Wine, Wisdom & What Now?
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.
Episodes
19 episodes
Ep 018 | Choose You | Wine, Wisdom & Know Your Worth
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 o...
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Ep 017 | Being While Becoming | Wine, Wisdom & Embracing Who You Are
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 transform...
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Ep 016 | Life on My Own Terms | Wine, Wisdom & Choosing Freedom
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 va...
Ep 015 | Who Are You Without the Title | Wine, Wisdom & Rediscovering Yourself
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 abo...
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Ep 014 | Big Things Happening | Wine, Wisdom & Celebrating the Journey
Big Things Happening | Wine, Wisdom & Celebrating the JourneyWhen 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 ackn...
Ep 13 | Take Off the Mask | Wine, Wisdom & Showing Up as Yourself
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—th...
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Ep 012 | Find Your Circle | Wine, Wisdom & The Power of Community
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 Holl...
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Ep 011 | Choosing Peace | Wine, Wisdom & Trusting Yourself
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 occupat...
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EP 010 | It's Not Too Late | Wine, Wisdom & Starting Where You Are
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 wh...
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Ep 009 | Now It's My Time | Wine, Wisdom & Choosing Happiness
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...
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EP 008 | Pouring Into Purpose | Wine, Wisdom & Living Intentionally
What happens when you stop pouring from an empty cup and start pouring into your purpose?In this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with entrepreneur and Horton Cellars owner Denise Horton for an i...
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EP 007 | Life Looks Different Now | Wine, Wisdom & New Seasons
Ep 007 | Life Looks Different Now | Wine, Wisdom & New SeasonsIn this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with entrepreneur, event strategist, and business owner Pamela Howard for an ho...
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Ep 006 | Do It Anyway | Wine, Wisdom & Courage
Ep 006 | Show Up for Yourself | Wine, Wisdom & CourageIn this episode of Wine, Wisdom & What Now?, Yolanda Holliday reflects on the journey of launching the podcast, celebrating six episodes, and the courage it ta...
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Ep 005 | It's Going to Be Worth It | Wine, Wisdom & Becoming Her
Ep 005 | It's Going to Be Worth It | Wine, Wisdom & Becoming HerIn this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with certified coach, author, speaker, and Founder of Go Be Her University, C...
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Ep 004 | I Need to Get Back to Me | Wine, Wisdom & Reinvention
Ep 004 | I Need to Get Back to Me | Wine, Wisdom & ReinventionIn this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with Fariyda “Free” Burgess for an honest conversation about divorce, rediscovery, and finding ...
Ep 003 | Nobody Prepared Me For This | Wine, Wisdom & Perimenopause
Ep 003 | Nobody Prepared Me for This | Wine, Wisdom & PerimenopauseIn this episode of Wine, Wisdom & What Now?, Yolanda Holliday sits down with Anita "Lil' Bit" Lindell for an honest conversation about navigating perimenopause an...
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Ep 002 | We Get to Choose Joy: Reinvention, Self-Care & Starting Over | Wine, Wisdom & Choosing Yourself
In this episode of Wine, Wisdom & What Now?, Yolanda sits down with licensed mental health therapist, self-care coach, and breast cancer survivor Joy Robbins for an honest conversation about what happens when life shifts and you're forced t...
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Ep 001 | From Survivor's Mode to Self-Preservation | Wine, Wisdom & Grace
In the very first episode of Wine, Wisdom & What Now?, host Yolanda Holliday shares the personal journey that inspired both the podcast and the Curated Living by YH movement.For years, Yolanda wore the Superwoman cape proudl...
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