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The Date Brazen Podcast

The Date Brazen Podcast

By: Lily Womble
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About this listen

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. Personal Development Personal Success Relationships Social Sciences
Episodes
  • Episode Spotlight: How to get over the fear of dating
    Jul 15 2025

    Dating can feel like a rollercoaster of emotions—excitement, hope, fear, and sometimes, pure panic. In this episode, we’re tackling the fear that keeps so many incredible people stuck on the sidelines. If you’ve ever thought, What if I get rejected? What if I say the wrong thing? What if I’m not enough?—this one’s for you.

    I’ll walk you through how to move through dating fear with self-compassion, community, and a whole lot of self-trust. Because here’s the truth: fear is normal, and it doesn’t have to be in the driver’s seat.

    You don’t have to be fearless to find love—you just have to be willing to take messy, brave action toward what you want.

    Hit play, and let’s reframe your fear into power.

    Takeaways:

    ✨ Self-compassion isn’t just nice; it literally helps your body handle stress better.

    ✨ Feeling afraid to date? That’s human. You’re not alone.

    ✨ Messy action beats overthinking every time.

    ✨ The right person won’t need you to perform or say the perfect thing.

    ✨ If you desire more, it’s because it’s possible for you.

    Let’s go get you what you want. 💫

    Get your free Essence Based Preferences Guide ​here​.

    Work with Lily:

    Get Lily’s Book, Thank You More Please HERE. Follow Lily on Instagram and Tiktok. Subscribe to Lily’s Youtube channel HERE.
    Show More Show Less
    23 mins
  • Episode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character
    Jul 1 2025

    This episode is your mid-year reset, late bloomer style. Whether you've been dating with no luck, stuck in swipe fatigue, or haven't dated in 15 years, this seven-step feminist dating plan is your guide to attracting the best relationship of your life.

    In this replay of one of our most popular trainings, you’ll learn:

    ✨ How to create your Essence-Based Preferences to vet potential dates

    ✨ The IRL dating plan that actually works (even if you're socially anxious)

    ✨ What to say on dating apps and how to write a profile that’s magnetic AF

    ✨ And why what you want isn’t too much—it’s the key to finding the right match


    Download the free Essence-Based Preferences Creation Guide:
    datebrazen.com/workbook

    Get the book, “Thank You More Please”: datebrazen.com/book

    💻 Learn how to work with Lily: datebrazen.com

    Let’s connect:

    📲 TikTok

    📸 Instagram

    📺 YouTube


    You've got this—and I’ve got your back.

    Show More Show Less
    37 mins
  • Episode Spotlight: Finding love as a queer late bloomer, building self-trust, and healing after heartbreak
    Jun 24 2025

    In this vulnerable and wisdom-packed episode, Lily sits down with Liz, a former Main Character Dating client, to talk about what it really takes to come back to yourself after a heartbreaking, sudden breakup—and how that healing work can lead to the most aligned love of your life.

    Together, they discuss:

    • Why we feel “behind” in dating (especially as queer late bloomers)

    • The emotional labor we carry as single people and how to release it

    • How to trust yourself again after a breakup or identity shift

    • The shame-desire cycle and how to break it

    • Liz’s journey coming out later in life and finding queer love with deep emotional resonance

    • What self-trust really looks like after pain

    Whether you’re newly single, starting to date again, or exploring your sexuality later in life—this conversation will meet you with compassion, truth, and the reminder: you’re not too late, and you don’t have to settle.

    Work with Lily:


    3 Steps to Attract the Right Partner as a Late Bloomer
    If you’ve felt behind in dating, this free training is for you. Learn how to:

    • Release embarrassment and claim what you really want

    • Attract dates without overthinking or scarcity

    • Build a joyful, unbothered dating strategy rooted in feminist self-trust

    RSVP here- https://www.datebrazen.com/training

    🔗 Learn about Main Character Dating: datebrazen.com/waitlist

    🔗 Book: Thank You More Please

    🔗 YouTube Channel

    🔗 TikTok

    🔗 Instagram

    Show More Show Less
    41 mins

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