237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship

In this kickoff to the Late Bloomer Series, Lily gets real about how to tell a date you’ve never been in a relationship—without spiraling, oversharing, or self-abandoning. If you’ve ever felt behind in love, this episode will help you embrace your story, communicate with confidence, and stop making your dating history mean something it doesn’t.   ✨ Grab Lily’s book Thank You, More Please + get the bonus Podcast Listening Guide: https://datebrazen.com/book   Get on the waitlist for Main Character Dating: https://www.datebrazen.com/waitlist   Learn how to work with me: https://www.datebrazen.com/   Follow me on ✨ Instagram ✨ Tiktok ✨ Youtube   🎧 Full show notes + transcript at: https://datebrazen.com/podcast

Are you tired of living for everyone else's expectations... and ready to step into your own dang spotlight? 🎬✨ In this behind-the-scenes episode, I’m sharing practical tools to stop people-pleasing for good — and start building the stupidly joyful, self-trusting, main-character life you’re meant for. Inside this episode: What people-pleasing really is (it’s deeper than being “too nice”) Why releasing people-pleasing is so damn hard (and why it’s not your fault) How to start rebuilding self-trust in small, powerful ways Three practical steps you can take today to enter your Main Character Era If you’re feeling the heart pull to live bigger, braver, and more joyfully — the doors to Main Character Life are open right now. 🎟 Apply for Main Character Life (closing May 2!): HERE This is my six-month small group mastermind where you'll learn to: Release people-pleasing as your default Build rock-solid self-trust Take massive, messy action toward your dreams Create a stupidly joyful life that finally feels like yours   Work with Lily: Learn how to work with me: https://www.datebrazen.com/ Order my book, “Thank You, More Please”: https://www.datebrazen.com/book   Follow me on ✨ Instagram ✨ Tiktok ✨ Youtube  

RSVP for my new training- Stop People Pleasing & Build a Stupidly Joyful Life HERE Apply for Main Character Life Mastermind HERE Order my book, “Thank You, More Please”: https://www.datebrazen.com/book Follow me on ✨ Instagram ✨ Tiktok ✨ Youtube

In this episode, we’re diving deep into Main Character Energy — what it is, why it matters, and how to start building it (even if you’re shy, introverted, or feeling wildly behind). You’ll learn: - Why Main Character Energy is even more important in unstable times - The three essential skills at the heart of a Main Character Life - The truth about people-pleasing, perfectionism, and "best friend identity" - Why healing burnout isn’t just for you — it’s for your community, too - How to take powerful action using the "10 Seconds of Courage" method Real stories from Lily and her clients on what happens when you stop shrinking and start taking up space This is your invitation to stop settling for “good enough” and start creating a life that’s audaciously joyful, deeply aligned, and unapologetically yours. Want to go deeper? Join us for the free live training on April 23rd: ✨ Stop People-Pleasing + Build a Stupidly Joyful Life ✨  You’ll learn exactly how to cultivate Main Character Energy — and get a behind-the-scenes look at the 6-month mastermind, Main Character Life. RSVP HERE-- https://www.datebrazen.com/joyful-life Applications open during the live event, and spots are limited. ✨ Join the waitlist for early access → https://www.datebrazen.com/mcl-waitlist 🎧 Listen now + step into your Main Character Era. Order my book, “Thank You, More Please”: https://www.datebrazen.com/book Follow me on: ✨ Instagram ✨ Tiktok ✨ Youtube

She Moved Abroad, Quit Her Job & Took Her Life Back: Jackie’s Main Character Energy Story Burned out, stuck, and shrinking herself to stay safe—Jackie thought joy was out of reach. In this powerful episode, she shares how she went from emotional exhaustion to building a joy-filled life abroad with purpose, friendship, and bold-ass moves. If you're craving your own main character energy moment, this one's for you. RSVP for my free training on April 23rd, 2025: https://www.datebrazen.com/joyful-life Order my book, “Thank You, More Please”: https://www.datebrazen.com/book Follow me on: ✨ Instagram ✨ Tiktok ✨ Youtube

In this episode, Lily shares the ONE question that will revolutionize how you vet potential partners, ensuring you never waste time on lackluster dates and conversations again. Grab your notepad because this episode isn't just about strategy - it's a journey into reclaiming control of your dating narrative and steering towards the relationships you truly desire. Links: ✨ Order Lily's book, “Thank You, More Please”: https://www.datebrazen.com/book ✨ Get our free, on-demand training: 3 Steps to attract the right partner as a "late bloomer": https://www.datebrazen.com/training ✨ Download the Free Guide to Your Essence-Based Preferences HERE ✨ Show notes: http://datebrazen.com/blog/qd-questions-strategy ✨ Follow Lily on Instagram and Tiktok.   ✨ Subscribe to Lily’s Youtube channel HERE. 

In this week’s episode of the Date Brazen Podcast-- Episode Spotlight: "How can I stop being lazy in my dating life?", I’m teaching you exactly what you need to do instead of falling for the productivity myth. (which will lead to better outcomes for your dating life!)   What you’ll learn in the episode:   ✨ How to ditch the idea that “doing more” will get you better results in dating. ✨ How to do the most POWERFUL tiny steps in dating to get the biggest results. ✨ Why embracing self-care and giving yourself permission to slow down is key. ✨ How to redefine dating success on your own terms—and why that’s your real path to finding the right people for you. ____________   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: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE. 

In this episode, I walk you through my Blessing and Releasing strategy: a powerful step-by-step method to let go of the wrong people and make space for the right ones. Because holding on to what isn’t meant for you? That’s keeping you from what is.   Here’s what you’ll learn: ✨ How to identify who to bless and release (and why it’s essential). ✨ The mindset shift that will help you actually move on. ✨ Why setting boundaries is a radical act of self-love. ✨ How to embrace abundance instead of settling out of scarcity. ✨ The truth: You are worthy of what you desire in love. ____________   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: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE. 

In 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. _________ 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: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE. 

If you've ever been told you're too picky or need to be more open, this episode is for you. Your preferences aren’t the problem—they’re the key to dating with more joy and ease. I break down how to define your essence-based preferences so you can stop wasting time on the wrong people and start attracting the right ones.   ✨ Get 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: Follow Lily on Instagram and Tiktok.   Subscribe to Lily’s Youtube channel HERE.