Wine, Wisdom & What Now?

Ep 018 | Choose You | Wine, Wisdom & Know Your Worth

• Yolanda Holliday • Episode 18

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0:00 | 44:30

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 about worthiness, choosing yourself, healing, wellness, love after 50, and giving yourself permission to live fully.

Pamela shares why she calls this her “season of worthiness,” how life has changed since turning 50, and what it looked like to open herself to marriage for the first time later in life. She also opens up about her experience with caregiving, depression, therapy, and the journey from constantly trying to heal to finally allowing herself to live.

Together, Yolanda and Pamela talk about releasing other people’s expectations, advocating for yourself, trusting the work you’ve done, and understanding that choosing yourself isn’t selfish.

Because after years of being everything to everybody else, there comes a point when you have to ask: If you don’t choose you now, when will you?

Episode 18: Choose You
Wine, Wisdom & Knowing Your Worth

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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.