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  • Ever thought about making a big leap from your current job to your dream career? Discover how Erica ditched an exhausting job and became a full-time romance novelist with main character energy!

    Lily welcomes Erica a former Main Character Energy Mastermind client who made the leap from feeling stuck in her career to living her dream as a full-time romance novelist. Erica gets real about facing her fears, ditching self-doubt, and breaking free from the "shoulds" to follow her passion. This convo is a must-listen if you’re ready to trust yourself, go after what you want, and make some bold, messy moves. Plus, Lily spills the details on her live training event happening October 9th, all about taking risks with main character energy.

    This episode will leave you feeling inspired and ready to take tangible next steps to embrace main character energy, stop “shoulding” all over yourself, and step into a braver, bolder, and more magical season of your life.

    We get into:

    How Erica embraced her desire to become a full-time romance novelist Tapping into main character energy to choose yourself and make your dreams a reality: “Here is an opportunity to figure out a way to choose me,” said Erica. Get the scoop on how trusting yourself can lead to bold moves and major life changes “What you want doesn't just appear one day because you wish for it hard enough. It's about really taking into consideration the work that I put in, the talent that I know I have, the want and just going after it.” How stepping away from people-pleasing can help you build the self-trust you need to chase your true desires

    Links:
    RSVP for Take That Risk with Confident Main Character Energy
    Erica’s books, including “Witty in Pink”

    Show notes:
    http://datebrazen.com/blog/choosing-yourself-with-erica

  • 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

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  • 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

  • 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

  • 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

  • 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

  • Hot-take: You should make the first move 100% of the time. If you read that and feel a sense of fear, that’s okay! In this episode, Lily breaks down everything from rocking a proactive mindset to embracing those awkward moments and showing yourself some self-compassion so you can confidently make the first move every time.

    This is the most passionate lesson Lily teaches, and she has seen a major difference in clients' ability to attract the right partner. Tune in to learn how to transform your dating life with bold confidence and get the deets on more resources to help you along the way.

    You’ll learn:

    How to embrace the awkwardness, recognize your inner power, and remember you're resilient AF. “You can't say the wrong thing to the right person.” Take Your Shot: Every attempt brings you closer to what you want because you're actively attracting and asking for it. Use the S.O.F.T. method to move through rejection: Self-compassion, Own Your Needs, Feel Your Feelings, and remember that Thoughts Are Not Facts. Creative and practical suggestions to help you take that first step!

    Links:

    ✨RSVP for Lily’s Free Training - 3 Steps to Attract the Right Partner as a “Late Bloomer” ✨

    Main Character Dating

    Lily’s book: Thank You, More Please

    162. The Complete Dating Detox Guide

    Kristin Neff’s Self-compassion.org

    Show notes:
    http://datebrazen.com/blog/make-the-first-move-every-time

  • Are you wondering, “How do I pick up the pieces after this horrible breakup?” This week, Lily dives straight into an inspiring conversation with Liz, a former client who turned the heartbreak of a broken engagement into a powerful journey of healing and finding new love. Liz keeps it real, sharing her experiences of embracing pain, seeking support, and rebuilding self-trust.

    Together, Lily and Liz explore the transformative process of becoming your main character through the work of Main Character Dating, formerly known as Brazen Breakthrough. Returning to the podcast after her first appearance in 2023, Liz brings a full-circle perspective, offering wisdom and insights for anyone navigating post-breakup life or re-entering the dating world.

    Listen in as Liz reflects on how the principles of Main Character Dating have evolved with her, revealing how embracing self-discovery and vulnerability can be your greatest strengths.

    We get into:

    Picking up the pieces after a shitty breakup Liz shares her raw experience: “I had to fully feel all my pain,” emphasizing the importance of embracing and processing emotions to heal When you show up with your feelings, the right people show up for you as well Navigating the desire/shame see-saw means trusting your gut and understanding there's no perfect timeline for getting back into dating Liz explores, “What does self-trust look like for you now?” sharing how she found courage and rebuilt self-trust

    Links:

    ✨RSVP for Lily’s Free Training - 3 Steps to Attract the Right Partner as a “Late Bloomer” ✨

    Lily’s book: Thank You, More Please

    Show notes:
    http://datebrazen.com/blog/self-trust-and-love-after-a-breakup-with-liz

  • Are you feeling like a “late bloomer” in your dating life? This week, Lily busts nine myths commonly believed by “late bloomers” and shares practical steps to overcome them. With a focus on self-compassion, Main Character Energy, and the idea that dating is a learnable skill, Lily’s insights will shift your perspective and boost your confidence for joyful AF dating experiences.

    Feelings of shame and isolation often accompany those who feel behind in their love lives. This episode aims to help you shed the "late bloomer" identity, provide you with a sense of relief, and galvanize you to take action toward your deepest desires.

    You’ll learn how to:

    Embrace self-compassion and connection Distinguish between thoughts vs. facts Break free from societal (and patriarchal) dating norms and define your dating journey Heal and neutralize "late bloomer" conditioning Let go of those who aren't right for you with grace (bless and release!) Embrace your current stage in life and recognize that you’re whole as you are Redefine what “blooming” means to you

    Links:

    ✨RSVP for Lily’s Free Training - 3 Steps to Attract the Right Partner as a “Late Bloomer” ✨

    Lily’s book: Thank You, More Please

    Show notes:
    http://datebrazen.com/blog/late-bloomer-guide-to-releasing-worry

  • Ever wondered how to heal from a toxic relationship and truly thrive? Lily is joined by licensed psychotherapist Ginger Dean, the genius behind the book, Loving Me, After We. They dive into the journey of healing from toxic relationships, highlight the importance of self-soothing, and chat about how to rebuild self-trust.

    Ginger shares her personal and professional experiences, drops some wisdom on emotional recovery, and introduces her latest book, 'Loving Me After We,' packed with practical steps to go from hurting to thriving. They also get into what it means to be the 'green flag' in relationships and the power of self-care practices like yoga, massages, and somatic work.

    You’ll hear about:

    The inner work needed to become the best version of yourself, focusing on baseline levels of emotional availability and self-awareness. Practices and shifts, in addition to therapy, to come home to yourself and create a self-care plan after a hard breakup. Self-care practices and ideas to take care of your well-being. Building or rebuilding self-trust after being in a toxic or the wrong relationship.

    Links:

    ✨ Get Lily's Free Training: Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable ✨

    Ginger’s website

    Ginger’s book, Loving Me, After We

    Episode link:
    http://datebrazen.com/blog/healing-after-a-hard-breakup-ginger-dean


  • Why do we always feel awkward asking our friends for help with our love lives? Imagine the game-changing power of having a trusted squad of co-conspirators in your corner, ready to support you. This episode dives into how to ask your friends to be your co-conspirators in love—one of the top three ways to date IRL!

    Now, it's not that your friends are clueless about dating; they just need to learn how to help you in a way that matches your wants, needs, and desires. In this episode, Lily guides you through a co-conspirator invitation, so your friends can really be there for you.

    Here's what you'll learn in this juicy episode:

    Learn how to spot the friends who are perfect for this role and how to prepare for that all-important invitation Asking someone to be your love-life co-conspirator is an honor—here’s how to make sure you’re ready to have that convo. Not every friend will be a good fit as a co-conspirator, and that’s okay. Discover creative solutions to avoid dead-ends and establish boundaries. FAQ on Co-Conspirators: Everything from the best personality types for this role to how to figure out if your friends are mentally available, and overcoming the shame of asking for help.

    Tune in and transform your dating life with the help of your very own dream team! 🎙️✨

    Links:

    You can pick up your copy of Thank You, More Please where all books are sold right now, and then sign up for Date Brazen Listening Guide at datebrazen.com/book!

    Friend Forward Podcast

    Fighting for Our Friendships, Danielle Bayard Jackson

    Show notes:
    http://datebrazen.com/blog/invite-friends-to-be-co-conspirators

  • Ever dreamed of writing a book or want to share your story and ideas? If so, this episode is for you. Lily welcomes Richelle Fredson, her incredible book proposal coach, on the show. Without Richelle, Thank You, More Please would still be a dream! We're diving deep into main character energy and how to bring it to your writing and publishing journey. We're talking about what it takes to get published, the importance of sharing your story, and how to boldly step into the world with your unique voice.

    For nearly 20 years, Richelle has been a powerhouse in the book publishing industry. Known as the "six-figure book coach," she's worn many hats: publishing guide, guest teacher, and marketing strategist for bestselling authors. Now, she's here to help aspiring authors develop standout book concepts, killer book proposals, and vibrant online communities. Get ready to embrace your main character energy and share your story with the world, even if you don't think you're ready yet.

    We get into:

    Conquering the anxiety of "shooting your shot" Flipping the script on imposter syndrome: embracing bold, messy action Richelle's take: "Who gets to write a book and who gets published?" Diving in: "You can start before you think you’re ready" The real talk on getting a book published The book proposal: your golden ticket to traditional publishing and ultimate self-advocacy Overcoming comparison and self-doubt to start telling your story

    Links:

    Richelle’s website

    Richelle’s podcast Bound + Determined

    Lily on Richelle’s podcast

    You can pick up your copy of Thank You, More Please where all books are sold right now, and sign up for our book club at datebrazen.com/book!

    Show notes:
    http://datebrazen.com/blog/write-a-book-richelle-fredson

  • Struggling with self-doubt or negative self-talk? This week's episode is a game-changer! Lily's got Katie Horwitch as her guest, and they're diving deep into how inner dialogue shapes our lives. Katie's not just any guest—she's a rockstar author, speaker, and self-talk activist with over a decade of experience flipping the script on negative self-talk.

    In this episode, you'll get the lowdown on how to recognize and shift negative thoughts and discover the hidden issues behind them. Katie's the founder of WANT: Women Against Negative Talk and the voice behind The WANTcast. Plus, her debut book, "WANT YOUR SELF: Shift Your Self-Talk and Unearth The Strength in Who You Were All Along," is out now and ready to inspire.

    Don't miss out—tune in and start transforming your inner dialogue to reshape your life!

    We get into:

    How our self-talk shapes our view of ourselves and the world. Recognizing when self-talk negatively impacts your life and how to change it. Building the skill to confidently accept your answers when facing tough questions about what you truly want. Figuring out the underlying beliefs behind your self-talk, such as "I’m not allowed to want this"—what’s driving that thought? Exploring, understanding, and shifting not just your self-talk, but your whole self. Hot-take: "Be as fully you wherever you go. That’s how you learn, grow, and become the truest version of yourself."

    Links:

    Katie’s website

    Katie’s book: WANT YOUR SELF: Shift Your Self-Talk and Unearth The Strength In Who You Were All Along

    Lily on Katie’s podcast: 178: Revamp Your DATING LIFE + FIND LOVE For Real with Lily Womble of Date Brazen

    Show notes:
    http://datebrazen.com/blog/negative-self-talk-with-katie-horwitch

  • Ever wondered why you often overlook the self-care you desperately need? This week, Lily chats with the amazing Dr. Cicely Horsham-Brathwaite who drops some serious knowledge on managing stress, building habits that stick, and incorporating practical self-care into our everyday lives. Get ready for some game-changing insights straight from her awesome books!

    We get into:

    The three must-have types of self-care for ultimate well-being How to spot the red flags that scream you're neglecting self-care Handling high-stakes pressure in dating and staying grounded Why stress isn't all bad—it’s all about balance and self-compassion How inequality affects self-care for Women of Color and how everyone can be co-conspirators in making a change Fun and easy activities to seamlessly weave self-care into your daily routine

    Links:

    Dr. Cicely Horsham-Brathwaite’s website

    You can pick up your copy of Thank You, More Please where all books are sold right now and sign up for our book club at datebrazen.com/book!

  • My first book, Thank You, More Please: A Feminist Guide to Breaking Dumb Dating Rules and Finding Love, is out in the world right now. I'm SO EXCITED! My business manager Jayla Rae joins me to reveal the little-known, lesser-discussed pieces of my book-writing journey. She’s leading me through questions about what I learned while writing the book, what I am most looking forward to, and thought-provoking questions about the book from Date Brazen clients! Join us on this behind-the-scenes book journey!

    We get into:

    Getting real and raw while writing the book and the juicy stories within The feels and the fun of sharing my book with friends and family for the first time. Answering burning questions from the Date Brazen community about the book, future plans, and beyond!

    Links:

    You can pick up your copy of Thank You, More Please where all books are sold right now and sign up for our book club at datebrazen.com/book!

    Show notes:
    http://datebrazen.com/blog/book-pub-day-qa

  • How can embracing your main character energy and taking up space transform your journey? In this episode, Lily sits down with Krishan Trotman, VP and Publisher of Legacy Lit Books, to discuss the exciting journey of co-creating Lily's new book 'Thank You, More Please,' which hits shelves next week, June 11th. 📚✨ Tune in to hear Krishan’s own main character energy story, behind-the-scenes details about Lily’s book, and a deep dive into the world of publishing diverse voices.

    Don't forget to pre-order 'Thank You, More Please,' coming out June 11th. Your pre-orders mean the world and help ensure the book gets the recognition it deserves. 🌟 Your support is immensely appreciated!

    We get into:

    Krishan’s main character energy story and her role as VP and Publisher at Legacy Lit The co-creation of Thank You More Please Advice for aspiring authors on writing, getting published, and maintaining the motivation needed for long-term projects

    Links:
    Lily’s book, Thank You More Please, is available for preorder right now and you can grab it and the preorder bonuses with this link!
    Krishan on Instagram
    Legacy Lit Books

    Show notes:
    http://datebrazen.com/blog/mce-taking-up-space-with-krishan-trotman

  • Do you ever feel trapped by outdated dating rules and wonder if there's a better way to attract more? The amazing Damona Hoffman joins Lily to dismantle the four big dating myths and introduces the four pillars of lasting love for healthier, more fulfilling relationships.

    Damona helps to outline these myths and paves a clear path with actionable next steps, making the dating process easier and helping you find what you desire. Damona says, “You have more control over what happens in your life than what you allow yourself to believe. How deep are you willing to dig?”

    Damona Hoffman is a regular contributor to The Drew Barrymore Show, NPR, and The Washington Post. She was also featured in Season 11 of The Real Housewives of Beverly Hills. Damona has created content and collaborated with most major dating apps, including Bumble and Match, and she was named the Official U.S. Dating Coach of OkCupid in 2021. Her podcast, Dates & Mates, was named Best Podcast of the Year by The Black Podcasting Awards. Damona’s first book F the Fairy Tale, was released January 2, 2024.

    We get into:

    Using dating apps with intention + why Damona says to take notifications off your dating apps and track what is going on in your dating life. The three C’s when designing your profile: Color, Context, Character. The four BIG dating myths and how to ditch them! Including the preferences list myth, the chemistry myth, and the soulmate myth.

    Links:

    F The Fairy Tale: Rewrite The Dating Myths and Live Your Own Love Story

    Damona’s website

    The Dates and Mates podcast

    Damona on Instagram @damonahoffman

    Damona’s Date Tracker

    Show notes:
    http://datebrazen.com/blog/shedding-dating-myths-with-damona-hoffman

  • Want to reclaim your self-worth and challenge societal norms? Then, get ready for a fantastic episode because we’ve got Kara Loewentheil, the powerhouse behind the School of New Feminist Thought, on this week’s podcast! Kara’s new book, 'Take Back Your Brain,' just dropped, and I can’t wait to share our conversation with you.

    In this episode, Kara and I dive into romantic socialization's history and social impacts. We bust myths about love, marriage, and self-worth and discuss the difference between empowerment and true personal power. We urge you to root your self-worth in yourself instead of seeking external validation.

    Kara’s insights are a game-changer. She offers a roadmap for embracing self-compassion, challenging patriarchal norms, and building mindsets that lead to a more fulfilling life.

    Don’t miss out on this powerful conversation! Tune in now and start taking back your brain!

    We get into:

    The brain gap: what it is and how to overcome it. Why the goal is to be grounded in your self-worth and not your relationship status The four traps of romantic socialization Body positivity vs body neutrality The beauty and power in the phrase “How human of me…”

    Links:

    Take Back Your Brain

    Unfuck Your Brain Podcast

    Show notes:
    http://datebrazen.com/blog/take-back-your-brain-kara-loewentheil

  • If you date men and have ever wondered if the feminist partner you want exists, this episode is for you! This week, we explore the Brazen Breakthrough tools, mindset shifts, and strategies that Client Julianne applied to attract a feminist man and is now building an epic partnership.

    Lily and returning guest Julianne dive into the evolution of Julianne's love life since her last podcast appearance. They discuss the importance of self-trust, essence-based preferences, and the empowering shift from muscling through dating to co-creating a fulfilling relationship.

    This is a must-listen episode for anyone wondering if their ideal partner exists.

    We get into:

    How Julianne used the Brazen Breakthrough tools to attract a proactive, feminist man her way

    How attraction is an essence-based preference

    Co-creating a relationship with someone can be fun!

    Links:

    Lily’s book, Thank You More Please, is available for preorder right now and you can grab it and the preorder bonuses with this link!

    The Brazen Breakthrough

    Show notes:

    http://datebrazen.com/blog/how-julianne-attracted-a-feminist-man

  • How can you date with social anxiety? This week Lily gives us all a much-needed pep talk and lays out a roadmap for dealing with social anxiety while trying to find love. From her own experiences, she drops some wisdom on showing yourself self-compassion and bouncing back stronger, all to create a dating life full of joy! ✨

    You’ll learn:

    Go S.O.F.T. Practice self-compassion, own your needs, feel your feelings, thoughts not facts. “Messy progress forward is okay.” “Feelings your emotions is reparenting yourself.” The goal is never to feel anxious again; it’s to increase your capacity for resiliency so that when you feel anxious, you know what to do about it. Even if you have anxiety, you can still make massive changes in your life.

    Links:

    Free Training With Lily Womble TODAY, May 7th! 3 Steps to Attract the Right Partner With a Joyful as Fuck Dating Life

    The Brazen Breakthrough

    Lily’s book, Thank You More Please, is available for preorder right now and you can grab it and the preorder bonuses with this link!

    Psychology Today

    Dr. Kristin Neff

    Burnout: The Secret to Unlocking the Stress Cycle, Emily Nagoski, Amelia Nagoski

    Show notes:

    http://datebrazen.com/blog/how-to-date-with-social-anxiety