The Late Bloomer Show

Lily Womble
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Dec 2, 2025 • 45min

258. From "I'm So Behind" to Main Character Energy: How Abby got promoted, found community, and attracted her first healthy relationship in her mid-30s

In this episode, Abby shares her late bloomer story with so much honesty and clarity. We talk about what it was like to be in her mid-30s, never having been in a serious relationship, carrying a loud "I'm behind" and "I'm weird" narrative, and feeling totally unsure how to talk about her dating history without spiraling. Abby opens up about moving to a new city, trying to date while feeling embarrassed about her experience, and struggling with the not good enough voice that made her avoid connection. She also shares what shifted for her as she started to process shame, build community, and trust herself enough to take up more space at work, in dating, and in her daily life. Inside this episode, you'll hear: how Abby learned to identify and quiet the "I'm weird" and "I'm behind" voice how belonging helped her stop self-isolating and start connecting what helped her ask for what she wanted (down to "I need 25% more texts") how she advocated for herself at work while doing two jobs how she built friendships, community, and eventually a healthy relationship what she wishes she could tell her past self, who felt so far behind This is a powerful example of what can happen when you stop avoiding your desires and start trusting yourself enough to move toward them. Work with Lily ✨ Join the live training: Stop People-Pleasing and Build a Stupidly Joyful Life live training-- December 3rd: Sign up HERE ✨ Apply to Main Character Life, my 6-month mastermind where Abby did this work — the space to release people-pleasing, build self-trust, advocate for what you want, and go after the life you've been circling for years. Apply HERE ✨ Get my Book — Thank You, More Please, Buy the book + grab your bonus HERE Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website
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Nov 25, 2025 • 46min

257. Self-Trust for Anxious Overthinkers: How to stop dress rehearsing tragedy

If you're stuck in a spiral of overthinking — replaying conversations, asking 15 friends what to do, imagining every worst-case scenario — this episode will feel like a deep exhale. Overthinking isn't you being "careful." It's a self-trust deficit. And that is a skill gap, not a character flaw. In this episode, I break down: • Why anxious rumination feels so real and so urgent • How patriarchy, people-pleasing, and fear of rejection trained you not to trust yourself • The difference between careful planning and dress rehearsing tragedy • Why outsourcing decisions to friends keeps you stuck • What self-trust actually is (and why it's messy, imperfect, and learnable) • Tiny, doable steps to rebuild your self-trust today • How this plays out in dating, boundaries, and big life decisions • A framework to stop overthinking and start acting from your gut If you've been doubting yourself for years — in your dating life, your friendships, your career, your boundaries — this episode will teach you how to finally have your own back. Self-trust is a skill. And you're about to learn it. Work with Lily ✨ Main Character Life Mastermind — Applications Opening soon!Sign up for my free training-- Stop People Pleasing and Build a Stupidly Joyful Life-- on Dec 3rd to be the first to apply. RSVP HERE 📚 Read my book — Thank You, More PleaseA feminist guide to breaking dumb dating rules and finding love Order here: https://datebrazen.com/book Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website
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Nov 18, 2025 • 39min

256. 10 Seconds of Courage: The Secret to Becoming the Main Character of Your Life

Feeling like the supporting character in your own story? This episode is your plot twist. We unpack Main Character Energy (MCE) as a buildable skill set—not a personality type—and show how tending to your needs heals burnout and expands your capacity to show up for the people and causes you care about. In this episode, you'll learn: The 3-part MCE framework: Permission → Self-Trust → Massive, Messy Action Why MCE isn't selfish—it's the power source that fuels your impact (both/and) The tiny tool that changes everything: 10 Seconds of Courage Five rapid-fire ideas to practice 10 seconds of courage today (self-care, belonging, shoot-your-shot) How to stop "best-friend energy" (people-pleasing, perfectionism, over-functioning) and step center stage Work with Lily Free Live Training (Dec 3): Stop People-Pleasing & Build a Stupidly Joyful Life —RSVP HERE Main Character Life Mastermind — Get details + apply (when open) or join the waitlist HERE Main Character Dating — My signature program to build a joyful, self-trust-filled dating life and attract an aligned partnership. Learn more: https://datebrazen.com/dating Get my Book — Thank You, More Please Buy the book + grab your bonus: https://datebrazen.com/book Follow Lily everywhere: 📸 Instagram 📲 Tiktok 📺 YouTube Channel Subscribe so you never miss an episode. You've got this—and I've got your back.
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Nov 11, 2025 • 56min

255. How to heal burnout, release perfectionism, and be the main character everywhere: Maureen's story

If you've ever found yourself doing everything right and still feeling exhausted, this conversation is for you. In this episode, Lily sits down with Maureen, a writer, educator, and book coach who transformed her life from chronic burnout and perfectionism to joyful, sustainable main character energy. They dive into: ✨ How perfectionism becomes emotional armor (and how to take it off safely). ✨ Why joy—not hustle—is the most powerful growth strategy. ✨ The role of self-celebration and community in creating a life that feels like your own. Maureen's story is a reminder that you don't have to blow up your life to change it. You just need new tools for how you treat yourself while you grow. Connect with Maureen: 🔗 narrative-drive.com 📝 narrativedriven.substack.com/ Work with Lily: 🌸 Main Character Life Mastermind — A 6-month small-group experience starting in January to release people-pleasing, build rock-solid self-trust, and become the main character of your life in 6 months or less. Get early access + bonuses: https://datebrazen.com/life Free Live Training: Stop People Pleasing and Build a Stupidly Joyful Life — December 3rd: https://datebrazen.com/joyful-life/ Get Lily's Book: Thank You, More Please HERE Follow Lily everywhere: 📲 Tiktok 📸 Instagram 📺 YouTube Channel
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Nov 4, 2025 • 34min

Episode Spotlight: "Am I doing enough to find love?" Checklist!

Ever catch yourself thinking: "Am I doing enough to find love?" That question sounds productive—but it's usually fear in disguise. Fear that time's running out. Fear that what you want might never happen. In this week's episode of The Late Bloomer Show, I walk you through the 10-step "Am I Doing Enough?" checklist—the one I give my clients when they start to spiral. You'll learn how to: 💗 Practice self-compassion (so you stop hustling for worthiness) 🎯 Create your Essence-Based Preferences 💎 Bring in community and support 🎉 Celebrate yourself like it's part of the plan—because it is You don't need to "just try harder" in your dating life. You need an effective plan that prioritizes your self-trust along the way. Work with Lily: → Free Essence-Based Preferences workbook: datebrazen.com/workbook → Read Thank You More Please: datebrazen.com/book → Learn more about Main Character Dating: datebrazen.com/dating → Learn how to work with Lily: datebrazen.com Follow Lily everywhere: 📲 Tiktok 📸 Instagram 📺 YouTube Channel
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Oct 28, 2025 • 22min

Episode Spotlight: Slow Burn vs. The "Spark"

Should you wait for the slow burn? Or chase the spark? This question keeps so many late bloomers stuck in overthinking, second-guessing, and dating people who aren't right for them. In this episode of The Late Bloomer Show, Lily breaks down the real truth about attraction and connection, including: The pros + cons of both the spark and the slow burn Why both approaches can lead to wasted time What to focus on instead (hint: curiosity > rules) How to ground yourself with Lily's Date Feedback Compass If you've ever stressed about whether you "knew" soon enough or felt enough chemistry, this episode will give you clarity and freedom. 🎧 Listen now and find out why curiosity—not binaries—is the most powerful dating tool. Work with Lily: → Free Essence-Based Preferences workbook: datebrazen.com/workbook → Read Thank You More Please: datebrazen.com/book → Learn more about Main Character Dating: datebrazen.com/dating → Learn how to work with Lily: datebrazen.com Follow Lily everywhere: 📲 Tiktok 📸 Instagram 📺 YouTube Channel
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Oct 21, 2025 • 27min

Episode Spotlight: Body image and your dating life with Bri Campos

Dating while struggling with body image fears can feel like an impossible task. In this episode, Lily is joined by Bri Campos, LPC, and body image coach, to explore the idea of body grief—the distress and loss we feel when our bodies change—and how it impacts dating. Together they cover: → The 4 aspects of body image you need to know → Why rushing to "body love" skips over the real healing work → How fatphobia and privilege show up in dating dynamics → Practical tools to move through body grief with compassion so you can put yourself out there and find love in exactly the body you're in If you're a late bloomer who's avoided dating because of how you feel in your body, this conversation will give you the validation, tools, and hope to take your next steps. Learn about Bri's work here→ https://www.bodyimagewithbri.com/ 💥 Want more support? Start here: → Free Essence-Based Preferences workbook: datebrazen.com/workbook → Read Thank You More Please: datebrazen.com/book → Learn how to work with Lily: datebrazen.com Follow Lily everywhere: 📲 Tiktok 📸 Instagram 📺 YouTube Channel
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Oct 14, 2025 • 1h 11min

254. Dating with a disability, setting boundaries, and dating post breakup - Live Coaching Session

In this powerful live coaching session, Lily sits down with Veronica for a live coaching session—a listener and Main Character Dating client—to explore what it really looks like to start dating again after a painful breakup…while also navigating chronic pain, a disability, and a world that often is deeply ableist. They explore: ✨ How to know if you're really ready to date again after a breakup ✨ Navigating dating apps with a disability ✨ Setting boundaries that honor your body and your bandwidth ✨ Why self-compassion is a dating strategy This episode is full permission to do dating your way. 💥 Want more support? Start here: → Main Character Dating-- closing 10/17/25: datebrazen.com/dating → Free Essence-Based Preferences workbook: datebrazen.com/workbook → Read Thank You More Please: datebrazen.com/book Follow Lily everywhere: 📲 Tiktok 📸 Instagram 📺 YouTube Channel
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Oct 7, 2025 • 1h 7min

253. 10 Sex Questions Every Late Bloomer Has—Answered by Sex Therapist, Dr. Juliana Hauser

Dr. Juliana Hauser, a sex therapist and TEDx speaker, shares invaluable insights tailored for late bloomers. She tackles top questions on sexual exploration, helping listeners embrace their inexperience and transform shame into acceptance. The conversation dives into navigating body image anxiety, trauma, and fostering intimacy. Juliana emphasizes the importance of communication, whether it's about pain during sex or disclosing sexual history. Plus, she offers practical tips like crafting a sexual bucket list to spice things up!
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Sep 30, 2025 • 53min

252. How to end emotional outsourcing and date with self-worth with Beatriz Victoria Albina

If you've ever felt behind in love or life, this episode is for you. On pub day for her new book, End Emotional Outsourcing: A Guide to Overcoming Codependent, Perfectionist and People Pleasing Habits, Beatriz Victoria Albina joins me to talk about how to stop centering everyone else's needs at the expense of your own—and start dating with self-worth. We unpack: 💎 What "emotional outsourcing" is and why it keeps you stuck in people-pleasing, perfectionism, and codependency 💎 How to reclaim your agency and desire without guilt 💎 The BRAVE framework for building self-loyalty, step by step 💎 Why being a late bloomer is often an act of brilliance—not failure Her book is out today! Go grab "End Emotional Outsourcing" wherever books are sold and start building the love life (and LIFE) that puts you back at the center. Order your copy → https://beatrizalbina.com/book/ 💥 Work with Lily: → Main Character Dating: datebrazen.com/waitlist → Free Essence-Based Preferences workbook: datebrazen.com/workbook → Read Thank You More Please: datebrazen.com/book Follow Lily everywhere: 📲 Tiktok 📸 Instagram 📺 YouTube Channel

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