

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

Apr 11, 2023 • 16min
150. "Who should pay on a first date?"
Listen in for Lily's piping hot feminist take on a listener question about "Who should pay on a first date?" Sign up for The Brazen Breakthrough Waitlist Download my free Guide to Make Dating Feel Like Self-Care

Apr 4, 2023 • 42min
149. How to thrive as a highly sensitive person with Jenny Walters
Today, Lily welcomes Jenny Walters to the show. Jenny is a Depth Therapist and Coach for Highly Sensitive People. Together they explore what it means to be a highly sensitive person (HSP), how to navigate relationships as an HSP, and how to embrace your sensitivity as a strength rather than a weakness. Lily and Jenny also discuss the challenges of being an HSP, particularly when your partner is not, and offer practical advice on managing your sensitivity in vulnerable contexts such as dating. If you’re a highly sensitive person or in a relationship with one, this episode offers valuable insights and practical advice on navigating the unique challenges and opportunities of being an HSP. Tune in to learn how to step into your power and create revolutionary change in your life and relationships. Hot-takes from this episode: What it means to be a highly sensitive person (HSP) What to do when you’re an HSP, and your partner is not How to manage your sensitivity in a highly vulnerable context such as dating Thriving as an HSP: what it means and what it looks like Links: The Yes CollectiveJenny on Instagram144. Dating as a single mom + HSP dating with B. Marie SandersDate Brazen on InstagramDate Brazen on TikTok Show notes: http://datebrazen.com/blog/how-to-thrive-as-an-hsp-with-jenny-walters

Mar 30, 2023 • 1h 7min
Special training REPLAY: Creating a Joyful-As-F*ck Dating Life
This is the REPLAY of my extra special training, Creating a Joyful-As-F*ck Dating Life, hosted on 3.28.23. This training is brought to you by my signature coaching program, The Brazen Breakthrough (learn more HERE). Doors close on Friday, March 31st at 11:59pm EST. So listen in for some massive coaching + clarity to see if this program is right for you. Inside The Brazen Breakthrough, you’re going to have the support, the coaching, the community, and the step-by-step plan to attract the best relationship of your life to you with ease. Can't wait to see you inside 🎉

Mar 28, 2023 • 23min
148. How to get out of scarcity decisions in dating
This week Lily is addressing two common questions asked by participants of her upcoming LIVE training. In this episode, Lily discusses how to get out of scarcity decisions in dating, how to feel worthy of what you want, and how to center yourself in your dating life. This episode is a reminder to look critically at your dating patterns with self-compassion and embrace an abundance mentality. By doing so, you'll be on your way to finding the magical love you deserve. Workshop Alert! For folks catching this episode on the day and year that it drops (March 28th, 2023): Tonight is Lily’s live training, “Create a Joyful-As-F*ck Dating Life!” You don’t want to miss it! Lily is going to teach you how to build a dating life that both feels incredible and attracts the right partner with ease. Go here to RSVP! Hot-takes and how-tos from this episode: Why it's important to look at dating patterns with self-compassion Recognizing you are deserving of love and affection By interrupting the pattern of centering someone else, you can focus on your own desires and center yourself in your dating journey The abundance mentality and the belief that what you want exists Links: Join us for the Create a Joyful-As-Fuck Dating Life Workshop TONIGHT (3/28/23)! Join the Brazen BreakthroughDate Brazen on Instagram Date Brazen on TikTok Show notes:http://datebrazen.com/blog/get-out-of-scarcity-decisions-in-dating

Mar 21, 2023 • 19min
147. "I can't get over my ex — are they holding me back, or did they raise the bar?"
Are you loving the listener Q&A episodes? If so, today is your lucky day; we have another one for you! This week, Lily unpacks the idea of "my ex raised the bar," the stories we make up about dating standards, and how to reclaim your agency. The listener’s question went something like this: “I am dating with intention right now. I was dating someone six months ago, and he broke my heart. He also raised the bar, but I feel like it’s tripping me up. Is holding on to him or wondering about him hurting my chances? If he raised the bar, is that a good thing?” This episode reminds you that you deserve a relationship with someone who fiercely chooses you. Plus, Lily explores how and why to reclaim agency over “the bar,” recognize that you own it, and can continue to raise it (yourself) based on your needs, wants, and desires. Hot-takes and how-tos: Reclaim your agency over the bar - it was and is yours - you own the bar, and you can continue to raise it You get to be in a relationship with someone who fiercely chooses you! People who are not right for you make themselves apparent to you quickly. Those who are right for you also make themselves apparent quickly. Links:Join us for the Create a Joyful-As-Fuck Dating Life Workshop on 3/28! Join the Brazen Breakthrough 3-Step Guide to Make Dating Feel Like Self-care Date Brazen on Instagram Date Brazen on TikTok 124.The “Thank You, More, Please!” Challenge! 135. How to create your essence-based preferences 146. “I'm 37 and haven't been on a date. Am I too late?” Show notes:http://datebrazen.com/blog/did-my-ex-raise-the-bar

Mar 17, 2023 • 14min
Bonus: How to Create a Joyful As Fuck Dating Life
RSVP for my live workshop → Creating a Joyful As Fuck Dating Life-- Tuesday, March 28th @ 6pm EST If you want to join us inside The Brazen Breakthrough, learn more + join us here. Doors close on March 31st.

Mar 14, 2023 • 28min
146. “I'm 37 and haven't been on a date. Am I too late?”
We are back with another listener Q&A episode. This week, Lily answers a question about feeling anxious and embarrassed about being "late to the dating party.” The listener's question went something like this: “I’m 37 and have no dating experience. I haven’t even had a first kiss yet. It's been an area of great stress for me. How do I break out of this unhelpful mindset and cycle of inaction and start the process of dating while also protecting my well-being?” This is such a juicy and common question! Lily offers coaching and advice on overcoming hard feelings about being late to the party, explains how to practice self-compassion, and shares steps to creating a clear and courageous path forward. Hot-takes and how-tos covered in this episode include: What if your no-dating experience didn’t mean anything about you? A reminder that thoughts are not facts How to take care of your nervous system and feel your feelings effectively Links: The Brazen BreakthroughFollow Date Brazen on InstagramFollow Date Brazen on TikTokHow to make dating feel like an act of self-careEpisode 145: Liz’s courageous journey to finding love Episode 135: How to create your essence-based preferences Episode 136: Where do I even START? Burnout, Emily Nagoski Show notes: http://datebrazen.com/blog/am-i-too-late

Mar 7, 2023 • 50min
145. Liz's courageous journey to finding love
Have we got a show for you this week?! Lily welcomes former Brazen Breakthrough client Liz to share the building blocks she used to attract the love of her life. In this episode, Liz opens up about the importance of using essence-based preferences, learning to ask for what she wants, and how she did courageous things in her dating life. The episode promises many "aha" moments and includes a powerful statement from Liz, which we hope resonates with you! Featured topics include: Liz describes what it was like to be stalled in her dating life and why she decided to go to Lily for help How qualifying and disqualifying questions helped Liz define what she actually wanted Liz describes what it was like to believe in herself We hear how Liz navigated her experience of coming out as bisexual and sharing her love story with others Links: The Brazen Breakthrough Follow Date Brazen on Instagram Follow Date Brazen on TikTok Show notes: http://datebrazen.com/blog/liz-courageous-journey-to-finding-love

Feb 28, 2023 • 38min
144. Dating as a single mom + HSP dating with B. Marie Sanders
This week, Lily is joined by dating coach B. Marie Sanders, LCPC, to chat about the experience of being a single mom in the dating world, as well as, dating as a highly sensitive person (HSP). This conversation offers a valuable perspective on navigating the complexities of dating during single motherhood and/or as an HSP; and provides useful insights into finding acceptance and understanding of yourself and your deepest desires. Hot-takes and How-tos: Some of the harmful narratives single moms hold about dating and ways to work through them B. has some insightful advice on how to handle mom guilt about dating Why it is important to do the inner work to trust yourself and be aligned with your wants and needs Tools and tips for dating as a highly sensitive person You can find safety in dating - notice where there is sensitivity and what you can do to create safety while still putting yourself out there Links: B. Marie Sanders on Instagram 103. Why we choose situationships (and how to get out of this pattern) with therapist Dontea’ Mitchell-Hunter 137. Why you don't need to be "chill" in your dating life Follow Date Brazen on Instagram Follow Date Brazen on TikTok Show notes: http://datebrazen.com/blog/dating-as-a-single-mom-and-hsp-dating-with-b-marie-sanders

Feb 21, 2023 • 13min
143. Does casual sex distract from finding partnership?
Have you ever wondered whether casual sex detracts from finding a partner? This week we delve into another listener question: "Is looking for casual sex and serious dating at the same time distracting from finding true love?” In this episode, Lily discusses her take on the topic. She answers whether or not searching for both casual sex and a serious relationship on separate dating apps is a distraction or not. This episode also explores becoming the CEO of your dating life, where you can decide what works best for you and your deepest desires. Hot-takes and how-tos: Casual sex and its relation to the search for love Taking a dating app detox and becoming the CEO of your dating life How to run a high-quality experiment that helps you to examine thoughts and beliefs about dating and hookup apps There is no one-size-fits-all answer when it comes to sex, dating, and your love lif Links: The Brazen BreakthroughDate Brazen on TikTokDate Brazen on Instagram Show notes: http://datebrazen.com/blog/does-casual-sex-distract-from-finding-partnership