Today on The Late Bloomer Show, I’m coaching Dana.

Dana is a badass who’s never been in a relationship—and she came to our session asking the question so many late bloomers carry:

“Are men going to see that as a red flag?”

In this episode, we go deep and get tactical.

💎 We create her Essence-Based Preferences in real time (including the exact words she’ll use to vet potential dates)

💎 Build a clear vetting plan so she never has to waste a weekend on a “blah” date again

💎 Make over her dating profile so it reflects who she actually is: adventure traveler, joyful weirdo, emotionally aware, deeply feminist

We also talk through how to show up confidently when you feel behind, how to stop apologizing for your inexperience, and how to date like you’re not dead yet.

💥 Work with Lily:

→ Main Character Dating: datebrazen.com/waitlist

→ Free Essence-Based Preferences workbook: datebrazen.com/workbook

→ Read Thank You More Please: datebrazen.com/book

Follow Lily everywhere:
📲 Tiktok
📸 Instagram
📺 YouTube Channel

“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 she wants. Like she had somehow run out of time.

And if you’ve ever looked around and thought, Everyone else got the memo on how to do this. I didn’t, this episode is going to speak directly to you.

Together, we work through:

– The fear that your best love story is already off the table

– The weight of “Nobody picks me”

– What happens when old thoughts make new dating hope feel impossible

– How to use the SOFT method to feel your feelings and rewire your beliefs, without bypassing the hard stuff

By the end, Jennifer says:

“It’s not over. I’m worth it.”

And she means it.

🎧 If you’re a late bloomer who’s still hoping it’s not too late, press play now.

💥 Ready for more support? Start here:

→ Main Character Dating: datebrazen.com/waitlist

→ Free Essence-Based Preferences workbook: datebrazen.com/workbook

→ Read Thank You More Please: datebrazen.com/book

Follow Lily everywhere:
📲 Tiktok
📸 Instagram
📺 YouTube Channel

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 exactly that:) Listen here.

Here are my hot takes:

🌱 "Late bloomer" to me means feeling "behind" in any way. To me, late bloomer isn’t about the amount of experience or inexperience— it’s about the feeling of being behind where you thought you “should” be. That feeling is so real, and this community, podcast, and movement is here to remind you: you are right on time.

🌱 If you do identify as a late bloomer, I'm right there with you, I did, too. I'm so excited to usher in this new era of the podcast.

🌱 And if the phrase "late bloomer" doesn’t resonate with you, that’s okay too. Because if you’ve ever felt pressure, shame, or that nagging sense of being “too late, too much, or not enough” — then this space was built for you, too.

✨ This mini episode dives into exactly what The Late Bloomer Show is for — and why it’s for you, whether or not you use that label. 💜

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 help you see your love life—and your worth—in a whole new way.

Work with Lily:

🔗 Learn about her signature program, Main Character Dating: datebrazen.com/waitlist

Get the book, “Thank You More Please”: datebrazen.com/book

💻 Learn how to work with Lily: datebrazen.com

Let’s connect:
📲 Tiktok
📸 Instagram
📺 YouTube Channel

“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 about creating a space where late bloomers can feel seen, supported, and empowered. Lily shares why community matters so deeply, how self-compassion changes the journey, and why feminist perspectives are essential in reframing what it means to be “behind.”

Work with Lily:

Download the free Essence-Based Preferences Creation Guide: datebrazen.com/workbook

Get the book, “Thank You More Please”: datebrazen.com/book

💻 Learn how to work with Lily: datebrazen.com

Let’s connect:
📲 Tiktok
📸 Instagram
📺 YouTube Channel

“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 having had a serious relationship
✨ The truth about anger—and why feeling it might change everything in your love life
✨ How perfectionism sneaks into dating and keeps you stuck
✨ Concrete tools to raise your standards without giving up hope

If you’ve ever wondered why dating feels like so much work, or worried that your big feelings make you “the problem,” this episode will make you feel seen—and give you practical ways to keep going without losing yourself.

Work with Lily:

Download the free Essence-Based Preferences Creation Guide: datebrazen.com/workbook

Get the book, “Thank You More Please”: datebrazen.com/book

💻 Learn how to work with Lily: datebrazen.com

Let’s connect:
📲 Tiktok
📸 Instagram
📺 YouTube Channel

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 actually helps you recover faster
⚡️ How building resilience leads to getting more of what you want in love and life

This is the most essential skill in dating that no one teaches—until now.

💥 Want more support?

Work with Lily:

🔗 Learn about her signature program, Main Character Dating: datebrazen.com/waitlist

🔗 Book: Thank You More Please

🔗 YouTube Channel

🔗 Tiktok

🔗 Instagram

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 your brain for worthiness
✨ Real-life reframes to help you believe, “Of course they like me!”

Listen now and start stepping into your main character energy—for love, dating, and beyond.

Work with Lily:

🔗 Learn about her signature program, Main Character Dating: datebrazen.com/waitlist

🔗 Book: Thank You More Please

🔗 YouTube Channel

🔗 Tiktok

🔗 Instagram