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The Late Bloomer Show - Podcast

The Late Bloomer Show

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 Late Bloomer Show, 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 to the best relationship of your life.

After matching hundreds, Lily realized that with training, women can match themselves better than anyone else ever could. Now she helps thousands of women around the world build fulfilling, joyful and successful dating lives on their own terms. She’s here to help you do the same.

If you’re looking for unconventional, feminist leaning dating advice that works, this podcast is for you.

Along with her best kept secrets, Lily will share interviews with experts and live coaching sessions, so you can feel seen, heard and inspired.

Relationships Self-Improvement Society & Culture Education Dating
Update frequency
every 6 days
Average duration
32 minutes
Episodes
288
Years Active
2020 - 2025
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248. “I’m 44 and It Feels Too Late” to

248. “I’m 44 and It Feels Too Late” to "I'm worth it" Live Coaching Session

“I’ve never had a relationship last a year. It feels like I missed my window.”

That’s what Jennifer told me at the start of this session.

She felt behind. Like it was too late to have the love story …

01:00:20  |   Tue 02 Sep 2025
Don't call yourself a

Don't call yourself a "Late Bloomer"? This is still for you.

When I renamed the podcast The Late Bloomer Show, some of you may have wondered: “What if I don’t feel like a late bloomer — is this still for me?”

I recorded a mini podcast episode talking about e…

00:06:10  |   Wed 27 Aug 2025
247. “I Stayed Long After I Knew It Was Over… Now I’m Starting From Scratch (Again)” Live Coaching Session

247. “I Stayed Long After I Knew It Was Over… Now I’m Starting From Scratch (Again)” Live Coaching Session

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 …

00:55:54  |   Tue 26 Aug 2025
246. Behind the scenes of our name change- (“The Late Bloomer Show”!)

246. Behind the scenes of our name change- (“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.…

00:24:49  |   Fri 22 Aug 2025
245. “Why do I have to do all this work just to be given a chance?” Live Coaching Session

245. “Why do I have to do all this work just to be given a chance?” Live Coaching Session

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 …

00:56:59  |   Tue 12 Aug 2025
244. Get Over The Fear of Rejection (Rejection Resilience Side Quest!)

244. Get Over The Fear of Rejection (Rejection Resilience Side Quest!)

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 …

00:34:12  |   Tue 05 Aug 2025
243.

243. "Why would they like ME?" Busting This Late Bloomer Myth

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 ver…

00:23:03  |   Tue 29 Jul 2025
Episode Spotlight: The Complete Guide To Finding Love On A Dating App

Episode Spotlight: The Complete Guide To Finding Love On A Dating App

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 …

00:27:35  |   Tue 22 Jul 2025
Episode Spotlight: How to get over the fear of dating

Episode Spotlight: How to get over the fear of dating

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 sideline…

00:23:04  |   Tue 15 Jul 2025
Episode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character

Episode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character

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 gu…

00:36:45  |   Tue 01 Jul 2025
Episode Spotlight: Finding love as a queer late bloomer, building self-trust, and healing after heartbreak

Episode Spotlight: Finding love as a queer late bloomer, building self-trust, and healing after heartbreak

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…

00:41:05  |   Tue 24 Jun 2025
242. “I Want Love—But I’d Like to Skip Dating, Please”-- Live coaching session

242. “I Want Love—But I’d Like to Skip Dating, Please”-- Live coaching session

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 thi…

01:05:51  |   Tue 17 Jun 2025
241. “I Stayed for a 4-Hour Date I Didn’t Want to Be On” — Live Coaching Session for Late Bloomers

241. “I Stayed for a 4-Hour Date I Didn’t Want to Be On” — Live Coaching Session for Late Bloomers

In this very first live coaching session on The Date Brazen podcast, you’ll meet Ellie—an amazing, big-hearted late bloomer who's never had a romantic relationship, and who thought dating was somethi…

01:02:17  |   Tue 10 Jun 2025
Episode Spotlight: How to Shoot Your Shot (Even If You Feel Awkward)

Episode Spotlight: How to Shoot Your Shot (Even If You Feel Awkward)

Does the idea of making the first move in dating make you feel awkward AF? You’re not alone. In this episode, I’m breaking down exactly how to shoot your shot as a late bloomer—without spiraling into…

00:38:08  |   Tue 03 Jun 2025
240. Late Bloomer Series: Feeling undesirable? Here’s what to do about it

240. Late Bloomer Series: Feeling undesirable? Here’s what to do about it

If you’ve ever feared that you're not attractive or desirable because it’s never happened before, this episode is a must-listen.

 

Lily breaks down the internalized fears many late bloomers carry—and…

00:13:04  |   Tue 27 May 2025
239. Late Bloomer Series: How to Flirt

239. Late Bloomer Series: How to Flirt

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 …

00:24:44  |   Tue 20 May 2025
238. Late Bloomer Series: How to Start Dating (If You've Never Dated)

238. Late Bloomer Series: How to Start Dating (If You've Never Dated)

Are 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 lo…

00:34:11  |   Tue 13 May 2025
237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship

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 …

00:27:06  |   Tue 06 May 2025
236. How To Stop People Pleasing (And Build A Stupidly Joyful Life)

236. How To Stop People Pleasing (And Build A Stupidly Joyful Life)

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 f…

01:17:30  |   Tue 29 Apr 2025
235. You Deserve More Than “Fine”- Katie’s Story of Wanting More—and Getting It

235. You Deserve More Than “Fine”- Katie’s Story of Wanting More—and Getting It

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/…

00:56:25  |   Tue 22 Apr 2025
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