This one's for you if dating has started to feel like a hamster wheel of painful experiences… and you keep thinking: I've done so much work on myself—why is this still so hard?

In this live session, I coach Quinn through:

• the loop of type vs. essence-based preferences
• the fear of being "too much" in dating
• what to do when uncertainty triggers a full-body spiral
• how to tell if your "picker is broken"… or if you've been trained to assume you're the problem
• self-compassion as a real tool (not a pep talk) to re-regulate and come back home to yourself
• how to update your EBPs so you're not dating someone you have to parent or beg for affection
• community + dating after a big move

By the end, Quinn says it perfectly: this session felt like closing a bunch of tabs in her brain and finally having the system run again.

If you've ever been in the mindset of "it's fate or it's me," I want you to hear this.

Work with Lily:

Read Lily's book: Thank You, More Please

Watch on YouTube: youtube.com/@datebrazen

Follow on TikTok: tiktok.com/@datebrazen

Follow on Instagram: instagram.com/datebrazen

Explore programs + resources: datebrazen.com

Have you ever wondered if you're "too late" because dating has never worked the way it seems to work for everyone else?

My client Liz joined Main Character Dating at 38 having never been in a long-term relationship. She felt behind, alone, and unsure how to even do dating.

What shifted for Liz inside Main Character Dating was hope.

No more dating shame.

And an action plan that helped her move toward the right dates with self-trust and support.

In this episode of The Feminist Dating Show, Liz shares how dating went from something she avoided to something that finally felt possible.

In this conversation, Liz shares how:

• Dating went from something she avoided to something that felt possible
• Community helped her realize she wasn't the only one
• Structure and feedback helped her interrupt old patterns
• She started dating with clarity, courage, and direction

Her words say it best: dating feels possible now.

If you've ever thought "Is it always going to be like this?" — this one's for you.

And I also want you to know this:

Main Character Dating is open for enrollment right now.

This is my year-long group coaching program for anyone who hasn't found a romantic relationship (or the right one), and wants a joyful dating life that makes the right relationship inevitable.

🗓 Doors are open until Monday, Feb 16th.

💖 Learn more and join us here: datebrazen.com/dating

No matter what, I know Liz's story will help you feel less alone—and more hopeful about what's possible for you.

Work with Lily:

Read Lily's book: Thank You, More Please

Watch on YouTube: youtube.com/@datebrazen

Follow on TikTok: tiktok.com/@datebrazen

Follow on Instagram: instagram.com/datebrazen

Explore programs + resources: datebrazen.com

In this episode, I'm sharing my 10 rules of feminist dating—the principles I know actually lead to an equitable, joyful partnership. No matter your past experience (or lack of experience), your age, or your sexuality, these rules are here to help you magnetize the right partner and feel amazing doing it.

These 10 rules are a response to outdated, patriarchal dating advice that teaches you to shrink, self-silence, and settle. I walk through what it means to date as the main character of your life, expect co-creation, stop doing unnecessary emotional labor, question inherited scripts, and reject the idea that you're "too late."

This episode is for late bloomers, restarter daters, and anyone who wants to date with power, alignment, and self-trust—without playing games or abandoning themselves along the way.

In this episode, I'm sharing a transparent update about the podcast: why I decided to rename it The Feminist Dating Show.

I talk through the intention behind the previous name, what I heard from listeners over time, and why I want the podcast name to immediately feel inclusive and clear—especially for people who are new to this work. Feminist dating has always been the value system underneath everything I teach, and this new name reflects that, while still serving the amazing late bloomers and re-entry daters we serve.

Nothing about the mission or the content is changing. This show is still for late bloomers, restarter daters, and anyone who's been taught it's too late or too much to find what they want.

Let's do this!

If the holidays bring up nerves about being single — the questions, the pressure, the comparisons — this episode is your Holiday Dating Survival Guide. It's a warm, grounding replay packed with self-compassion, boundaries that protect your peace, and real scripts for handling conversations about your dating life.

Inside, Lily shares:

• how to release the self-judgment we've all internalized from patriarchal socialization (that says that coupled women are "ahead" of single women)
• why self-compassion is the antidote to self-judgment (and how to practice it daily)
• three phrases from Dr. Kristin Neff's work to use when you're feeling nervous, jealous, conflicted, or despairing
• how to identify the desire underneath your fear so you can move forward from a grounded place
• what to actually say when someone asks, "So… how's your dating life going?"
• how to use boundaries, a self-care plan, and a joy-building plan to support yourself this season
• why you don't owe anyone your story — and how to practice unbothered energy
• how to feel less alone, even if you are the only single person in the room

This episode is a reminder that no matter what happened in your love life this year, you are worthy of celebration. You get to take up space. You get to be proud of yourself. You get to feel belonging. ✨ This is the final episode of 2025. The podcast returns in January 2026.

🎧 Listen on Apple Podcasts 🎧 Listen on Spotify

Work with LilyRead Lily's book: Thank You, More PleaseExplore programs + resources: datebrazen.com Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website

Laura sat on her dream for years. She had already moved abroad, left her marriage, rewritten her book, built a whole new life in a new country… and yet the next thing she actually wanted to build — a business supporting women after divorce — stayed in a drawer. In this conversation, you'll hear exactly how she went from:

• paralyzed by fear of judgment

• hiding the work she'd been doing for years

• waiting to feel "ready"

• thinking she "should've figured it out by now" to owning her CEO energy, talking publicly about her work, pitching her idea in real life, and getting her first clients. We break down the exact moment things clicked, the messy middle, and the main character energy skills that helped her finally do the thing. If you've been circling a dream for months, years, or a decade… this episode is going to open something up for you.

Work with Lily ✨ Main Character Life Mastermind — Applications open now.A 6-month container where you'll choose your main character project, release people-pleasing, build rock-solid self-trust, and take massive, messy action with a community that has your back. The 10-minute application will increase your main character energy on its own. Apply HERE 📚 Read my book: Thank You, More PleaseA feminist guide to breaking dumb dating rules and finding love. Order HERE Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website

In this episode, Abby shares her late bloomer story with so much honesty and clarity. We talk about what it was like to be in her mid-30s, never having been in a serious relationship, carrying a loud "I'm behind" and "I'm weird" narrative, and feeling totally unsure how to talk about her dating history without spiraling. Abby opens up about moving to a new city, trying to date while feeling embarrassed about her experience, and struggling with the not good enough voice that made her avoid connection. She also shares what shifted for her as she started to process shame, build community, and trust herself enough to take up more space at work, in dating, and in her daily life. Inside this episode, you'll hear:

• how Abby learned to identify and quiet the "I'm weird" and "I'm behind" voice
• how belonging helped her stop self-isolating and start connecting
• what helped her ask for what she wanted (down to "I need 25% more texts")
• how she advocated for herself at work while doing two jobs
• how she built friendships, community, and eventually a healthy relationship
• what she wishes she could tell her past self, who felt so far behind

This is a powerful example of what can happen when you stop avoiding your desires and start trusting yourself enough to move toward them. Work with Lily

✨ Join the live training: Stop People-Pleasing and Build a Stupidly Joyful Life live training-- December 3rd: Sign up HERE

✨ Apply to Main Character Life, my 6-month mastermind where Abby did this work — the space to release people-pleasing, build self-trust, advocate for what you want, and go after the life you've been circling for years. Apply HERE

✨ Get my Book — Thank You, More Please, Buy the book + grab your bonus HERE Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website

If you're stuck in a spiral of overthinking — replaying conversations, asking 15 friends what to do, imagining every worst-case scenario — this episode will feel like a deep exhale. Overthinking isn't you being "careful." It's a self-trust deficit. And that is a skill gap, not a character flaw. In this episode, I break down:

• Why anxious rumination feels so real and so urgent • How patriarchy, people-pleasing, and fear of rejection trained you not to trust yourself • The difference between careful planning and dress rehearsing tragedy • Why outsourcing decisions to friends keeps you stuck • What self-trust actually is (and why it's messy, imperfect, and learnable) • Tiny, doable steps to rebuild your self-trust today • How this plays out in dating, boundaries, and big life decisions • A framework to stop overthinking and start acting from your gut

If you've been doubting yourself for years — in your dating life, your friendships, your career, your boundaries — this episode will teach you how to finally have your own back. Self-trust is a skill. And you're about to learn it.

Work with Lily

✨ Main Character Life Mastermind — Applications Opening soon!Sign up for my free training-- Stop People Pleasing and Build a Stupidly Joyful Life-- on Dec 3rd to be the first to apply. RSVP HERE 📚 Read my book — Thank You, More PleaseA feminist guide to breaking dumb dating rules and finding love Order here: https://datebrazen.com/book

Follow Lily everywhere: 📺 YouTube Channel 📸 Instagram 📲 Tiktok 🌐 Website

Feeling like the supporting character in your own story? This episode is your plot twist. We unpack Main Character Energy (MCE) as a buildable skill set—not a personality type—and show how tending to your needs heals burnout and expands your capacity to show up for the people and causes you care about.

In this episode, you'll learn:

• The 3-part MCE framework: Permission → Self-Trust → Massive, Messy Action
• Why MCE isn't selfish—it's the power source that fuels your impact (both/and)
• The tiny tool that changes everything: 10 Seconds of Courage
• Five rapid-fire ideas to practice 10 seconds of courage today (self-care, belonging, shoot-your-shot)
• How to stop "best-friend energy" (people-pleasing, perfectionism, over-functioning) and step center stage

• Free Live Training (Dec 3): Stop People-Pleasing & Build a Stupidly Joyful Life —RSVP HERE
• Main Character Life Mastermind — Get details + apply (when open) or join the waitlist HERE
• Main Character Dating — My signature program to build a joyful, self-trust-filled dating life and attract an aligned partnership. Learn more: https://datebrazen.com/dating
• Get my Book — Thank You, More Please Buy the book + grab your bonus: https://datebrazen.com/book

Follow Lily everywhere: 📸 Instagram 📲 Tiktok 📺 YouTube Channel

Subscribe so you never miss an episode. You've got this—and I've got your back.

If you've ever found yourself doing everything right and still feeling exhausted, this conversation is for you. In this episode, Lily sits down with Maureen, a writer, educator, and book coach who transformed her life from chronic burnout and perfectionism to joyful, sustainable main character energy. They dive into: ✨ How perfectionism becomes emotional armor (and how to take it off safely).

✨ Why joy—not hustle—is the most powerful growth strategy. ✨ The role of self-celebration and community in creating a life that feels like your own. Maureen's story is a reminder that you don't have to blow up your life to change it. You just need new tools for how you treat yourself while you grow. Connect with Maureen:

🔗 narrative-drive.com

📝 narrativedriven.substack.com/ Work with Lily: 🌸 Main Character Life Mastermind — A 6-month small-group experience starting in January to release people-pleasing, build rock-solid self-trust, and become the main character of your life in 6 months or less. Get early access + bonuses: https://datebrazen.com/life Free Live Training: Stop People Pleasing and Build a Stupidly Joyful Life — December 3rd: https://datebrazen.com/joyful-life/ Get Lily's Book: Thank You, More Please HERE Follow Lily everywhere: 📲 Tiktok 📸 Instagram 📺 YouTube Channel