, and having the courage to build a life aligned with her passion. If you've ever felt called to something greater but fear has held you back, this conversation is for you.

Pamela Howard shares her journey of navigating menopause, empty nesting, and embracing life's unexpected transitions with grace and resilience. If you've ever found yourself adjusting to a season you didn't plan for, this conversation is for you.

Yolanda Holliday reflects on the courage it takes to keep showing up, sharing an honest conversation about imposter syndrome, celebrating small wins, and believing in yourself. If you've ever wondered, "Why can I show up for everyone else, but not for myself?" this conversation is for you.

Cocoa Pugh shares her journey of embracing purpose, identity, and the courage to become the woman God created her to be. If you've ever questioned your purpose or wondered if the journey is worth it, this conversation is for you.

Fariyda “Free” Burgess shares her journey of rediscovering herself after a major life transition, opening up about self-worth, healing, and choosing happiness. If you've ever asked yourself, "What about me?" this conversation is for you.

Anita "Lil' Bit" Lindell shares her personal journey through perimenopause, opening up about the symptoms many women don't see coming and the importance of advocating for your health. If you've ever wondered, "Is it just me?" this conversation is for you.

Welcome to Wine, Wisdom & What Now? — a lifestyle podcast for Black women 40+ navigating reinvention, wellness, identity shifts, healing, and the “what now” season of life. In this official trailer, host Yolanda Holliday shares the heart behind the podcast and the journey that inspired its creation.

Yolanda Holliday shares the personal journey that led her from burnout and survival mode to a season of grace, boundaries, and self-preservation. If you've been pouring into everyone else while neglecting yourself, this conversation is for you.

Welcome to Wine, Wisdom & What Now? — a lifestyle podcast for Black women 40+ navigating reinvention, wellness, identity shifts, healing, and the “what now” season of life. In this official trailer, host Yolanda Holliday shares the heart behind the podcast and the journey that inspired its creation.