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 part of her life and why she believes every woman deserves a space where she can be supported, encouraged, challenged, and understood. From navigating perimenopause and empty nesting to preparing for retirement, pursuing new dreams, and simply figuring out what's next, so many women are experiencing major life transitions without the guidance or support they need. Yolanda shares why she believes we don't have to continue doing it alone—and how that belief became the foundation for Curated Living by YH and its flagship membership community, The Curated Circle. Together, we explore: —Why the right community matters in this season of life —The importance of having people who challenge you to grow —Finding support outside of traditional family relationships —Navigating empty nesting, wellness, finances, reinvention, and other life transitions together —Why asking for support doesn't make you less capable —Finding your tribe while being intentional about who you allow into your circle —The vision behind Curated Living and The Curated Circle Yolanda also shares what's coming next for Curated Living, including the September 1 launch of The Curated Circle—a community created for Black women over 40 to connect, learn, grow, celebrate themselves, and navigate this season of life together. Whether you're navigating a transition, rediscovering yourself, pursuing something new, or simply wishing you had women around you who truly understood, this conversation is your reminder that your tribe is out there—and you don't have to do life alone. This Week's Pairing: 🍷 Longevity Wines 2025 “Pink” Pinot Grigio by Phil Long — a beautiful copper-hued Pinot Grigio with bright citrus, pineapple, pear, and green apple. Behind the bottle is the beautiful story of Phil and his late wife, Debra, whose shared love of wine became Longevity Wines and a legacy Phil continues today. Reflection Question: Who is in your circle right now—and are you surrounded by people who support, challenge, encourage, and help you grow? If this episode resonated with you, follow, rate, and share Wine, Wisdom & What Now? with another woman who may be looking for her circle, too. Thank you for joining me for another episode of Wine, Wisdom & What Now? If today's conversation resonated with you, be sure to subscribe, leave a review, and share this episode with another woman navigating her own “what now” season. And remember—you do not have to navigate this season of life alone. Until next time, pour a glass, give yourself grace, and keep becoming. Join the conversation — send Yolanda a message. Ready to find your Circle? The Curated Circle is a community for Black women 40+ to connect, learn, grow, and navigate this season of life together. Learn more and join us at Curated Living by YH. ou don’t have to navigate this season alone. The Curated Circle was created to give Black women 40+ a space for honest conversations, meaningful connection, trusted resources, and sisterhood. Come find your Circle at Curated Living by YH. Thank you for joining me for another episode of Wine, Wisdom & What Now? If today’s conversation resonated with you, be sure to subscribe, leave a review, and share this episode with another woman navigating her own “what now” season. And remember — you do not have to navigate this season of life alone. Until next time, pour a glass, give yourself grace, and keep becoming.
