Episode Spotlight: Where Do I Even START With Dating?
Release Date: 03/11/2025
247. “I Stayed Long After I Knew It Was Over… Now I’m Starting From Scratch (Again)” Live Coaching Session
The Late Bloomer Show
Are you afraid that raising your standards means you’ll be alone forever? Today on The Late Bloomer Show, I’m coaching Marissa, who stayed long after she knew her relationships were over—because she thought starting from scratch would be worse than settling. In this episode, we dig into: ✨ Why we shrink our needs to keep relationships ✨ The guilt that keeps us stuck for years ✨ How to believe what you want in love actually exists ✨ The exact shifts helping Marissa trust herself and ask for more If you’ve ever worried you’re “asking for too much,” this conversation will...
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246. Behind the scenes of our name change- (“The Late Bloomer Show”!)
The Late Bloomer Show
“More is possible than you currently realize.” ✨ Big news ✨ The Date Brazen Podcast is now The Late Bloomer Show 💜 This change is for every late bloomer who’s ever felt behind, too much, or too late. For anyone who’s been told to shrink or settle. For everyone who needs to hear: 🌱 You are not alone. 🌱 You are not too late. 🌱 What you want is possible. In this vulnerable episode of The Late Bloomer Show, Lily opens up about the rebranding of her podcast and what it truly means to embrace the late bloomer identity. This conversation is more than just a name change, it’s...
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245. “Why do I have to do all this work just to be given a chance?” Live Coaching Session
The Late Bloomer Show
“Why do I have to do all this work just to be given a chance?” In this deeply moving live coaching session, Lily talks with Caleigh—a brilliant late bloomer feeling burned out and heartbroken after years on dating apps. On the surface, it’s dating fatigue. But underneath, they uncover how internalized misogyny shows up in dating: feeling like you have to be less intense, less emotional, or hide your anger just to be seen as desirable. In this episode, you’ll hear: ✨ Why dating can feel like Groundhog Day, especially for late bloomers ✨ How grief and shame linger around never...
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244. Get Over The Fear of Rejection (Rejection Resilience Side Quest!)
The Late Bloomer Show
If rejection makes you want to hide under the covers and never date again—this episode is your roadmap back to brave action. Lily shares one of her most painful rejections from her dating life, how it nearly derailed her belief in love, and the five-step Rejection Resilience Side Quest she created to help late bloomers build the skill of shooting their shot without spiraling. Inside this episode: ⚡️ Why rejection feels so dangerous (and why that makes total sense) ⚡️ A 5-step framework to depersonalize “no” and take bold action anyway ⚡️ A rejection aftercare protocol that...
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243. "Why would they like ME?" Busting This Late Bloomer Myth
The Late Bloomer Show
Ever catch yourself thinking: “Why would they like me? What’s wrong with them for wanting me?” This sneaky belief keeps so many late bloomers stuck in self-doubt, playing small, and avoiding the very love they crave. In this episode, Lily gets personal about how this thought showed up in her own love life—even when she met her now-husband—and shares the powerful mindset shifts and tools you need to bust through this myth for good. Inside: ✨ Why this belief is so common for late bloomers ✨ How it blocks you from trusting healthy connection ✨ The ACK tool to start rewiring...
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Episode Spotlight: The Complete Guide To Finding Love On A Dating App
The Late Bloomer Show
Think dating apps are the only way to find love—but secretly hate them? Same, friend. In this episode of the Date Brazen Podcast, I’m sharing my complete, no-BS guide to using dating apps in a way that protects your sanity and increases your chances of finding the right relationship. Inside, you’ll learn: → Why deleting and re-downloading apps keeps you stuck → The exact rules for stress-free swiping (hint: 20 minutes a day) → How to write a profile that qualifies the right people—and filters out the wrong ones → Why you should never, ever try to be “chill” in your...
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Episode Spotlight: How to get over the fear of dating
The Late Bloomer Show
Dating can feel like a rollercoaster of emotions—excitement, hope, fear, and sometimes, pure panic. In this episode, we’re tackling the fear that keeps so many incredible people stuck on the sidelines. If you’ve ever thought, What if I get rejected? What if I say the wrong thing? What if I’m not enough?—this one’s for you. I’ll walk you through how to move through dating fear with self-compassion, community, and a whole lot of self-trust. Because here’s the truth: fear is normal, and it doesn’t have to be in the driver’s seat. You don’t have to be fearless to find...
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Episode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character
The Late Bloomer Show
This episode is your mid-year reset, late bloomer style. Whether you've been dating with no luck, stuck in swipe fatigue, or haven't dated in 15 years, this seven-step feminist dating plan is your guide to attracting the best relationship of your life. In this replay of one of our most popular trainings, you’ll learn: ✨ How to create your Essence-Based Preferences to vet potential dates ✨ The IRL dating plan that actually works (even if you're socially anxious) ✨ What to say on dating apps and how to write a profile that’s magnetic AF ✨ And why what you want isn’t too...
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Episode Spotlight: Finding love as a queer late bloomer, building self-trust, and healing after heartbreak
The Late Bloomer Show
In this vulnerable and wisdom-packed episode, Lily sits down with Liz, a former Main Character Dating client, to talk about what it really takes to come back to yourself after a heartbreaking, sudden breakup—and how that healing work can lead to the most aligned love of your life. Together, they discuss: Why we feel “behind” in dating (especially as queer late bloomers) The emotional labor we carry as single people and how to release it How to trust yourself again after a breakup or identity shift The shame-desire cycle and how to break it Liz’s journey coming out later in...
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242. “I Want Love—But I’d Like to Skip Dating, Please”-- Live coaching session
The Late Bloomer Show
Today's podcast episode is a coaching session with Michelle. She's in her 50s, divorced after a 24-year marriage, and getting back into dating after being with one person her whole adult life. In this raw and powerful coaching session, we unpack the overwhelm of dating apps, the anxiety of being “naive,” and the pressure late bloomers feel to already know how dating is supposed to work. Michelle shares how: → Dating apps make her feel panicked in 3 minutes or less → She’s afraid she missed the memo on how to flirt or date → All she really wants is a partner to laugh with at a...
info_outlineIn this episode, I break down exactly how to start dating with confidence, self-care, and intention.-- especially if you've never dated before!
You’ll get a step-by-step guide to move past fear, own your desires, and create a joyful dating life on your terms.
Here’s what you’ll walk away with:
✨ How to start dating from a place of power (not pressure).
✨ Why your thoughts are not always facts—and how to shift them.
✨ The "Thank You More Please" challenge to clarify what you really want.
✨ How to release perfectionism and embrace the messy, fun, real parts of dating.
✨ The truth: You are uniquely qualified for the right person.
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WORK WITH LILY:
✨ Get my free "Create Your Essence Based Preferences Guide" HERE
✨ Order my book, “Thank You, More Please”: https://www.datebrazen.com/book
✨ Get my FREE training, “3 Steps to Attract the RIGHT Partner as a Late Bloomer”: https://www.datebrazen.com/training
Links: