

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

Dec 6, 2022 • 18min
132. Before you swipe, try this meditation
In this episode, Lily is sharing a resource straight from the Brazen Breakthrough vault, called The Pre-swiping Meditation! It’s a meditation she created for Brazen Breakthrough clients to help them get centered before swiping, searching, or going on a date. If you feel dread, confusion, anxiety, or any number of emotions when it comes to your dating life, this meditation aims to support you before you ever open a dating app or go on a date. It creates a safe place for you to land, ground yourself, gain awareness, practice compassion, and move forward with ease. Our hope is that this meditation helps you gain alignment and insight before you do anything in your dating life. Bookmark this episode so that you can keep coming back to it again and again, anytime you feel the pull to do so. Links:The Brazen Breakthrough Course Follow Date Brazen on Instagram Follow Date Brazen on TikTok Show notes: http://datebrazen.com/blog/before-you-swipe-try-this-meditation

Nov 29, 2022 • 33min
131. How your coupled friends can help you
This week, Lily talks about how to call upon your friends for help in your dating life. Perhaps, tactically, your friends don’t know what to do and you’ve been too afraid to ask them for assistance. In this episode, Lily shares a how-to guide all about how to engage your friends so they can effectively help you. Our hope is that this episode encourages you to look upon your deepest desires and say, “I am open to creative solutions.” Hot-takes and how-to’s from this episode: How to determine your essence-based preferences How to have hard conversations and set boundaries with your friends all while engaging them for help Hot-take: You are not asking for a lot, you are asking for what you want. Links and resources: The Brazen Breakthrough Course Follow Date Brazen on Instagram Follow Date Brazen on TikTok How to find and create "exhale" friendships with Blake Blankenbecler

Nov 22, 2022 • 27min
Episode Spotlight: Holiday Dating Anxiety
This week’s episode is a re-air from last year’s holiday season! Lily covers in-depth your holiday dating anxieties, including what to do when they bubble up to the surface and how to move through them. Please, she talks about how to respond to nosey dating questions from family or friends. Lily created this episode to offer you some support and normalize your experience during the holidays and beyond. Links and resources: The Brazen Breakthrough Course Follow Date Brazen on Instagram Follow Date Brazen on TikTok Show notes: https://www.datebrazen.com/blog/how-to-move-through-your-holiday-dating-anxiety

Nov 15, 2022 • 35min
130. How to find and create "exhale" friendships with Blake Blankenbecler
This week Lily welcomes Blake Blankenbecler to talk about creating, building, and maintaining friendships in today’s world. Blake believes that life is meant to be lived in connection and helps friends have more meaningful conversations and create more sustainable friendships. Blake recently released The Friendship Deck, a conversation game for friends who are craving more depth and intimacy with each other that can be purchased at www.thefriendshipdeck.com You can also find her on Instagram @blakeblankenbecler and TikTok at @blakeblankenbecler.lpc Hot-takes and how-to’s covered in this episode: Lily and Blake share their definition of the phrase "better friendships" The feeling of abandonment and isolation in friendships is very intense Having honest communication with your friends Grieving friends or friendships you need to move on from versus deciding who getes to be in your friendship circle How to build new friendships as an adult: “The goal at the beginning is not to find a new best friend, the goal is to just show up.” Having an “exhale” friend versus a best friend Links and resources: Friendship DeckBlake on Instagram @blakeblankenbecler Blake on TikTok @blakeblankenbecler.lpc Date Brazen on Instagram @datebrazen Date Brazen on TikTok @datebrazen Show notes: https://www.datebrazen.com/blog/exhale-friendships-with-blake-blankenbecler

Nov 8, 2022 • 43min
129. Behind the Scenes of the Main Character Energy In-Person Retreat
Lily welcomes three incredible humans to the podcast! Christine, Diana, and Trish were part of the in-person Main Character Energy retreat. In this episode, they join Lily to talk about what it was like to step fully into their main character energy within a room full of peers and share what it was like to own their power. We hope this episode inspires you to step into your main character energy in this season of your life. Hot-takes from this episode: The benefits of doing this work in a community: A community provides encouragement around reimagining what your love life can look like “I can trust myself to make mistakes and not worry that it's not going to work out.” "Dating can feel isolating, but as the main character, you do have a supporting cast." Enjoy the moment and acknowledge you are exactly where you want to be. Links and resources: Follow Date Brazen on InstagramFollow Date Brazen on TikTok Show notes: https://www.datebrazen.com/blog/bts-main-character-energy-in-person-retreat

Nov 1, 2022 • 34min
128. The questions you don't say out loud...
In this week’s episode, Lily addresses some of the questions you don't say out loud and helps you to unpack them. Questions like, “Did I miss the boat? Am I too late?” or “Is all of this work really worth it?” When you gently bring awareness to your innermost thoughts and feelings, you can begin to move forward with self-compassion, emotional safety, and courage. Some of the questions that are addressed in this episode include: How do I even start my dating life? I feel like I am late to the party. When is it too late to keep trying? I am 50, single, and never married. Will the type of person I'm attracted to be attracted to me? Links and resources:The Brazen Breakthrough CourseFollow Date Brazen on InstagramFollow Date Brazen on TikTok

Oct 25, 2022 • 20min
Episode Spotlight: The first step to a badass dating action plan
Over the last few weeks, we’ve re-aired episodes that covered the three pillars of Main Character Energy. This week the episode focuses on the pillar dedicated to courageous action. In this episode, Lily shares how you can go from feeling lonely and sorrowful in your dating life to courageous action. It all starts with the question that you need to ask yourself to define meaningful success and begin to root out scarcity thinking. Tune in to hear more. Stay tuned: Lily will return with new episodes in November! Download The Guide to Make Dating Feel Like Self-Care: https://date-brazen.ck.page/c651f5218e Show notes: https://www.datebrazen.com/blog/badass-dating-action-plan

Oct 18, 2022 • 23min
Episode Spotlight: Giving yourself permission to trust what you desire
Over the next few weeks, we’re re-airing episodes that dive into the three pillars of Main Character Energy, while Lily recuperates from facilitating the Main Character Energy in-person retreat! This week the episode focuses on the pillar dedicated to self-trust. In this episode, Lily shares strategies you can take to increase your capacity to trust yourself in your dating life. Self-trust is built in small steps. There is no “arrived” point, there is only the next stop. Yes, you are whole right now. But there is still growth to be had. Brazen Breakthrough Course: https://date-brazen.mykajabi.com/brazen-breakthrough-course-sales-page Show notes: https://www.datebrazen.com/blog/giving-yourself-permission-to-trust-what-you-desire

Oct 11, 2022 • 36min
Episode Spotlight: Boundaries for abundance in your dating life
Over the next few weeks, we’re re-airing episodes that dive into the three pillars of Main Character Energy: Permission, Self-Trust, and Courageous Action. While Lily is recuperating and re-charging from facilitating the Main Character Energy in-person retreat; we thought this would be a perfect time to share some episodes from the Date Brazen podcast vault! This week's episode focuses on permission and boundaries. You'll hear the dating boundaries Lily recommends as well as learn how to craft boundaries to invite in more self-care, how to protect your heart, and find people who are right for you. Brazen Breakthrough Course: https://date-brazen.mykajabi.com/brazen-breakthrough-course-sales-page Show Notes: https://www.datebrazen.com/blog/boundaries-for-abundance-in-your-dating-life

Oct 4, 2022 • 32min
127. My response to the question, "Will I just die alone?"
“Will I die alone?” This might be a question you’ve thought about but were too afraid to say out loud. Or, if you did say it, a well-meaning friend has replied, “No, you won’t!” Today, Lily addresses this question and helps you unpack it so you can come out to the other side feeling more compassionate and connected to yourself. When you ask, “Will I just die alone?” you negate the magic, unknown, and awesomeness that is in store for you. Tune in to hear more! Episode hot-takes: A thought is not a fact Step off the mental see-saw with self-compassion and feel your feelings Unpack why you are afraid of dying alone Lily provides strategies to help neutralize the question, “Will I die alone?” Links and resources: The Brazen Breakthrough Course69. Worthiness + Winning Results with Simone Grace Seol Show notes: https://datebrazen.com/blog/will-i-just-die-alone