Wine, Wisdom & What Now?

Ep 011 | Choosing Peace | Wine, Wisdom & Trusting Yourself

• Yolanda Holliday • Episode 11

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0:00 | 37:23

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, trusting yourself, setting boundaries, and finding the courage to make difficult decisions.

After years of naturally putting others first, Shayla found herself facing a decision that required her to do something that didn't come easily: choose herself. Just months after becoming engaged, she recognized that the relationship wasn't aligned with the peace and future she wanted and made the difficult decision to walk away. 

Together, they discuss:

—Learning to listen to yourself when you don't have all the answers
 —Recognizing when something no longer feels right
 —Choosing peace even when the decision is difficult
 —Why having boundaries begins with respecting yourself
 —The difference between compromise and settling
 —Learning to receive support after years of doing everything yourself
 —Trusting God when you can't see what's on the other side

Shayla also opens up about what she wants from love moving forward: emotional safety, maturity, partnership, and the freedom to fully be herself. As she puts it, she's willing to compromise, but she's no longer willing to settle. 

Whether you're questioning a relationship, struggling with a difficult decision, or simply learning to trust your own voice again, this conversation is a reminder that choosing yourself doesn't mean giving up on love—it means refusing to lose yourself in the process.

This Week's Pairing:
Brown Estate Chaos Theory — a full-bodied red blend featuring dark fruit, warm spice, and layers of blackberry, plum, clove, cinnamon, vanilla, and earthy notes. 

Reflection Question:
What have you been feeling in your gut that you keep trying to talk yourself out of—and what might change if you finally trusted yourself?

If this episode resonated with you, follow, rate, and share Wine, Wisdom & What Now? with another woman who may need permission to choose her peace.

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.

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ou don’t have to navigate this season alone.
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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.