ABOUT THIS PODCAST 🔗
Wine, Wisdom & What Now? is a lifestyle podcast for Black women navigating reinvention, identity shifts, wellness, and the “what now” season of life. Through honest conversations, reflective storytelling, and expert insight, host Yolanda Holliday creates a space where women feel seen, supported, and reminded they don’t have to navigate this season alone.
Update frequency:
weekly
Average audio length:
32 minutes
English
United States
19 episodes
since May 26, 2026
episodic
IN THIS PODCAST 🔗
LATEST EPISODE 🔗
What happens when you finally stop questioning whether you’re worthy of the life you want—and start choosing yourself?
In this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with Pamela Davis-Brown, creator and host of The Well Done Life podcast, for an honest conversation abou…
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Search past episodes of Wine, Wisdom & What Now?.
PREVIOUS EPISODES 🔗
What happens when you stop trying to become who everyone else thinks you should be—and finally give yourself permission to be who you are?
In this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with transformation speaker, coach, and founder of Transform with Tam, Tamara Clark,…
What if the life you worked hard to build no longer feels like the life you want?
In this episode of Wine, Wisdom & What Now?, Yolanda sits down with Coach MJ Hunter, a next chapter coach, content creator, author, and solo van lifer who decided she wasn’t going to spend the next season of her l…
Who are you when the title, the career, or the role that helped define you is suddenly no longer there?
In this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with Tammy Oglesby for an honest conversation about identity, career transitions, faith, grief, and rediscovering yours…
Big Things Happening | Wine, Wisdom & Celebrating the Journey
When was the last time you stopped long enough to celebrate yourself—not because the work was finished, but because you kept going and reached a milestone worth acknowledging?
This week’s episode of Wine, Wisdom & What Now? is a …
What happens when the version of you everyone sees doesn’t match what’s really happening behind closed doors?
In this solo episode of Wine, Wisdom & What Now?, Yolanda Holliday gets honest about the masks we sometimes wear—the smiles, the “I’m fine,” and the picture-perfect version of life we p…
Who is in your circle—and do you have the kind of community that challenges you, supports you, and reminds you that you don't have to figure everything out alone?
In this solo episode of Wine, Wisdom & What Now?, Yolanda Holliday opens up about why community has become such an important pa…
What happens when you finally trust the feeling that tells you something isn’t right—even when walking away means stepping into the unknown?
In this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with occupational therapist Shayla for an honest conversation about choosing peace…
What if your best chapter isn't behind you—but still waiting for you?
In this episode of Wine, Wisdom & What Now?, Yolanda Holliday shares one of her most personal solo conversations yet, reflecting on grief, family, community, and why turning 50 has become a season of purpose instead of l…
What happens when you’ve spent years taking care of everyone else and finally realize it’s time to choose yourself?
In this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with Pastor Keevi Worthy for a deeply personal conversation about grief, faith, healing, and the decision t…
Disclaimer: The podcast and artwork embedded on this page are from Yolanda Holliday, which is the property of its owner and not affiliated with or endorsed by Listen Notes, Inc.
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