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 something she missed the memo on. Sound familiar?

Together in this episode we explore:

• Why Ellie stayed on multiple 4-hour dates she didn’t even want to be on

• How to process feeling behind in your dating life

• The surprising strategy shift that gave Ellie permission to want what she wants

• How to practice self-compassion and build dating resilience in real time so you can put yourself out there and attract the right people

If you’ve ever felt behind, unchosen, or like you’re "too late" to find what you want—this episode is for you.

🎉 And don’t miss Lily’s free live training: ✨ 3 Steps to Attract the Right Partner as a "Late Bloomer" ✨ on June 17, 2025.

Sign up at datebrazen.com/lets-go

Work with Lily:

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

🔗 Book: Thank You More Please

🔗 YouTube Channel

🔗 TikTok

🔗 Instagram

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 self-doubt or waiting for someone else to make the first move.

You’ll learn:

✅ The mindset shifts that make it easier to take bold action in dating

✅ Why making the first move 100% of the time is a game-changer for attracting the right relationship

✅ How to bounce back from rejection (without losing your confidence)

Work with Lily:

🔗 Free Live Training on June 17th: datebrazen.com/lets-go

🔗 Learn about Main Character Dating: datebrazen.com/waitlist

🔗 Book: Thank You More Please

🔗 YouTube Channel

🔗 TikTok

🔗 Instagram

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 how to reframe those thoughts with compassion, context, and confidence using her signature ACK mindset tool (Acknowledge, Compassion, Kind Reframe). You’ll also get a powerful challenge to reconnect with your body and spark self-trust this week.

🎧 Prefer to watch? Head to YouTube for the full episode.

📆 And don’t miss Lily’s free live training on June 17th:

3 Steps to Attract the Right Partner as a Late Bloomer – save your seat now: datebrazen.com/lets-go

Links + Resources:

📚 Buy Lily’s book Thank You More Please: datebrazen.com/book

💖 Work with Lily: datebrazen.com

🎥 YouTube Channel

📱 TikTok

📸 Instagram

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 yourself.

📺 Want the visual breakdown?

Watch it on YouTube: https://www.youtube.com/@datebrazen

Don’t miss Lily’s FREE June 17th, 2025 training:

✨ 3 Steps to Attract the Right Partner as a Late Bloomer ✨

You’ll learn how to:

✔️ Release shame about being a late bloomer

✔️ Build rock-solid confidence in what you want

✔️ Start dating successfully this summer

RSVP here: https://datebrazen.com/lets-go

📚 Grab Lily’s book Thank You More Please: https://www.datebrazen.com/book

Follow Lily on:

✨ Instagram

✨ Tiktok

Learn how to work with Lily: https://www.datebrazen.com

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 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—messy and awkward and powerful.

Here’s how to work with Lily:

✨ On Demand Training: 3 Steps to Attract the Right Partner as a Late Bloomer

✨ Buy her book: Thank You More Please: https://datebrazen.com/book

✨ Download the free "Create Your Essence-Based Preferences" Guide HERE

Follow Lily on:

✨ Instagram

✨ Tiktok

✨ Youtube

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