

The Late Bloomer Show
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 Late Bloomer Show, 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 Late Bloomer Show, 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

Oct 8, 2024 • 55min
217. From comfort zone to a joyful, main character life with Mastermind client, Katie
Ready to stop playing small and start living big? This week, Mastermind client Katie shares how she embraced main character energy, stepped out of her comfort zone, and began living a joyful AF life! From ditching self-doubt to creating a social life that lights her up, Katie talks about the bold moves she made—like taking a sabbatical and going on solo adventures. It wasn’t easy, but she trusted herself enough to push past fear and take massive, rewarding actions. We get into: Breaking out of your comfort zone and going after what you want Building joy and meaningful social connections The power of self-trust and why it’s okay to invest in yourself Katie’s breakthrough journey and how she stopped playing small Don’t miss out on the chance to take control of your own story! Tune in and step into your main character energy. Links: RSVP for Take That Risk with Confident Main Character Energy Show notes: http://datebrazen.com/blog/comfort-zone-to-mce-with-katie

Oct 3, 2024 • 34min
Bonus: From burnout and overworking to setting boundaries with work and creating more space for joy and connections with Mastermind client, Juliet
Do you feel like you're burning the candle at both ends with nothing left for yourself? In this bonus episode, Lily chats with Juliet, a client from the Main Character Energy Mastermind, about how she transformed her life by setting boundaries at work and making room for joy and meaningful connections. Juliet’s story is all about taking back control and living fully to share how stepping into her power completely flipped her life around. From feeling burned out and isolated to creating deep friendships and a fulfilling love life, Juliet’s transformation is nothing short of inspiring. We get into: Truly believing in what you need and want unlocks the power to make aligned choices Identifying the key components and values of your ideal life is the first step toward living it How Juliet nurtured deeper connections with friends Finding more space for joy within all facets of Juliet’s life Overcoming internal criticism shifts your mindset from self-doubt to self-compassion Turning “dating sucks” into “I can make dating fun!” Links: RSVP for Take That Risk with Confident Main Character Energy Show notes: http://datebrazen.com/blog/from-burnout-to-boundaries-with-client-juliet

Oct 1, 2024 • 49min
216. Stop overthinking your love life decisions (and how to actually trust yourself)
Are you stuck in a cycle of overthinking and self-doubt? Lily tackles exactly how you can break free from that mental loop. We dive into the real cost of overthinking—how it's draining your energy, wasting your time, and slowing down your life’s momentum. Lily shares methods to help you stop doubting yourself and start building a rock-solid foundation of self-trust. By the end of the episode, you'll have a clear plan of action so you can confidently take bold steps toward the life you want, without the exhausting mental spirals. What if overthinking was just a roadblock on your journey to becoming the main character in your own story? This is your invitation to shift into that energy, giving yourself permission to trust, transform, and take massive, messy action. You’ll learn: How to recognize the signs that you may have a self-trust deficit and how it affects your daily life Why building self-trust, even imperfectly, is an essential step toward living a rich and fulfilling life The reasons behind why you struggle to trust yourself and how fear and past experiences may be holding you back That self-trust is a skill that takes time and practice to master How to build self-trust and confidently take action, leading to more clarity and control in your life Links: RSVP for Take That Risk with Confident Main Character Energy Lily’s book: Thank You, More Please Show notes: http://datebrazen.com/blog/how-to-trust-yourself

Sep 24, 2024 • 47min
215. How to ask for exactly what you want, nurture big dreams, and overcome your fear
Want to know how to ask for exactly what you want, nurture your biggest dreams, and crush your fears along the way? You’re in luck! Lily and her guest break down how to tap into your main character energy and own every aspect of your life. In this episode, you'll learn how to reclaim the parts of yourself you’ve left behind, nurture your inner light, and permit yourself to ask for – and actually receive – what you truly want. We get into: The disconnect between showing Main Character Energy on the outside but not feeling it internally Giving yourself permission to take the chance and truly nurture your own needs The power of finding support through a community coaching space and receiving collective encouragement The challenges of asking for what you want, and learning that sometimes it’s about asking less of yourself and allowing others to show up for you How slowing down, even during success or failure, doesn’t stall your growth Understanding that listening to your desires only fuels more of them The willingness to embrace more joy and actively seek it out in your life Links: RSVP for Take That Risk with Confident Main Character Energy Show notes: http://datebrazen.com/blog/ask-for-what-you-want-mce

Sep 17, 2024 • 44min
214. From an exhausting job, to taking a huge leap and confidently prioritizing herself with main character energy with client Erica
Dive into an inspiring journey as Erica shares her bold leap from a draining job to thriving as a full-time romance novelist. Discover how she conquered self-doubt and societal pressures to embrace her true passions. The conversation highlights the transformative power of self-trust and prioritizing personal desires. Listeners are encouraged to embrace their own main character energy, take risks, and make bold moves towards their dreams. Plus, learn about an upcoming training event designed to empower dream chasers!

Sep 10, 2024 • 53min
213. How Jackie went from burnt out to taking a huge risk (that paid off) with confident main character energy
What happens when you stop playing it safe and start betting on yourself? In this episode, Jackie spills on how she shifted from burnout to bold moves, and what it takes to embrace that Main Character Energy. Jackie, a former Main Character Energy Mastermind member, joins Lily for a convo about how she went from frozen in fear and burnt out to making some serious boss moves in her life. Together, they dive into the power of community and the mindset shifts that make growth happen. Spoiler: It’s all about trusting yourself, embracing the messiness, and going after what’s yours—whether it's your career goals or relationship desires. We get into: How self-trust can lead to unexpected joy and experiences Transitioning from a background character energy to main character energy “Whatever growth you are looking to make - if you put in the effort, it will come.” Taking imperfect action and claiming that things are working out - even when it feels uncomfortable Jackie’s experience as a researcher of joy! Links: RSVP for Take That Risk with Confident Main Character Energy Show notes: http://datebrazen.com/blog/huge-risks-with-mce-with-jackie

Sep 3, 2024 • 50min
212. Knowing if something is right, long-term relationship questions, and dating as an independent badass with Ali & Erica of Finding Mr. Height
Is it possible to stay true to yourself while navigating the world of dating? Absolutely! We’re pulling back the curtain with special guests Ali and Erica from Finding Mr. Height. Lily sits down with the duo to discuss how they decided to start their dating podcast and offers a glimpse into the clues, details, and breadcrumbs that help you figure out if someone is right for you. We also dig into the anxieties that surface in new and long-term relationships, offering strategies for navigating them with confidence and clarity. You’ll also hear Ali and Erica's candid thoughts on their least favorite—and most favorite—pieces of dating advice. Plus, Lily explores some uncharted territory, sharing her take on long-term relationships. This episode is packed with humor and practical tips to help you own what you want and build strong relationships. We get into: What inspired Ali and Erica to launch their dating podcast, Finding Mr. Height Spotting the subtle clues and signals to determine if someone’s right for you (or not) Relationship anxieties—whether you’re just starting out or deep in a long-term commitment Finding and building a meaningful relationship that works for you Ali and Erica’s top dating tips and the advice they’d rather skip Links: Finding Mr. Height podcast Finding Mr. Height on Instagram @findingmrheight Erica on Instagram @spericaa Lily’s appearance on Finding Mr. Height Show notes: http://datebrazen.com/blog/finding-mr-height-ali-and-erica

Aug 27, 2024 • 26min
211. Why you need to brag more to find love (and how to do it)
Hot-take: Bragging is key to attracting more in your dating life. That’s right! We’re diving into Lily's favorite chapter from her book, Thank You More Please: A Feminist Guide to Breaking Dumb Dating Rules and Finding Love. It's all about the Brazen Bragging Revolution! 🚀 Lily breaks down why bragging isn’t just a power move but the key to attracting more fulfilling relationships. She gets real about her journey, tackles the societal BS that holds us back and gives you the ultimate guide to celebrating your awesomeness. Plus, there’s exclusive bonus content waiting for you if you snag her book from her website. You’ll learn: Why hiding your full awesomeness leads to uninspiring dates Why it feels weird to brag and how to get over it How to choose your bragging support and community wisely Mastering the art of brazen bragging Real-life examples of what you can start bragging about today Links: Lily’s book: Thank You, More Please Show notes: http://datebrazen.com/blog/brag-more-find-love

Aug 20, 2024 • 33min
210. From feeling "behind" in dating to confidently shooting her shot 100% of the time with client Allyson
What does it take to go from feeling "behind" in dating to confidently making your move every single time? This week, Lily welcomes client Allyson, who shares her journey from feeling behind in dating to embracing self-compassion and taking control of her love life. They chat about the game-changing power of self-love, shaking off society's BS standards, and how stepping into a main character mindset has leveled up not just Allyson's dating game, but her whole life. Tune in for some real talk on how to attract meaningful relationships while staying true to yourself, taking your shot, and feeling all kinds of empowered. We get into: The struggle of feeling behind in dating – "It felt like a mountain I couldn’t climb." Why it's okay to be uncomfortable, and how to find safety even in the discomfort. Owning the fact that you are in complete control of your love life. How Allyson found the courage to shoot her shot and ask someone out Allyson’s new beliefs about her future, and how it’s all coming together Links: Main Character Dating (formerly known as Brazen Breakthrough) Lily’s book: Thank You, More Please Show notes: http://datebrazen.com/blog/shooting-your-shot-with-allyson

Aug 13, 2024 • 40min
209. From paralyzing dating fear to confidently Blessing and Releasing with client Miriam
What if the key to transforming your dating life is all about owning your worth? Listen in to find out how Miriam went from dating fear to confidently choosing people who were aligned with what they truly wanted. Join Lily and client Miriam as they dive deep into the thoughts that so many of us have about dating, worthiness, and settling, and how these can keep us stuck on a hamster wheel, going through the motions without real progress. Miriam shares their journey from feeling frustrated and scared about dating to radiating confidence and truly enjoying the experience! We get into: The dating hamster wheel: How to break free from the endless cycle of dating without progress and finally make things happen. Tips for overcoming those nagging thoughts like “I’m too much” or “All the good ones are taken” and boosting your dating confidence Dealing with fears of settling, picking the wrong partner, or just getting started in the dating world How Miriam mastered the art of blessing and releasing when there was a values mismatch, rather than sticking around to “see where this goes.” Links: ✨RSVP for Lily’s Free Training - 3 Steps to Attract the Right Partner as a “Late Bloomer” ✨ Main Character Dating (formerly known as Brazen Breakthrough) Lily’s book: Thank You, More Please Date Brazen on YouTube Show notes: http://datebrazen.com/blog/bless-and-release-confidently-with-miriam