

The Date Brazen Podcast
Lily Womble
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.
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.
Episodes
Mentioned books

Sep 26, 2023 • 22min
163. Breaking dumb dating rules
Today, Lily is sharing an incomplete list (because the list just keeps on growing!) of the dumbest dating rules. She also offers her hot takes on how to break them. The ”rules” covered in this episode include: Dumb Dating Rule #1: You have to be on a dating app to be trying Dumb Dating Rule #2: Playing the numbers game - by constantly going on dates. Dumb Dating Rule #3: “Give them one more chance. You NEVER KNOW” This episode is going to help you free yourself from standards, rules, and pressure that are not serving you or your love life. Some Episode Hot-Takes: “A dating app can be a really powerful tool when you use it with boundaries; specifically when you see it as a tool and not the answer to your dating life.” “Know your preferences deeply and choose dates intentionally. You get to trust yourself.” “Pursuing the numbers game myth in your dating strategy is a quick ticket to burnout.” “Hold your expectations to growth, not perfection.” Links: SAVE YOUR SPOT for Creating a Confident and Joyful-as-fuck Dating as a Burnout Feminist Badass 131. How your coupled friends can help you135. How to create your essence-based preferences162. The complete dating detox guide Show notes: http://datebrazen.com/blog/breaking-dumb-dating-rules

Sep 19, 2023 • 21min
162. The complete dating detox guide
This week, Lily takes you through the complete dating detox guide. This guide will help you release the pressure on your dating life and create more spaciousness and ease. A Date Brazen listener inspired this episode when they asked: “I have just decided to take a break from everything. Even though I'm good at taking this break, do you have any methods for healing or building back good feelings around dating?” The dating detox guide will help you make way for more time and mental energy to envision the right partnership apart from the dating noise. Lily is going to tell you exactly how to get the clarity that you need and reignite your dating life with even more forward momentum than you've had before. Some Episode Hot-Takes: “So many people are in that download, delete cycle, download, delete cycle. During this dating app pause, plan to get the most out of this time because intentional effort leads to intentional results.” “Allow the worry to be seen through the lens of self-compassion.” Dating Detox Guide Steps Recap: Step 1: Detox from Dating Step 2: Detox from other's dating advice Step 3: Detox from dating worry Links: SAVE YOUR SPOT for Creating a Confident and Joyful-as-fuck Dating as a Burnout Feminist Badass 140. My bless and release strategy for letting go Show notes: http://datebrazen.com/blog/the-complete-detox-dating-guide

Sep 12, 2023 • 35min
161. Am I doing enough in my dating life? (here's a checklist to see)
We are back with brand-new episodes! This week, Lily provides an in-depth and actionable coaching answer to the question, “Am I doing enough in my dating life?” Listen to Lily’s take on why you may ask yourself this question. Plus, she shares ten suggested action steps that will help you create momentum in your dating life and lead to the right relationship. “If you are not treating yourself like you would your best friend in your dating life, if you are swimming in self-doubt, self-blame, shame, and you're not addressing those things first, then doing these action steps in your dating life is not going to get you into the best relationship of your life.” If you do just one of the things mentioned in this episode, know it is beautiful enough. Celebrate yourself today (and every day)! Print out the checklist below and give yourself a heaping dose of self-compassion. Some Episode Hot-Takes: “I don't care about you getting into a relationship. I care about you knowing how to get into the best relationship of your life. Which begins with how you treat yourself.” “Allowing yourself to be yourself will lead to the right relationship online and in person.” “Celebration is a dating strategy.” Links: 121. Dating apps: Ask me anything 131. How your coupled friends can help you135. How to create your essence-based preferencesBraving the Wildnerness, Brené BrownSelf-compassion.orgKara Lowentheil’s podcast, Unf*ck Your BrainThe Loveland FoundationPsychology TodayNational Institute for the Psychotherapies Show notes: http://datebrazen.com/blog/am-i-doing-enough-checklist ========================== “Am I doing enough?” Checklist Am I practicing self-compassion? Have I done my Essence-Based Preferences? Have I chosen my co-conspirator? Am I getting my brain coached/supported by the right coach or therapist? What support could I bring to my team to start making strides forward? Do I have a joy-building plan? Am I getting out into the world to do fun things? Am I asking people out when I feel led? When my energy allows, am I making new connections and discussing what I want in my dating life? Am I swiping with the boundaries I need? Am I bringing community to my dating life? Am I celebrating myself?

Sep 5, 2023 • 16min
Episode Spotlight: "It doesn't take time; it takes alignment." (here's how to build it)
Over the next two weeks, we are inviting you to enjoy Date Brazen Spotlight episodes. We’re dusting off some of the most listened-to episodes and sharing them with you! This week, In this episode, Lily shares some exercises that can help you better align with what you desire. “It doesn’t take time; it takes alignment.” With this new thought, you move from a place of stagnation to one of action. What action can you take to get into alignment? Think about what you can do today to align with your values and move towards the life you desire tomorrow. SHOW NOTES: https://www.datebrazen.com/blog/how-to-align-with-your-desires

Aug 29, 2023 • 24min
Episode Spotlight: Three steps to be the boss of your dating life (and kiss overwhelm goodbye)
Learn how to be the boss of your dating life and find better dates in less time. Discover the drawbacks of the 'Numbers Game' approach to dating and steps to break free from it. Find out how to take control of your dating app life and improve your dating experience with three simple steps.

Aug 1, 2023 • 50min
160. Steph’s Main Character Energy Story: Growing together with a coven of cheerleaders
This week we have the pleasure of introducing you to Steph! Steph is a former Date Brazen client who joined Main Character Energy Mastermind last year to deepen her self-trust and self-pleasure and to date with unbothered energy. Lily and Steph get into topics such as bragging, being celebrated, and belonging. Steph also shares some of her breakthroughs from pursuing her desires and pleasures without apologizing or qualifications. No matter your circumstances, we know Steph’s story will support and inspire you to embrace the main character energy in your love life. Hot-takes and takeaways from this episode: Breaking up with perfectionism and instead dating messy can be freeing Being witnessed and celebrated by a group of women cheerleaders The importance of normalizing belonging If Main Character Energy Mastermind resonates with you, applications are open. Click here to apply! 🎉 Show notes: http://datebrazen.com/blog/a-coven-of-cheerleaders

Jul 25, 2023 • 48min
159. Hana’s Main Character Energy: The ROI of Investing In Her Love Life
This week, Hana joins Lily to share her main character energy story. Hana participated in the Main Character Mastermind last year. In this episode, Hana shares what it was like to invest in her love life and how she overcame the resistance she felt doing so. Main Character Energy is more than answering the question, “Can I date, and how do I do it?” Prioritizing other areas of your life, as you’ll hear Hana did, doesn’t need to take away from dating. Engaging in play can amplify the results you see in your love life and beyond. This conversation is exciting and permissive as hell! Hot-takes and episode takeaways: Identifying resistance when it comes to investing in your love life The importance of celebrating yourself! Owning the ability to make your own rules and step into your power Links: Get on Main Character Energy Mastermind Waitlist! Show notes: http://datebrazen.com/blog/investing-in-your-love-life

Jul 18, 2023 • 51min
158. Karin’s Main Character Energy: Creating a Dating Life Full of Joy
Karin felt like a badass in every other area of her life and had so much joy - except in her dating life. When she came to Main Character Energy Mastermind last year, she knew she wanted to learn how to become a badass in her dating life. In this episode, we explore perfectionism, specifically letting go of it, and how to create a dating life full of joy. Listen as Karin shares how releasing perfectionism helped her quickly create her desired results and how Main Character Energy seeped into every area of her life moving forward. Hot-takes and episode takeaways: Releasing perfectionism is what creates results fast Creating a safe space for yourself in your life All of the answers you are looking for are inside you, and learning to internalize self-trust in a soft and new way Links: Get on the Main Character Energy Mastermind waitlist! Show notes: http://datebrazen.com/blog/creating-a-joyful-dating-life

Jul 11, 2023 • 32min
157. Christine's Main Character Energy: Growing self-compassion and a sparkly new relationship
You are in for a treat this week because today, you will hear from a former Date Brazen client, Christine, who participated in The Main Character Energy Mastermind. You’ll hear how Christine grew self-compassion and confidence, leading to a sparkly new relationship! Before joining us in Main Character Energy Mastermind, Christine did work on her dating life. Then she expanded her main character energy beyond dating. We are excited for you to hear Christine’s perspective and her breakthroughs throughout this process. Over the next four weeks, we’ll showcase four client interviews to inspire you to embody your main character energy. These four individuals have so much wisdom to share, including their breakthroughs and how they learned to give themselves permission to trust themselves harder and take massive (albeit sometimes messy) action. Hot-takes and takeaways from this episode: What do you want your rules to be? Embracing the messiness of dating and doing self-reflective work How Main Character Energy Mastermind provides the opportunity to go deeper Links: Get on the Main Character Energy Mastermind waitlist!Episode 129. Behind the Scenes of Main Character Energy Retreat Show notes: http://datebrazen.com/blog/christines-main-character-energy

Jun 27, 2023 • 20min
156. How to build Main Character Energy
In this episode, Lily shares the three cornerstones of Main Character Energy and how to start building them. ✨Add your name to the Main Character Energy Mastermind Waitlist HERE.