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 Date Brazen Podcast, 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 ...
…
continue reading
As a mentally ill hot girl who has struggled with unrealistic beauty standards since the womb and could use a (theoretical but maybe literal) lobotomy, therapist and author Alegra Kastens intertwines her clinical wisdom and lived experience to gab about books of all genres. Not a bookworm? Have no fear (or do because #anxiety): she has done the reading for you. All you have to do is tune in, Lobotomommies!
…
continue reading
Why are we so scared of change? The second half of your life can be happier, sexier and more fulfilled, but you may need to blow some stuff up. To find out how, we're bringing you interviews and frank, irreverent, inexpert advice on everything from career and aging to sex and body image in what used to be called "middle age." Laugh, get honest, break the rules and stop caring what other people think. Join us, and we can be hot together!
…
continue reading
The Creative Superheroes podcast is a place to gather inspiration and learn from a wide range of Creative Superheroes. These are brilliant authors, artists, coaches and teachers who can help us cultivate more courage, more aliveness and more joy. Your host, Andrea Scher, is passionate about the sweet spot where creativity and personal growth intersect.
…
continue reading
If flirting feels awkward, forced, or like a foreign language—especially because you feel “behind” in dating—this episode is your new playbook. Lily breaks down her step-by-step approach to flirting IRL with courage and ease. You’ll learn how to strike up a conversation, gauge interest, and shoot your shot—without spiraling or second-guessing yours…
…
continue reading

1
How To Co-Parent So You Don't F*ck Up Your Kids with Christina McGhee
58:19
58:19
Play later
Play later
Lists
Like
Liked
58:19Divorce is often treated as the end of the story, but what happens after the separation, when the real work of navigating co-parenting begins? In this episode, we sit down with Christina McGee, renowned divorce parenting expert and author of Parenting Apart: How Separated and Divorced Parents Can Raise Happy and Secure Kids. With over 20 years of e…
…
continue reading

1
238. Late Bloomer Series: How to Start Dating (If You've Never Dated)
34:11
34:11
Play later
Play later
Lists
Like
Liked
34:11Are you a late bloomer wondering, “How the hell do I even start dating?” In this episode, Lily breaks down the exact 6-step roadmap to go from anxious and avoidant to confident and aligned in your love life. You’ll learn how to drop shame, claim your essence-based preferences, use dating apps with boundaries, and build your IRL dating strategy—mess…
…
continue reading

1
237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship
27:06
27:06
Play later
Play later
Lists
Like
Liked
27:06In 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. ✨ G…
…
continue reading

1
Diving Deep Into Intimacy and Desire with Danielle Harel and Celeste Hirschman
51:12
51:12
Play later
Play later
Lists
Like
Liked
51:12“ We don't choose what turns us on… but we get to play with it.” Too often, women move into adulthood (and even marriage) without a real roadmap for understanding their own desires, let alone the conversations that bring intimacy to life. In this episode, we’re exploring how putting yourself at the center of your erotic life can transform not just …
…
continue reading

1
The Neurobiology of OCD with Neuroscientist Uma Chatterjee
1:23:29
1:23:29
Play later
Play later
Lists
Like
Liked
1:23:29Neuroscientist Uma Chaterjee joins us to discuss OCD and the brain! If you are wanting to know more about your brain and body as they relate to mental health symptoms, this is the episode for you. This podcast is made possible by NOCD. NOCD offers effective, affordable, and convenient OCD therapy. Schedule a free 15-minute call today at https://le…
…
continue reading

1
236. How To Stop People Pleasing (And Build A Stupidly Joyful Life)
1:17:30
1:17:30
Play later
Play later
Lists
Like
Liked
1:17:30Are 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…
…
continue reading

1
Your Unconscious Is Showing with Dr. Courtney Tracy
50:23
50:23
Play later
Play later
Lists
Like
Liked
50:23Did you know that your unconscious accounts for 95% of your behaviors, thoughts, and emotions? That our consciousness accounts for 5%? In this groundbreaking book, Dr. Courtney Tracy teaches us how to better consciously manage the unconscious through her three-part unconscious model and 12 steps of consciousness. Every single human could benefit fr…
…
continue reading

1
235. You Deserve More Than “Fine”- Katie’s Story of Wanting More—and Getting It
56:25
56:25
Play later
Play later
Lists
Like
Liked
56:25RSVP 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
…
continue reading

1
Telling The Truth of Women's Lives with Jessica Zucker
50:19
50:19
Play later
Play later
Lists
Like
Liked
50:19“You are not alone.” We hear this phrase often—but truly feeling less alone is something else entirely. Real connection begins when we share our stories, speak our truths, and let ourselves be seen. Few people champion this idea more powerfully than today’s guest, Dr. Jessica Zucker. Jessica is a psychologist specializing in reproductive and matern…
…
continue reading

1
234. Go From Shrinking To Confident Main Character Energy
39:56
39:56
Play later
Play later
Lists
Like
Liked
39:56In 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 …
…
continue reading

1
233. How Jackie Went From Burnt Out Background Character-- to a Magnetic, Joyful AF Life
54:17
54:17
Play later
Play later
Lists
Like
Liked
54:17She 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 …
…
continue reading

1
The Right Relationship is Inevitable w/ Lily Womble
1:19:56
1:19:56
Play later
Play later
Lists
Like
Liked
1:19:56Lily Womble, an intersectional feminist dating coach and former top matchmaker, talks her revolutionary book Thank You, More Please: A Feminist Guide To Breaking Dumb Dating Rules and Finding Love. Lily addresses the impact of the patriarchy on dating while teaching you how to joyfully attract the relationship of your dreams. 10/10, no notes! This …
…
continue reading

1
Joyful Dating with Feminist Dating Coach Lily Womble
58:54
58:54
Play later
Play later
Lists
Like
Liked
58:54“ You can't say the wrong thing to the right person.” Modern dating can feel like a chaotic mess—swiping fatigue, societal pressures, and outdated patriarchal norms make it seem more like a minefield than a path to love. But what if dating could actually be joyful, empowering, and aligned with your values? Enter Lily Womble, a feminist dating coach…
…
continue reading

1
Episode Spotlight: My Qualifying/Disqualifying Questions Strategy So You Never Go On A Bad Date Again
36:49
36:49
Play later
Play later
Lists
Like
Liked
36:49In 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…
…
continue reading

1
Episode Spotlight: "How Can I Stop Being Lazy In My Dating Life?"
17:34
17:34
Play later
Play later
Lists
Like
Liked
17:34In 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 …
…
continue reading

1
OCD and Substance Use Disorders (w/ Dr. Patrick B. McGrath)
1:03:46
1:03:46
Play later
Play later
Lists
Like
Liked
1:03:46Dr. Patrick B. McGrath, a Licensed Clinical Psychologist with over 20 years of OCD treatment experience, joins Alegra to talk about the intersection of Obsessive Compulsive Disorder (OCD) and Substance Use Disorders (SUD). It’s an important conversation and one that is not had enough given the prevalence of these co-occurring conditions. Studies ha…
…
continue reading

1
Planning Ahead for Being an Empty Nester with Jodi Silverman
49:34
49:34
Play later
Play later
Lists
Like
Liked
49:34"Our intuition does speak to us—it screams at us, if we really let it listen." For many women, motherhood is the most rewarding, purpose-driven, and all-consuming role we take on. But what happens when the kids grow up and fly the nest? How do you figure out what’s next for you? Turns out, this chapter is bursting with potential for reinvention and…
…
continue reading

1
Episode Spotlight: How to Bless and Release The Wrong People Without Mind Drama
32:29
32:29
Play later
Play later
Lists
Like
Liked
32:29In 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 …
…
continue reading
Trigger warning: domestic violence Chelsea Bieker joins Books, Looks, and Lobotomies to discuss her national bestselling novel, Madwoman, a Book of the Month club pick the New York Times calls “brilliant in its depiction of the long shadows cast by domestic violence.” Chelsea talks the realities of domestic violence, motherhood, intergenerational t…
…
continue reading

1
Episode Spotlight: Where Do I Even START With Dating?
16:37
16:37
Play later
Play later
Lists
Like
Liked
16:37In 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 pressu…
…
continue reading

1
Are You Overfunctioning In Love? with Dr. Ashley Southard
57:46
57:46
Play later
Play later
Lists
Like
Liked
57:46Do you ever feel like you're doing all the emotional heavy lifting in your relationship? Constantly managing your partner’s feelings, smoothing over conflicts, and wondering why you're always the one trying to "fix" things? You might be over-functioning—taking on more than your fair share of responsibility and emotional labor. In this episode, Erin…
…
continue reading

1
Episode Spotlight: Owning Your Preferences is a Feminist Act
23:48
23:48
Play later
Play later
Lists
Like
Liked
23:48If 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 Esse…
…
continue reading

1
The Intersection of OCD and Eating Disorders
53:55
53:55
Play later
Play later
Lists
Like
Liked
53:55OCD can look a lot like an eating disorder, making it difficult for clinicians to make a differential diagnosis. In this episode, Alegra shares her lived and clinical experience with OCD and Eating Disorders to debunk myths, discuss the intersection of this co-morbidity, and more. This podcast is made possible by NOCD. NOCD offers effective, afford…
…
continue reading

1
232. Sexual liberation, self-permission, and getting messy with Brandon Kyle Goodman
49:50
49:50
Play later
Play later
Lists
Like
Liked
49:50This week, I’m joined by the brilliant Brandon Kyle Goodman—writer, actor, and sexual wellness advocate—to talk about breaking free from shame, embracing curiosity, and giving yourself radical permission to be messy in your self-discovery. If dating has ever made you feel like you need to “get it right” before putting yourself out there, this episo…
…
continue reading

1
The Spicy Years of Perimenopause with Carin Luna-Ostaseski
37:08
37:08
Play later
Play later
Lists
Like
Liked
37:08“Is it hot or is it just me?” It’s a question many women find themselves asking as they navigate perimenopause and menopause—often without fully understanding what’s happening to their bodies. Despite affecting every woman, perimenopause remains widely misunderstood, rarely discussed, and frequently misdiagnosed. That’s why we’re thrilled to welcom…
…
continue reading

1
231. How To Shoot Your Shot 100% of The Time
18:11
18:11
Play later
Play later
Lists
Like
Liked
18:11If you’ve ever hesitated to put yourself out there because what if they say no?, this episode of the Date Brazen Podcast is for you. We’re flipping the script on outdated dating rules that keep you passive and stuck. Instead of waiting, I’m teaching you how to co-create the dating life you want, how to shoot your shot like a boss, and actually en…
…
continue reading
Emma Noyes talks How To Hide In Plain Sight, the first mainstream fiction book to cover POCD (!!!), breaking Book Tok, self-publishing, and finding her real life Manuel who loves her not despite her OCD but because of her beautiful mind. Emma’s works have been published in over a dozen languages and include Guy’s Girl, How to Hide in Plain Sight, T…
…
continue reading
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…
…
continue reading

1
Intentional Weight Loss After ED Recovery - My Journey
1:39:04
1:39:04
Play later
Play later
Lists
Like
Liked
1:39:04I am joined by my very own dietician Gabby Barreto to talk about my journey with intentional weight loss after eating disorder recovery. For so long, I felt trapped by both diet culture and anti-diet culture. I thought I had two choices: extreme restriction and an ED or staying in a body I didn’t feel good in because I’ve had an ED in the past. Fin…
…
continue reading

1
People Pleasing and Overachieving with Amy Wilson
46:09
46:09
Play later
Play later
Lists
Like
Liked
46:09"Getting things done": it's a mantra for many, but what happens when it becomes a burden? In this episode, we sit down with author, performer, and self-proclaimed overachiever Amy Wilson to untangle the messy web of perfectionism, people-pleasing, and the endless pursuit of "more." Drawing from her eye-opening book, “Happy to Help: Adventures of a …
…
continue reading

1
229. Flirting 101: My 3-Step Process to Flirt, Know If Someone’s Into You, and Ask Them Out with Ease
22:50
22:50
Play later
Play later
Lists
Like
Liked
22:50In this week’s Date Brazen Podcast episode, Flirting 101: My 3-Step Process to Flirt, Know If Someone’s Into You, and Ask Them Out with Ease, I’m breaking down my 3 step process to exactly how to flirt, know if someone’s into you, and ask them out with ease. Here’s the deal: 💡 Flirting is a learnable skill. 💡 Awkwardness? It’s just a sign you’re hu…
…
continue reading

1
228. How to build confidence and agency in your dating life with Julie and Yue of the Dateable Podcast
54:37
54:37
Play later
Play later
Lists
Like
Liked
54:37Today on The Date Brazen Podcast, I'm talking to Julie Krafchick and Yue Xu-- dating and relationship experts and co-hosts of Dateable, one of the top podcasts on modern relationships, featured by The New York Times, HuffPost, and Oprah Daily. Tune into this episode to hear- Understanding your dating archetype can help you navigate relationships be…
…
continue reading

1
Marriage, Monogamy, Dating + Divorce with Producer Erica
1:08:38
1:08:38
Play later
Play later
Lists
Like
Liked
1:08:38“Is monogamy normal? Is it our default? Is it healthy?” Have you ever had a conversation stop you in your tracks because it hits so close to home? That’s exactly what happened to Erin and producer Erica after our episode with Dr. Joli Hamilton late last year. Dr. Joli’s work to help people open their marriages sparked deep reflections on monogamy, …
…
continue reading

1
227. You can't say the wrong thing to the right person, here's why
17:15
17:15
Play later
Play later
Lists
Like
Liked
17:15In this episode of the Date Brazen podcast, Lily unpacks her favorite piece of dating advice: You can't say the wrong thing to the right person. This 15 minute episode will free you from so much anxiety and worry in your dating life, so you have more time and energy to shoot your shot with confidence. Takeaways Dating is a microcosm of your hopes a…
…
continue reading

1
Episode Spotlight: The complete dating detox guide
22:29
22:29
Play later
Play later
Lists
Like
Liked
22:29Enjoy this ep spotlight! This episode is brought to you by my free, live SHOOT YOUR SHOT CHALLENGE: From "late bloomer" to confident dater in 5 days ✨ Links: Get Lily’s Book, Thank You More Please HERE. Follow Lily on Instagram and Tiktok. Subscribe to Lily’s Youtube channel HERE.
…
continue reading

1
Looking Back at 2024 and Hell Yes to 2025!
28:50
28:50
Play later
Play later
Lists
Like
Liked
28:50Happy 2025, Hotties! 🍾✨ We made it through 2024, and it's time to reflect on what a transformative year it has been. Did you lean into the intentions you set for yourself? Spark connections that brought joy and meaning? Tune into your intuition and embrace the power of saying no? Join Erin in this deeply personal and introspective solo episode as s…
…
continue reading

1
226. Creating your pleasure goals for 2025 with Susan Hyatt
43:53
43:53
Play later
Play later
Lists
Like
Liked
43:53In this episode of the Date Brazen podcast, Lily engages with Susan Hyatt, a master certified life coach, bestselling author, and TEDx speaker. They discuss Susan's mission to empower women through her Bear process, which emphasizes self-care, body wisdom, and breaking free from diet culture. The conversation explores the importance of creating a t…
…
continue reading

1
Corrected Episode Spotlight: Late Bloomer guide to releasing worry + finding love
36:49
36:49
Play later
Play later
Lists
Like
Liked
36:49We're taking a break for the holidays (coming back Jan 7th, 2025) so enjoy this ep spotlight! This episode is brought to you by my free, on-demand training: 3 Steps to Attract the Right Partner as a “Late Bloomer" - RSVP HERE ✨ Are you feeling like a “late bloomer” in your dating life? In this Episode Spotlight of the Date Brazen Podcast, Lily bust…
…
continue reading

1
Your Body Image Has Something Deeper to Tell You with Deb Schachter
55:28
55:28
Play later
Play later
Lists
Like
Liked
55:28“ Body image is an individual sport and it's healed in connection.” If you’re a woman, chances are you’ve had a moment (or many) of negative self-talk about your body. We’ve all been there. But what if the issue wasn’t actually our bodies at all? What if it’s a deeper emotional or psychological distress showing up in how we think and talk about our…
…
continue reading

1
How to Take a Career Break and Avoid Burnout with Laura Nguyen
1:00:43
1:00:43
Play later
Play later
Lists
Like
Liked
1:00:43Have you ever felt the urge to hit pause on your career without walking away entirely? Or maybe you’re ready to quit but wondering how to plan a break that works financially while setting yourself up for what’s next? This week’s guest, Laura Nguyen, knows exactly how to navigate these crossroads. After stepping back from her role as a marketing exe…
…
continue reading

1
225. Your Complete 2025 Dating Plan: How to go from "late bloomer" to finding the right partner with confidence
35:07
35:07
Play later
Play later
Lists
Like
Liked
35:07In this episode of the Date Brazen podcast, Lily outlines a comprehensive seven-step dating plan for 2025, aimed at helping listeners create a joyful and fulfilling dating life. The plan emphasizes the importance of claiming desires, understanding essence-based preferences, and utilizing qualifying questions to find the right partner. Lily also dis…
…
continue reading

1
What It Takes to Open Your Marriage with Dr. Joli Hamilton
1:06:58
1:06:58
Play later
Play later
Lists
Like
Liked
1:06:58“Release yourself from the idea that your relationship needs to fit into anybody's box.” Have you ever wondered if you and your partner are truly compatible? Or struggled to express your needs, feeling lost in a sea of unmet expectations? Whether you’re exploring non-monogamy, redefining relationship norms, or simply seeking deeper connections, thi…
…
continue reading
In this episode, Lily addresses the feelings of loneliness that can arise during the holiday season, especially for singles. She provides a three-step framework to help listeners navigate their emotions, emphasizing the importance of recognizing and acknowledging feelings, finding comfort and belonging, and choosing accessible positive thoughts. Th…
…
continue reading

1
Saying Yes To Inspiration with Daily Show Co-Creator Madeleine Smithberg
1:00:21
1:00:21
Play later
Play later
Lists
Like
Liked
1:00:21“Don't let fear put you out of reach of your dreams.” As the Thanksgiving and holiday season unfolds, it’s natural to focus on gratitude for the good things in life. But what happens when life’s transitions leave you feeling lost, isolated, or stuck in a downward slump? This week’s guest, Madeleine Smithberg, knows all about navigating those emotio…
…
continue reading

1
223. Stressed about your dating life (and nosy questions) during the holidays? This is for you.
22:30
22:30
Play later
Play later
Lists
Like
Liked
22:30Stressed about your dating life (and nosy questions) during the holidays? This episode is for you. Yes, it’s that time of year—when relatives turn the holiday dinner table into a Q&A about your dating life. Lily is sharing how to respond to every nosy question from relatives - that you don’t want to answer! This is your guide to handling intrusive …
…
continue reading
“A period of stuckness always precedes a period of serious growth.” So many of us find ourselves grappling with the overwhelming feeling of being stuck, especially as we navigate midlife. Weighed down by societal expectations and self-imposed narratives, we can struggle to align our lives with what we truly value and desire. Enter Deanna deBara, wr…
…
continue reading

1
222. Healing from co-dependency, people pleasing, and perfectionism in your dating life with Victoria Albina
41:10
41:10
Play later
Play later
Lists
Like
Liked
41:10Ready to stop emotional outsourcing and start owning your worth in dating and beyond? If you’ve ever struggled with perfectionism, people-pleasing, or the exhausting cycle of codependency, this episode will feel like a deep exhale. Lily invites her brilliant friend and colleague, Victoria Albina, to explore what it takes to recognize the patterns t…
…
continue reading

1
How To Manage Career & Personal Change with Dr. Keri Ohlrich & Kelly Guenther
1:08:31
1:08:31
Play later
Play later
Lists
Like
Liked
1:08:31Is entrepreneurship truly a solo journey, or would you rather start a business with a friend? For Dr. Keri Ohlrich and Kelly Guenther, co-founders of the leadership and HR consultancy the Abbracci Group and co-hosts of “The Breakout” podcast, the answer is clear: collaboration is key. Together, they’re on a mission to help women and entrepreneurs n…
…
continue reading
I’m diving into how to care for yourself when life feels heavy. If you’re feeling drained or disappointed post-election—or really, after any tough experience—I’m here with a simple but powerful framework to help you reclaim your energy. In this episode, I’ll guide you through the SOFT practice: Self-compassion, Owning your needs, Feeling your feeli…
…
continue reading