
The Date Brazen Podcast
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.
Latest episodes

Jan 30, 2024 • 59min
181. Creating a juicy in-person dating life with Brazen Breakthrough member Chloé
Feeling hopeless or panicked about in-person dating? Then, this episode will motivate you to prioritize your desires and step into the path of opportunity to create a juicy in-person dating life. Today, we are getting into the ins and outs of the Brazen Breakthrough and how it changed the game for member Chloé. Chloé opens up about what has been happening in her dating life and how she has been showing up differently. You’ll also hear how she now embodies what it means for her to have permissive, joyful connectivity. We are so excited for you to hear this episode. It is a beautiful example of a human creating the life she desires. Episode hot takes and topics: Chloé on finding partnership: “It is not embarrassing or weak to say that my life would thrive even fuller with deep witnessing and intimacy.” The lesson that changed how Chloé’s outlook on dating and dating apps “My feelings about dating have shifted dramatically.” How the Brazen Breakthrough helped Chloé create a juicy in-person dating life Breaking patterns that take you out of the path of opportunity Links: Pre-order Lily’s upcoming book, Thank You, More Please! Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable Episode Link: http://datebrazen.com/blog/juicy-in-person-dating

Jan 23, 2024 • 46min
180. Build belief that the right relationship is inevitable with client Maya
Prepare for an epic episode of the Date Brazen podcast, where former Brazen Breakthrough client Maya opens up about her rollercoaster journey through self-discovery and empowered love! Join Lily as she and Maya dive deep into intentional dating and the power of co-creating relationships. In this episode, you’ll get the scoop on essence-based preferences and how Maya turned her dating game around. She shares how she embraced her needs and learned to communicate like a boss, and how she and her partner keep the romance alive with intention-setting actions. If you're ready for a journey filled with real talk and self-love, this episode is your go-to. 💕 Episode hot takes and topics: “It is about my internal state. If I am full and whole. I can give of myself to someone else. It has to be a conscious activity.” Mindset shifts that helped Maya believe finding love was possible Relationships are a co-creation: “You are co-creating the relationship. It grows, it breeds, and it shifts. That is what is so beautiful about relationships.” “What’s meant for you won’t pass you by - this is something I live by for everything in my life.” How Maya learned to tap into her intuitive self to guide the way Links: Pre-order Lily’s upcoming book, Thank You, More Please!Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable 21. How Maya Found Love Maya’s Substack “On Holiday” Maya on Instagram Episode link: http://datebrazen.com/blog/the-right-relationship-is-inevitable

Jan 16, 2024 • 28min
179. The complete guide to finding love on a dating app
Lily is sharing her complete guide to finding love on a dating app. You’ll hear how dating apps can help expand your social circle, help you get to know your dating personality, your triggers, and how to take care of yourself. Lily drills down into her fiercest, most direct dating app advice so that you can find more success on a dating app while preserving your mental health and finding joy in the process. This episode is fire! Take notes and get ready to dive into breaking the dumb dating rules of the dating app advice you've heard before that doesn't work and get a clear path forward. Episode Hot-takes and topics: Dating apps are just one tool in your dating tool kit. Choose the ONE dating app that works for you Create a cozy swiping routine and know your swiping tipping point How and why to avoid unnecessary emotional labor Lily’s formula for your dating app profiles - what makes your profile magnetic to people is YOU! Links: Pre-order Lily’s upcoming book, Thank You, More Please!Free Guide to Your Essence-Based PreferencesEpisode 89: How the hell to meet someone in-personEpisode 132: Before you swipe, try this meditation Show notes: http://datebrazen.com/blog/complete-guide-to-finding-love-on-a-dating-app

Jan 9, 2024 • 34min
178. Behind the scenes of my book (available for pre-order now)
Pre-Order Lily's book- "Thank You More Please" HERE This week, Lily peels back the curtain on the journey of writing her book, "Thank You More Please: A Feminist Guide to Breaking Dumb Dating Rules and Finding Love." Lily shares the vulnerable moments, the highs and lows, and the transformative process of birthing this creative endeavor. Get ready for an intimate conversation about the unconventional feminist approach that inspired the book, her challenges, and the ultimate joy of bringing this guide to life. In this episode, you’ll hear the behind-the-scenes details, Lily's writing routine, and the soundtrack that fueled her creative process. This episode is not just about the book; it explores Lily's growth, courage, and mission to help you create a joyful and love-filled dating life on your terms. Plus, learn about the exciting pre-order bonuses with "Thank You More Please." Tune in and be part of this journey to love and self-discovery!

Jan 2, 2024 • 53min
177. Sparking your creative power for the new year Laura Camien and Susan Blackwell
Have you been wanting to start that next big project or creative hobby this year? Get ready to ignite your creative flame with this episode featuring the hosts of The Spark File podcast, Susan Blackwell and Laura Camien! Lily is thrilled to welcome Susan and Laura to the show, together they dive into a candid conversation about creativity and overcoming perfectionism. In this episode, Lily opens up about her creative journey, from battling self-doubt to manifesting her dream of writing a book. Discover how Susan and Laura’s New Year's Creativity Kickoff planted the seeds for Lily's inspiring ideas and fueled her audacious declaration to write a book and start a podcast. Tune in for moments of celebration, insightful reflections on the creative process, and a deep dive into the challenges of increased visibility. Grab your favorite beverage, cozy up, and join Lily with guests Susan and Laura for a chat that's equal parts inspiration and real talk. Links: Pre-order Lily’s upcoming book, Thank You, More Please! The Spark File 2024 New Year Creativity Kick OffThe Spark File Show notes: http://datebrazen.com/blog/sparking-your-creative-power

Dec 26, 2023 • 24min
176. My epic year in review
How was your year? How have you grown? In the last episode of 2023, Lily shares her epic year in review, sharing some of her favorite brags and lessons. As you listen, we invite you to do the same - reflect, practice self-compassion, and celebrate your most cherished brags. Lily also answers listener questions, revealing insights into how she stayed grounded, who supported her through the challenges, and the mental shifts that were game-changers on her book-writing journey. Join in celebrating the achievements, reflecting on the lessons learned, and looking forward to a new year filled with growth and empowerment. Links: Download the free Guide to Your Essence-Based Preferences Show notes: http://datebrazen.com/blog/my-epic-year-in-review-2023

Dec 19, 2023 • 25min
175. Create your own Essence-Based Preferences with ease
Have you ever found yourself in a dating rut, unsure how to break free and progress? The key to moving forward is within reach. If you're feeling paralyzed, questioning where to begin, or navigating the uncertainties of being single, the solution lies in identifying your essence-based preferences. In this episode, Lily shares the essence-based preferences tool that empowers you to attract the most fulfilling relationships. It is the tool that has allowed Lily and countless Date Brazen clients to attract the best relationship of their lives. Tune in and unlock the potential for positive change in your dating journey. Hot-takes and topics: When you learn to trust what you want, you will set more boundaries and know when you are in the presence of the right kind of people. One tool for building self-trust is creating your essence-based preferences! The two categories of essence-based preferences: logistical and personality traits/values Lily explores how to ask for what you want in your dating life out loud (hint: this is where your co-conspirators come in!) Links: Download the free Guide to Your Essence-Based PreferencesVIP One-on-One Coaching with Lily 135. How to create your essence-based preferences Show link:http://datebrazen.com/blog/create-essence-based-preferences-with-ease

Dec 12, 2023 • 24min
174. How to get out of comparison mode
Hello, gorgeous friends! This week on The Date Brazen Podcast, Lily is diving into a simple 4-step framework to help you escape comparison mode in your dating life, especially during the holiday season. Whether at a holiday party or hanging with friends, dealing with triggers from engagement stories or past relationships, this framework will help you get into more massive, messy, courageous action toward your desires. Tune in, save this episode, share it with your best friend, and let's kick off a season of self-care and courage in your dating journey. Episode Topics and Hot-takes: “Eliminating comparison is a perfectionistic fantasy.” Comparison is human. Ask, what thought is useful and true? Self-compassion is a strategy to help you move forward powerfully. S.O.F.T.: Self-compassion, Owning your needs, Feel your feelings, Thoughts not facts. Links: 1:1 Coaching with Lily69. Worthiness + Winning Results with Simone Grace Seol Show link: http://datebrazen.com/blog/get-out-of-comparison-mode

Dec 5, 2023 • 53min
173. Fighting for our friendships with Danielle Bayard Jackson
This week, Lily welcomes female friendship coach and educator Danielle Bayard Jackson to the show! As the founder of Friend Forward, Danielle is dedicated to empowering women with practical strategies for building and maintaining meaningful platonic connections. Lily and Danielle explore pressing topics such as common barriers hindering sustainable female friendships, establishing healthy expectations for adult friendships, and navigating inevitable conflicts with grace. The episode also addresses the challenges of making new friends, recognizing when it's time to end a friendship and the crucial role of time in cultivating lasting connections. Don't miss this episode as Lily and Danielle dive deep into the complexities and joys of female friendships. Episode Topics and Hot-takes: The most common barriers to building and sustaining friendships Healthy expectations of what a friendship should be as an adult Healthy conflict is inevitable in all relationships. Danielle explains how to navigate conflict in friendships. Friendship breakups: How to know when it’s time to end a friendship “One of the key ingredients to friend-making is time.” Links: Register HERE for the upcoming live training- Dec 7th, "How to thrive during the holidays as a single badass" Join Danielle’s "Group Chat" Find out more at: https://www.betterfemalefriendships.com/group-chat Danielle’s website Danielle on Instagram: @friendforward @daniellebayardjackson Danielle on TikTok: @thefriendshipexpert Show notes: http://datebrazen.com/blog/fighting-for-our-friendships-with-danielle-bayard-jackson

Nov 28, 2023 • 28min
172. How to thrive during the holidays as a single badass
This week, Lily addresses questions she's gathered from her TikTok community, centered around navigating the holidays while single. She delves into the complexities of solo celebrations, sharing her hottest takes, fiercest encouragement, and spiciest support. Whether you're wondering how to handle prying relatives, seeking advice on thriving as a solo adventurer during the holidays, or craving solidarity, Lily's got you covered. Tune in for a dose of wisdom, a dash of humor, and a sprinkle of festive cheer as Lily guides you on thriving this holiday season as a single badass. Register HERE for the upcoming live training- Dec 7th, "How to thrive during the holidays as a single badass" Download the Free "Guide to Essence-Based Preferences" HERE.