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What’s the difference between being picky, having standards, and finally protecting your peace? In this week’s episode, Anna sits down with powerhouse guest Grace Lewis—author, reality dating alum, life coach and unapologetic boss—to talk about the real cost of dating down, how childhood shapes our romantic choices, and why neither of them is willing to settle (ever again).

This is a no-filter conversation between two smart, successful women who’ve tried it all—from dating apps and matchmakers to love stories that felt right until they very much weren’t. They unpack red flags, ghosting, and the emotional acrobatics women perform when we fall for potential instead of reality. From LA’s fake job titles to New York’s direct charm, from air mattresses to FaceTime background sleuthing—this episode is part hilarious, part heartfelt, and totally relatable.

Whether you’ve ever paid the emotional (or literal) bill for someone else’s lack of ambition—or just needed a reminder that not settling is a power move—this one’s for you.

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