The Date Brazen Podcast

Updated: 13 May 2025 • 273 episodes
www.datebrazen.com

How do I find the right relationship when dating apps suck? How can I find better dates? How can I deal with that nagging anxiety that no one is out there for me? How can I navigate dating with more confidence and find that right relationship? Welcome to The Date Brazen Podcast, where we’ll answer ALL of these questions and so much more. Week after week, host, former top matchmaker and dating coach, Lily Womble brings you all the tools, strategies and coaching you need to build a clear path to the best relationship of your life. After matching hundreds, Lily realized that with training, women can match themselves better than anyone else ever could. Now she helps thousands of women around the world build fulfilling, joyful and successful dating lives on their own terms. She’s here to help you do the same. If you’re looking for unconventional, feminist leaning dating advice that works, this podcast is for you. Along with her best kept secrets, Lily will share interviews with experts and live coaching sessions, so you can feel seen, heard and inspired.

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Are you a late bloomer wondering, “How the hell do I even start dating?” In this episode, Lily breaks down the exact 6-step roadmap to go from anxious and avoidant to confident and aligned in your love life. You’ll learn how to drop shame, claim your essence-based preferences, use dating apps with boundaries, and build

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In this kickoff to the Late Bloomer Series, Lily gets real about how to tell a date you’ve never been in a relationship—without spiraling, oversharing, or self-abandoning. If you’ve ever felt behind in love, this episode will help you embrace your story, communicate with confidence, and stop making your dating history

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Are you tired of living for everyone else's expectations... and ready to step into your own dang spotlight? 🎬✨ In this behind-the-scenes episode, I’m sharing practical tools to stop people-pleasing for good — and start building the stupidly joyful, self-trusting, main-character life you’re meant for. Inside this episo

77 min
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RSVP for my new training- Stop People Pleasing & Build a Stupidly Joyful Life HERE Apply for Main Character Life Mastermind HERE Order my book, “Thank You, More Please”: https://www.datebrazen.com/book Follow me on ✨ Instagram ✨ Tiktok ✨ Youtube

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In this episode, we’re diving deep into Main Character Energy — what it is, why it matters, and how to start building it (even if you’re shy, introverted, or feeling wildly behind). You’ll learn: - Why Main Character Energy is even more important in unstable times - The three essential skills at the heart of a Main Cha

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She Moved Abroad, Quit Her Job & Took Her Life Back: Jackie’s Main Character Energy Story Burned out, stuck, and shrinking herself to stay safe—Jackie thought joy was out of reach. In this powerful episode, she shares how she went from emotional exhaustion to building a joy-filled life abroad with purpose, friendship,

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