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The Date Brazen Podcast (Lily Womble)

Explore every episode of The Date Brazen Podcast

Dive into the complete episode list for The Date Brazen Podcast. Each episode is cataloged with detailed descriptions, making it easy to find and explore specific topics. Keep track of all episodes from your favorite podcast and never miss a moment of insightful content.

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Pub. DateTitleDuration
18 Jul 2023158. Karin’s Main Character Energy: Creating a Dating Life Full of Joy00:51:06

Karin felt like a badass in every other area of her life and had so much joy - except in her dating life. When she came to Main Character Energy Mastermind last year, she knew she wanted to learn how to become a badass in her dating life.  In this episode, we explore perfectionism, specifically letting go of it, and how to create a dating life full of joy. 

Listen as Karin shares how releasing perfectionism helped her quickly create her desired results and how Main Character Energy seeped into every area of her life moving forward. 

Hot-takes and episode takeaways: 

  • Releasing perfectionism is what creates results fast

  • Creating a safe space for yourself in your life

  • All of the answers you are looking for are inside you, and learning to internalize self-trust in a soft and new way

Links: 

Get on the Main Character Energy Mastermind waitlist!

Show notes:

http://datebrazen.com/blog/creating-a-joyful-dating-life

 

 

03 Mar 20204. Live Coaching Session | How to find love without a dating app00:36:19

I have some big news for you and your dating life: You don’t have to be on a dating app to find love. 

Conventional dating wisdom says that you need to play the numbers game, that dating apps exist so you MUST be on them to be “Trying” in your dating life.

I know this isn’t the truth. Dating apps are amazing at 2 things: 1. introducing you to someone outside of your social circle and 2. Getting to know your dating personality. But they are not the answer to your love life.

Today’s episode is a live coaching session with my client, Amelia, where we dive into her dating life, hear about her struggles and come up with three actionable strategies for her to use right now to find love in-person (without a dating app).

I can’t wait for you to hear our conversation, so let’s dive in.

You can download "The Friendly Guide to Setting You Up" in the show notes here → datebrazen.com/podcast.

03 Nov 202035. Some quick encouragement00:03:22

This week I have a short podcast episode for you. It’s election day in the United States and so I wanted to infuse some encouragement into your life. In this episode, I share with you an IGTV by Elizabeth Gilbert. I watched it recently and it brought me solace. I hope it does the same for you. It’s all about dancing in times of uncertainty. Remember to take a deep breath and a moment to celebrate you. 

ELIZABETH GILBERT'S LET'S DANCE IGTV:
https://www.instagram.com/tv/CHF-Xw0BLDM/

DATE BRAZEN ON INSTAGRAM:
https://www.instagram.com/datebrazen/

24 May 2022109. Dating Wisdom with Jodi Rodgers from Netflix's Love on the Spectrum01:08:48
This week’s episode has been in the works since early 2020! In March of that same year, Chris and I started watching Love on the Spectrum, a Netflix series that follows young adults on the autism spectrum, who explore the unpredictable world of dating and its unique challenges. I quickly recognized how beautifully crafted the series was and how much we can learn from it. So, I invited Jodi Rodgers, the show’s sexologist and therapist, to share all of her dating wisdom with us! 

Jodi Rodgers is a qualified sexologist, counselor, and special education teacher. She has worked within the education and community sectors in Australia and all over the world. She has extensive experience working with neurodiverse people of all ages.

She created her private practice, Birds and Bees, after 25 years of working in education, disability, and sexuality fields. Birds and Bees specializes in delivering counseling services and workshops for people with a disability, with a focus on sexuality, sexual health, and relationships, as well as training for parents, carers, and professionals to raise the community's capacity in this sometimes tricky area.

Hot-takes from this episode:

  • Communication in the dating world today is complex
  • Knowing how to exit a date is just as important as knowing how to enter a date
  • Why it is important to find ways to communicate our differences
  • What neurotypical people should know about dating 
  • The most integral part of being human is our ability to connect with other people
  • We ALL struggle with dating and everybody needs support

Links and resources:

17 Oct 2023166. How to stop panic dating with Brazen Breakthrough client Anna00:51:35

Anna joins Lily to share her experience in the Brazen Breakthrough (Lily’s proven feminist as fuck group coaching program). In this episode, Anna shares what led her to join the Brazen Breakthrough and how it helped her feel supported, get unstuck, and stop panic dating. This episode is going to be so freaking good! 

We’re excited for you to listen to Anna's story. If it resonates and you are listening on the day it airs - October 17th - join Lily for a live free training.   In this live free training, Lily will teach you how to be dating app optional, how to create a dating life with more ease, joy, and power, and how to make the right relationship inevitable. You’ll also learn about the Brazen Breakthrough. It’s going to be an amazing time. Find all the links below; we hope to see you there! 

Hot-takes from this episode:

  • How to approach finding a partner in a way that is sustainable for your mental health and move away from panic dating

  • “You’re for the few and not for the many.”

  • When you learn the skill of self-advocacy and step deeper into agency in your love life, what you believe is possible is inevitable.

  • Anna shares how understanding what she wanted in her dating life led to her going on a great date!

Links:

Join Us TONIGHT, October 17th, for the Free Live Training → ✨ Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable ✨

The Brazen Breakthrough

Show link:
http://datebrazen.com/blog/stop-panic-dating

 

12 Apr 2022104. Building the love life you want with marriage coach Maggie Reyes00:51:30

Going from single-hood to being partnered can be quite a transition. It can leave you feeling a mixture of emotions, introduce you to new experiences, and uncover new (and old) insecurities. Gorgeous friend, that’s okay! This week, Modern Marriage Mentor, Maggie Reyes, joins me to discuss how to build the love life you desire, get comfortable with moving from independence to interdependence, and show up in your relationship honestly.

We discuss the intersection between my work as a dating coach, helping women make dating feel like self-care, and Maggie’s work helping women master their mindset in order to make their marriage better. 

Listen to hear this fun and empowering conversation!

Hot-Takes from This Episode:

  • What if you treated your “quirk” as a feature and not a bug

  • Transitioning from life as a single woman to life with a partner, and honoring the grief or other feelings you may feel 

  • Maggie weighs in on the idea that “men don’t do the same emotional work women do.”

  • Moving away from the “all or nothing” mindset

  • How Maggie helps women communicate in relationships including open-hearted or uncomplicated communication

  • Creating awareness around the stress cycle and how you are responding 

  • Is wanting what you want somehow too much within a relationship?

  • Why Maggie says to write a job description for your ideal partner

Here Are The Links & Resources Mentioned In Today’s Episode:

SHOW NOTES: https://www.datebrazen.com/blog/building-the-love-life-you-want-with-maggie-reyes
01 Apr 2025Episode Spotlight: My Qualifying/Disqualifying Questions Strategy So You Never Go On A Bad Date Again00:36:49

In 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 truly desire.

Links:

✨ Order Lily's book, “Thank You, More Please”: https://www.datebrazen.com/book

✨ Get our free, on-demand training: 3 Steps to attract the right partner as a "late bloomer": https://www.datebrazen.com/training

✨ Download the Free Guide to Your Essence-Based Preferences HERE

✨ Show notes: http://datebrazen.com/blog/qd-questions-strategy

✨ Follow Lily on Instagram and Tiktok.
 
✨ Subscribe to Lily’s Youtube channel HERE
08 Nov 2022129. Behind the Scenes of the Main Character Energy In-Person Retreat00:42:39

Lily welcomes three incredible humans to the podcast! Christine, Diana, and Trish were part of the in-person Main Character Energy retreat. In this episode, they join Lily to talk about what it was like to step fully into their main character energy within a room full of peers and share what it was like to own their power. We hope this episode inspires you to step into your main character energy in this season of your life. 

Hot-takes from this episode:

  • The benefits of doing this work in a community: A community provides encouragement around reimagining what your love life can look like 
  • “I can trust myself to make mistakes and not worry that it's not going to work out.”
  • "Dating can feel isolating, but as the main character, you do have a supporting cast."
  • Enjoy the moment and acknowledge you are exactly where you want to be. 

Links and resources: 
Follow Date Brazen on Instagram
Follow Date Brazen on TikTok

Show notes:
https://www.datebrazen.com/blog/bts-main-character-energy-in-person-retreat

07 Mar 2023145. Liz's courageous journey to finding love00:49:52

Have we got a show for you this week?! Lily welcomes former Brazen Breakthrough client Liz to share the building blocks she used to attract the love of her life. In this episode, Liz opens up about the importance of using essence-based preferences, learning to ask for what she wants, and how she did courageous things in her dating life.  The episode promises many "aha" moments and includes a powerful statement from Liz,  which we hope resonates with you!

Featured topics include:

  • Liz describes what it was like to be stalled in her dating life and why she decided to go to Lily for help 

  • How qualifying and disqualifying questions helped Liz define what she actually wanted

  • Liz describes what it was like to believe in herself

  • We hear how Liz navigated her experience of coming out as bisexual and sharing her love story with others

Links:

The Brazen Breakthrough

Follow Date Brazen on Instagram

Follow Date Brazen on TikTok

Show notes:

http://datebrazen.com/blog/liz-courageous-journey-to-finding-love

 

15 Apr 2025234. Go From Shrinking To Confident Main Character Energy00:39:56

In 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 people-pleasing, perfectionism, and "best friend identity"
- Why healing burnout isn’t just for you — it’s for your community, too
- How to take powerful action using the "10 Seconds of Courage" method

Real stories from Lily and her clients on what happens when you stop shrinking and start taking up space

This is your invitation to stop settling for “good enough” and start creating a life that’s audaciously joyful, deeply aligned, and unapologetically yours.

Want to go deeper?

Join us for the free live training on April 23rd:

✨ Stop People-Pleasing + Build a Stupidly Joyful Life ✨ 

You’ll learn exactly how to cultivate Main Character Energy — and get a behind-the-scenes look at the 6-month mastermind, Main Character Life.

RSVP HERE-- https://www.datebrazen.com/joyful-life

Applications open during the live event, and spots are limited.
✨ Join the waitlist for early access → https://www.datebrazen.com/mcl-waitlist

🎧 Listen now + step into your Main Character Era.

Order my book, “Thank You, More Please”: https://www.datebrazen.com/book

Follow me on:

✨ Instagram

✨ Tiktok

✨ Youtube

28 Dec 202190. What to expect from 2022 dating (my trend predictions!)00:16:45

I have another juicy episode for you! I am sharing three of my top dating trends for the new year. Plus, I’ll share three tips to help you experience agency and joy in the dating process. My desire is that this episode will leave you feeling hopeful for the new year and beyond.

SHOW NOTES:
https://www.datebrazen.com/blog/dating-trend-predictions-and-tips-for-2022

APPLY FOR THE BRAZEN BREAKTHROUGH:
https://date-brazen.mykajabi.com/BrazenBreakthrough

05 Apr 2022103. Why we choose situationships (and how to get out of this pattern) with therapist Dontea’ Mitchell-Hunter00:42:18

Are you currently in a situationship? You are ‘kind-of’ seeing someone but there is no commitment and no talk about the future. Why do you keep falling into situationships and what can you do about it?  Therapist Dontea’ Mitchell-Hunter joins me for a discussion about how to practice self-love and worthiness in and out of relationships.

Dontea’ Mitchell-Hunter is a self-worth therapist that helps BIPOC women get out of unfulfilling relationships and recreate self-love & happiness - single or partnered. She wants women to know their worth doesn’t come from being in a relationship nor what others think of them.

Hot-Takes from This Episode:

  • Coming into your boundaries and releasing people who are not respecting them.

  • Situation-ships: what they are and why we find ourselves in them. 

  • Standing by your personal preferences, like not wanting kids.

  • What to do when your values isolate you from people you care about.

Here Are The Links & Resources Mentioned In Today’s Episode:

SHOW NOTES: https://www.datebrazen.com/blog/why-we-choose-situationships-with-dontea-mitchell-hunter

 

30 May 2023Episode Spotlight: Dating apps: Ask me anything00:38:36

Please enjoy this week’s Date Brazen Episode Spotlight, a re-airing of one of Lily's popular podcast episodes. Lily will be back with new episodes very soon! In the meantime, visit the archives at DateBrazen.com/podcast for Date Brazen podcast episodes! 

Today we are bringing you a special replay of Lily’s dating app ask me anything episode! Lily shares all of her dating app hot takes with you. Some of the questions answered in this episode include:  

  • “How do you get someone to talk to you?!?!” 

  • “What do I do when I am asking qualifying/disqualifying questions and the response I get is simply, ‘You’re pretty.’” 🤨

  • “How do I respond to my family about why I don’t use dating apps?”

  • “Can Tinder be used for finding long-term partners and not just hook-ups?”

We hope you enjoy the episode!

Show notes:
https://www.datebrazen.com/blog/dating-apps-ama

 

18 Aug 202025. What is date coaching? With fellow dating coach Anwar White00:58:26

This week you are in for a treat - I am talking shop to fellow dating coach, Anwar White. In this episode, you’ll learn exactly what a dating coach is and how partnering with one can help you. We also dish on some of our favorite topics like the biggest dating stumbling blocks we see, our thoughts on two Netflix dating series, and our number one priority for our clients. Tune in to hear two dating coaches talk shop and offer dating advice too!

DATE BRAZEN INSTAGRAM: https://www.instagram.com/datebrazen/

SHOW NOTES: 
https://bit.ly/3hbMg1L

 

18 Oct 2022Episode Spotlight: Giving yourself permission to trust what you desire00:22:45

Over the next few weeks, we’re re-airing episodes that dive into the three pillars of Main Character Energy, while Lily recuperates from facilitating the Main Character Energy in-person retreat! This week the episode focuses on the pillar dedicated to self-trust.  

In this episode, Lily shares strategies you can take to increase your capacity to trust yourself in your dating life. Self-trust is built in small steps. There is no “arrived” point, there is only the next stop. Yes, you are whole right now. But there is still growth to be had.

Brazen Breakthrough Course:
https://date-brazen.mykajabi.com/brazen-breakthrough-course-sales-page

Show notes:
https://www.datebrazen.com/blog/giving-yourself-permission-to-trust-what-you-desire

03 Aug 202171. Embracing Your Enoughness with Dina Scippa00:39:22

This week, we are exploring what it means to embrace your enoughness. To help me dig into this topic is the fabulous, Dina Scippa. Dina is the Founder and CEO of Enough Labs, and host of the Embracing Enough podcast. She helps her clients with letting go of expectations, finding their inner voice, and embracing their confidence. 

We also uncover what it means to belong to ourselves, rather than yearning to be in a relationship so someone can prove we belong.  Your enoughness is tied to your existence in the world - not to what you have obtained, have done, or have yet to do. You are enough.

SHOW NOTES:
https://bit.ly/3fnFRkO

 

14 Jan 2025Episode Spotlight: The complete dating detox guide00:22:29

Enjoy 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
25 Feb 2025232. Sexual liberation, self-permission, and getting messy with Brandon Kyle Goodman00:49:50

This 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 episode is your permission slip to do it your way.

 

🎧 Listen now and start reclaiming your power!

 

Brandon Kyle Goodman (they/them) is a writer, actor, and sexual wellness advocate. They’re best known for their work on Netflix’s smash hit and Emmy nominated animated comedy series Big Mouth and its spin-off Human Resources; Amazon’s Modern Love, Hulu’s Plus One, and ABC's Abbot Elementary. Goodman is also a co-host of the new E! network awards season after show "RE!CAP". And every Thursday you can hear episodes of their iHeart podcast Tell Me Something Messy; a sex-positive show with the intention of destroying shame around sex by talking about sex.

Connect with Brandon:

📲 Instagram

🌍 Website

✉️ Messy Mondays Substack

🎙️ Tell Me Something Messy Podcast

 

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 ✨

 

Links:

Get Lily’s Book, Thank You More Please HERE.
 
Follow Lily on Instagram and Tiktok.
 
Subscribe to Lily’s Youtube channel HERE
17 Mar 2023Bonus: How to Create a Joyful As Fuck Dating Life00:14:21

RSVP for my live workshop → Creating a Joyful As Fuck Dating Life-- Tuesday, March 28th @ 6pm EST

If you want to join us inside The Brazen Breakthrough, learn more + join us here. 

Doors close on March 31st. 

25 Jan 202293. Why West Elm Caleb is a Call to Action For the Dating World00:26:53

West Elm Caleb is taking social media by storm. In this episode, I break down who West Elm Caleb is and why his dating style, which included love-bombing and ghosting, was causing an uproar online. More importantly, I explain why this entire scenario is a call to action for the dating world.   Alright, if you want to know why I am referring to this as a call to action - here’s a quick hot-take, which I dig deeper in this episode: 

Dating is experiencing a public health crisis. Yes, you read that correctly, my beautiful friend.  The way in which dating has evolved, with dating apps at the center, is deeply affecting our nervous systems. Dating is exhausting and affects our nervous system to the detriment of our health.  

The goal of every dating app is this: to introduce you to someone outside of your social circle and to make money. 

Your job is to take care of your nervous system. 

Your job is to learn to trust yourself so that you can spot the next West Elm Caleb versus someone who is interested in a deeper connection. 

Of course, sometimes shit is going to happen. Both, and - your job is to respond to it with self-compassion. I dive into a lot more in this episode.

SHOW NOTES: 
https://www.datebrazen.com/blog/call-to-action-for-the-dating-world

 

09 Jul 2024204. How to ask your friend to be a co-conspirator for your dating life (and what to do if they're not supportive)00:31:09

Why do we always feel awkward asking our friends for help with our love lives? Imagine the game-changing power of having a trusted squad of co-conspirators in your corner, ready to support you. This episode dives into how to ask your friends to be your co-conspirators in love—one of the top three ways to date IRL!

Now, it's not that your friends are clueless about dating; they just need to learn how to help you in a way that matches your wants, needs, and desires. In this episode, Lily guides you through a co-conspirator invitation, so your friends can really be there for you.

Here's what you'll learn in this juicy episode:

  • Learn how to spot the friends who are perfect for this role and how to prepare for that all-important invitation 
  • Asking someone to be your love-life co-conspirator is an honor—here’s how to make sure you’re ready to have that convo.
  • Not every friend will be a good fit as a co-conspirator, and that’s okay.
  • Discover creative solutions to avoid dead-ends and establish boundaries.
  • FAQ on Co-Conspirators: Everything from the best personality types for this role to how to figure out if your friends are mentally available, and overcoming the shame of asking for help.

Tune in and transform your dating life with the help of your very own dream team! 🎙️✨

Links:

You can pick up your copy of Thank You, More Please where all books are sold right now, and then sign up for Date Brazen Listening Guide at datebrazen.com/book!

Friend Forward Podcast

Fighting for Our Friendships, Danielle Bayard Jackson

Show notes:
http://datebrazen.com/blog/invite-friends-to-be-co-conspirators

20 Jul 202169. Worthiness + Winning Results with Simone Grace Seol00:55:29

Maybe it’s not about getting to the relationship but it’s about uncovering the belief that you are enough.” That’s just one of the topics my guest Simone Seol and I talk about in this episode. Yes, y’all, my business coach, Simone Seol, is on the show this week! She is a business coach who coaches people around the world who deeply care about making an impact in the world. We talk about what you can do to feel more soulful in your dating life as a result of Simone’s advice and work.

I am thrilled (and beyond grateful) to share Simone’s knowledge with you. I have been so impacted by her work, practices, and her framing. It changed the way I think about my business and think about your dating life. I hope you find our conversation just as impactful.

SHOW NOTES:
https://www.datebrazen.com/blog/worthiness-and-winning-results-with-simonegraceseol

13 Aug 2024209. From paralyzing dating fear to confidently Blessing and Releasing with client Miriam00:40:21

What if the key to transforming your dating life is all about owning your worth? Listen in to find out how Miriam went from dating fear to confidently choosing people who were aligned with what they truly wanted. 

Join Lily and client Miriam as they dive deep into the thoughts that so many of us have about dating, worthiness, and settling, and how these can keep us stuck on a hamster wheel, going through the motions without real progress. Miriam shares their journey from feeling frustrated and scared about dating to radiating confidence and truly enjoying the experience!

We get into:

  • The dating hamster wheel: How to break free from the endless cycle of dating without progress and finally make things happen.
  • Tips for overcoming those nagging thoughts like “I’m too much” or “All the good ones are taken” and boosting your dating confidence
  • Dealing with fears of settling, picking the wrong partner, or just getting started in the dating world
  • How Miriam mastered the art of blessing and releasing when there was a values mismatch, rather than sticking around to “see where this goes.”

Links:

RSVP for Lily’s Free Training - 3 Steps to Attract the Right Partner as a “Late Bloomer”

Main Character Dating (formerly known as Brazen Breakthrough)

Lily’s book: Thank You, More Please

Date Brazen on YouTube

Show notes:
http://datebrazen.com/blog/bless-and-release-confidently-with-miriam

 

25 Mar 2025Episode Spotlight: "How Can I Stop Being Lazy In My Dating Life?"00:17:34

In 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 get you better results in dating.

✨ How to do the most POWERFUL tiny steps in dating to get the biggest results.

✨ Why embracing self-care and giving yourself permission to slow down is key.

✨ How to redefine dating success on your own terms—and why that’s your real path to finding the right people for you.

____________

 

WORK WITH LILY:

✨ Get my free "Create Your Essence Based Preferences Guide" HERE

✨ Order my book, “Thank You, More Please”: https://www.datebrazen.com/book

✨ Get my FREE training, “3 Steps to Attract the RIGHT Partner as a Late Bloomer”: https://www.datebrazen.com/training

 

Links:

Follow Lily on Instagram and Tiktok.
 
Subscribe to Lily’s Youtube channel HERE
12 Sep 2023161. Am I doing enough in my dating life? (here's a checklist to see)00:34:31

We are back with brand-new episodes! This week, Lily provides an in-depth and actionable coaching answer to the question, “Am I doing enough in my dating life?” Listen to Lily’s take on why you may ask yourself this question. Plus, she shares ten suggested action steps that will help you create momentum in your dating life and lead to the right relationship. 

“If you are not treating yourself like you would your best friend in your dating life, if you are swimming in self-doubt, self-blame, shame, and you're not addressing those things first, then doing these action steps in your dating life is not going to get you into the best relationship of your life.”

If you do just one of the things mentioned in this episode, know it is beautiful enough. Celebrate yourself today (and every day)!   Print out the checklist below and give yourself a heaping dose of self-compassion.

Some Episode Hot-Takes:

  • “I don't care about you getting into a relationship. I care about you knowing how to get into the best relationship of your life. Which begins with how you treat yourself.”

  • “Allowing yourself to be yourself will lead to the right relationship online and in person.”

  • “Celebration is a dating strategy.”

Links:

121. Dating apps: Ask me anything
131. How your coupled friends can help you
135. How to create your essence-based preferences
Braving the Wildnerness, Brené Brown
Self-compassion.org
Kara Lowentheil’s podcast, Unf*ck Your Brain
The Loveland Foundation
Psychology Today
National Institute for the Psychotherapies

Show notes:
http://datebrazen.com/blog/am-i-doing-enough-checklist

==========================

“Am I doing enough?” Checklist

  1. Am I practicing self-compassion? 

  2. Have I done my Essence-Based Preferences? 

  3. Have I chosen my co-conspirator? 

  4. Am I getting my brain coached/supported by the right coach or therapist? What support could I bring to my team to start making strides forward? 

  5. Do I have a joy-building plan? Am I getting out into the world to do fun things?

  6. Am I asking people out when I feel led?

  7. When my energy allows, am I making new connections and discussing what I want in my dating life?

  8. Am I swiping with the boundaries I need? 

  9. Am I bringing community to my dating life? 

  10. Am I celebrating myself?

29 Jun 202166. How to redefine your dating ROI00:10:08

You are spending hours swiping apps, going on dates; and you are not getting out of dating what you are putting in.  And your current ROI (return on investment) may be at the root of your dating frustration. This week I am talking about how reframing your dating ROI can help you to actually see the progress you are making. 

SHOW NOTES: 
https://www.datebrazen.com/blog/how-to-redefine-your-dating-roi

GET ON THE BRAZEN BREAKTHROUGH WAITLIST:
https://bit.ly/35VZLyo

 

04 Feb 2025229. Flirting 101: My 3-Step Process to Flirt, Know If Someone’s Into You, and Ask Them Out with Ease00:22:50

In 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 human (not a dealbreaker).

💡 With 10 seconds of courage, you can change the course of your dating life.

 

In this episode, we'll dive into:

✔ What IS flirting? Like, what actually is it and how can you do it YOUR way.

✔ How to become rejection-proof.

✔ A simple 3-step approach to make flirting feel natural.

SOFT practice for tough times

 

If you’re ready to stop overthinking and start shooting your shot, this episode will be your new dating secret weapon. Let's do this!

 

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
16 Jul 2024205. Healing after a hard breakup with Ginger Dean00:33:27

Ever wondered how to heal from a toxic relationship and truly thrive? Lily is joined by licensed psychotherapist Ginger Dean, the genius behind the book, Loving Me, After We. They dive into the journey of healing from toxic relationships, highlight the importance of self-soothing, and chat about how to rebuild self-trust. 

Ginger shares her personal and professional experiences, drops some wisdom on emotional recovery, and introduces her latest book, 'Loving Me After We,' packed with practical steps to go from hurting to thriving. They also get into what it means to be the 'green flag' in relationships and the power of self-care practices like yoga, massages, and somatic work.

You’ll hear about:

  • The inner work needed to become the best version of yourself, focusing on baseline levels of emotional availability and self-awareness.
  • Practices and shifts, in addition to therapy, to come home to yourself and create a self-care plan after a hard breakup.
  • Self-care practices and ideas to take care of your well-being.
  • Building or rebuilding self-trust after being in a toxic or the wrong relationship.

Links:

✨ Get Lily's Free Training: Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable

Ginger’s website

Ginger’s book, Loving Me, After We

Episode link:
http://datebrazen.com/blog/healing-after-a-hard-breakup-ginger-dean


11 Jan 2022Episode Spotlight: Worthiness + Winning Results with Simone Grace Seol00:55:36

Today I wanted to draw your attention to one of my favorite episodes ever of the podcast. It is with the incredible Simone Seol, who is a business coach who coaches people around the world who deeply care about making an impact in the world. We talked about how to focus on what you can control instead of fixating on goals that are measuring your worth. This episode is a must-listen!

SHOW NOTES:
https://www.datebrazen.com/blog/worthiness-and-winning-results-with-simonegraceseol

 

25 Aug 202026. How to navigate money in your dating life00:32:52

Hello Gorgeous Friends, in today’s episode I am talking all about money and dating. Why does this topic matter? Money is a complicated topic. It impacts our lives - both negatively or positively. Whatever your situation, money may have been a source of tension and strive in your dating life. 

The stories we make up about money can be brutal and can trickle into our thoughts and feelings about our dating preferences, who we date, and how we date. So today, I am going to help you break down how to navigate money in your dating life confidently and with curiosity. 

DATE BRAZEN INSTAGRAM: https://www.instagram.com/datebrazen/

SHOW NOTES: 
https://bit.ly/3aRqGwS

 

10 Nov 202036. Building an unapologetic dating life00:43:39

Today, I want you to practice CLAIMING why you are awesome. What you love about yourself. Why someone is going to feel so lucky to call you their partner. 

Pushing down what made me EXACTLY who I was, why I was awesome and complicated and beautifully “too much”, it made me feel like a hollow husk of myself in my dating life.

That all changed when I shifted the focus to exactly why I loved myself, why I was worthy of love, what I was bringing to the table on dates, that’s when dating started to feel like self-care. In this episode, I am going to share how I made the shift and how you can too.

With this shift, dating became an opportunity to explore and live out what I loved about myself.

What if you approached your dating life while clearly knowing exactly why you’re awesome? How would it change the way you approach your dating life? 

You are brilliant. 

You are amazing. 

It’s time to unapologetically build your dating life.

DATE BRAZEN ON INSTAGRAM:
http://instagram.com/datebrazen

SHOW NOTES:
https://bit.ly/3eIDmbn

 

03 Sep 2024212. Knowing if something is right, long-term relationship questions, and dating as an independent badass with Ali & Erica of Finding Mr. Height00:50:23

Is it possible to stay true to yourself while navigating the world of dating? Absolutely! We’re pulling back the curtain with special guests Ali and Erica from Finding Mr. Height. Lily sits down with the duo to discuss how they decided to start their dating podcast and offers a glimpse into the clues, details, and breadcrumbs that help you figure out if someone is right for you. We also dig into the anxieties that surface in new and long-term relationships, offering strategies for navigating them with confidence and clarity.

You’ll also hear Ali and Erica's candid thoughts on their least favorite—and most favorite—pieces of dating advice. Plus, Lily explores some uncharted territory, sharing her take on long-term relationships. This episode is packed with humor and practical tips to help you own what you want and build strong relationships.

We get into:

  • What inspired Ali and Erica to launch their dating podcast, Finding Mr. Height
  • Spotting the subtle clues and signals to determine if someone’s right for you (or not)
  • Relationship anxieties—whether you’re just starting out or deep in a long-term commitment
  • Finding and building a meaningful relationship that works for you
  • Ali and Erica’s top dating tips and the advice they’d rather skip

Links:
Finding Mr. Height podcast

Finding Mr. Height on Instagram @findingmrheight

Erica on Instagram @spericaa

Lily’s appearance on Finding Mr. Height

Show notes:
http://datebrazen.com/blog/finding-mr-height-ali-and-erica

 

11 May 2022Episode Spotlight: How to declare your boundaries and affirm your worthiness00:20:17

I am excited to be sharing one of my favorite episodes to date; on boundaries!

Boundaries are one of the most important tools (besides self-compassion) that you have, in your dating arsenal.

In this episode, I share a boundary starter pack and explain why it may be hard for you to declare your boundaries, and offer a strategy that will help you get started.

SHOW NOTES: https://www.datebrazen.com/blog/how-to-declare-your-boundaries

23 Aug 2022122. How to feel your feelings when rejected00:38:18

This week’s episode is all about feelings. Lily talks about how you can feel your way through any of your feelings, why it’s important to do so, and how it is going to change your life, especially your love life.

This episode is a practical guide for feeling your emotions, even the hard ones. Our hope is that this episode will shift the relationship you have with yourself in a juicy way.

Some hot takes from this episode:  

  • Feelings are a bodily function, feeling them does not mean you’ll get stuck in them, feeling them is a means for moving them through your body (7:15)
  • You are not going to miss out on life when you slow down to practice self-compassion or feel your feelings - you are going to experience a more meaningful depth of life (15:53)

  • How to actually practice feeling your feelings with emotional safety (25:49)

Links and resources:

Show notes:
https://www.datebrazen.com/blog/feel-your-feelings-when-rejected/

 

06 Feb 2024182. My Qualifying/Disqualifying questions strategy so you never go on a bad date again00:41:38

Have you ever wondered what questions to ask when you first meet someone? This week, Lily unpacks why qualifying/disqualifying questions are the ultimate game-changer and can transform your dating experience from emotionally exhausting to intentional and amazing. 

In 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. Drawing from the program, The Brazen Breakthrough, and her upcoming book, Thank You, More Please, A Feminist Guide to Breaking Dumb Dating Rules and Finding Love, you get the tools and mindset needed to navigate the dating landscape confidently.

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 truly desire. 

Episode Hot-takes and topics:

  • “Give yourself permission to want what you want and start showing up for what you want in your life.”

  • Qualifying/Disqualifying questions lead to higher-quality dates: you don’t need to cast a wide net. You need to be very specific about the type of person you seek. 

  • “Most people are going to be wrong for you. You are for the few, not the many.”

  • Stop sending bespoke messages and extending unnecessary emotional labor 

  • Q/D questions that get deeper than surface-level convos allow you to vet people quickly

  • Ask the right questions and tune into your body to see how the answer makes you feel. You want to feel intrigue or curiosity or excitement. If you don’t, bless and release. .

  • Other Q/D questions we LOVE and Questions we DO NOT love when you're first texting

Links:

Pre-order Lily’s upcoming book, Thank You, More Please!

 

Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable

 

Free Guide to Your Essence-Based Preferences


Show notes:
http://datebrazen.com/blog/qd-questions-strategy

 

20 Sep 2022125. Dating as a plus-sized woman with Nicci Nunez and Alex Stewart00:43:42

We have two bad-ass podcasters and thought-leaders on the show this week. Nicci Nunez and Alex Stewart, hosts of the Swipe Fat podcast, join Lily for a conversation about dating as a plus-sized woman.  In this episode, they talk about their recent decision to take a dating app detox, share the story of how they became friends and then podcast hosts, and talk about life as plus-sized women in the dating world. 

Hot-takes from this episode:

  • Thin privilege in dating versus overcompensating in other areas because you are plus-sized 
  • Creating a safe space with other plus-sized women at Swipe Fat events
  • You can’t be right for everybody, all of the time
  • What self-care looks like in the midst of difficult times 
  • Alex and Nicci’s decision to take a dating app detox, why it felt difficult and, yet, important to do

Links and Resources:
Swipe Fat Podcast
Swipe Fat on Instagram
Swipe Fat at TikTok
Alex on Instagram
Nicci on Instagram
Date Brazen on Instagram
Date Brazen on TikTok
Swipe Fat Podcast Community on Facebook
Swipe Fat on Patreon

04 Aug 202023. How to love yourself in dating profile photos with Damaly Shepherd00:41:35

Let’s talk about dating app profile photos for a moment, friends. Often in my work, I see my clients coming up against mindset blocks or negative thoughts about their appearance when choosing their profile photo. Sound familiar? Well, in today’s show I am talking to photographer and coach, Damaly Shepherd about how to love yourself in photos. 

In this episode, Damaly provides mindset shifts and insightful advice to help you uplevel your camera confidence. By the end of this episode, we want you to have the tools to feel incredible about yourself in and out of your dating profile photos. Because as Toni Morrison said and Damaly agrees, “You are your best thing."

DATE BRAZEN INSTAGRAM: https://www.instagram.com/datebrazen/

SHOW NOTES: 
https://bit.ly/31eAtcb

02 Aug 2022119. A Conversation About Confidence with Queer Confidence Coach Alex Ray00:50:38

The Queer Confidence Coach Alex Ray (he/she/they)  joins Lily on the podcast this week! We are obsessed with what Alex is putting out into the world and excited to share the conversation. Lily talks to Alex about how LGBTQ+ individuals can create their own universe complete with confidence and freedom; and can step into their next powerful phase of life. Join us for this amazing episode! 

Hot-takes from this episode:

  • Stepping into both your divine masculine and divine feminine energy (2:50)
  • Unpacking the stories that have shaped our confidence (12:39)
  • Owning your sexual liberation and agency as a member of the queer community (18:57)
  • Alex shares some of her favorite clients’ breakthroughs about self-permission (27:46)
  • Confidence means allowing discomfort and having your own back (31:05)

Links and resources:

Show notes: https://www.datebrazen.com/blog/a-conversation-about-confidence-with-alex-ray

21 May 2024197. Taking back your brain from a sexist society with Kara Loewentheil00:42:49

Want to reclaim your self-worth and challenge societal norms? Then, get ready for a fantastic episode because we’ve got Kara Loewentheil, the powerhouse behind the School of New Feminist Thought, on this week’s podcast! Kara’s new book, 'Take Back Your Brain,' just dropped, and I can’t wait to share our conversation with you.

In this episode, Kara and I dive into romantic socialization's history and social impacts. We bust myths about love, marriage, and self-worth and discuss the difference between empowerment and true personal power. We urge you to root your self-worth in yourself instead of seeking external validation.

Kara’s insights are a game-changer. She offers a roadmap for embracing self-compassion, challenging patriarchal norms, and building mindsets that lead to a more fulfilling life.

Don’t miss out on this powerful conversation! Tune in now and start taking back your brain! 

We get into:

  • The brain gap: what it is and how to overcome it. 
  • Why the goal is to be grounded in your self-worth and not your relationship status
  • The four traps of romantic socialization
  • Body positivity vs body neutrality 
  • The beauty and power in the phrase “How human of me…”

Links:

Take Back Your Brain 

Unfuck Your Brain Podcast

Show notes:
http://datebrazen.com/blog/take-back-your-brain-kara-loewentheil

 

16 Jan 2024179. The complete guide to finding love on a dating app00:28:10

Lily is sharing her complete guide to finding love on a dating app. You’ll hear how dating apps can help expand your social circle, help you get to know your dating personality, your triggers, and how to take care of yourself. 

Lily drills down into her fiercest, most direct dating app advice so that you can find more success on a dating app while preserving your mental health and finding joy in the process.

This episode is fire! Take notes and get ready to dive into breaking the dumb dating rules of the dating app advice you've heard before that doesn't work and get a clear path forward.

Episode Hot-takes and topics:

  • Dating apps are just one tool in your dating tool kit. 

  • Choose the ONE dating app that works for you

  • Create a cozy swiping routine and know your swiping tipping point 

  • How and why to avoid unnecessary emotional labor 

  • Lily’s formula for your dating app profiles - what makes your profile magnetic to people is YOU!

Links:

Pre-order Lily’s upcoming book, Thank You, More Please!
Free Guide to Your Essence-Based Preferences
Episode 89: How the hell to meet someone in-person
Episode 132: Before you swipe, try this meditation

Show notes:

http://datebrazen.com/blog/complete-guide-to-finding-love-on-a-dating-app

 

 

01 Mar 202298. Becoming the MAIN Character of Your Life: Lauren’s Brazen Breakthrough Story00:50:44

This week Lauren, one of my clients from the Brazen Breakthrough Mastermind, joins me to share her transformation story. And y’all, her courage to do something that is out of her comfort zone, like being on a podcast, is indicative of her power to show up for herself.

Before the Brazen Breakthrough, Lauren felt as though something was inherently wrong with her because dating didn’t come easily. In this episode, she shares her decision to join the Brazen Breakthrough and explores how it helped her to become the main character in her life, show up for herself, and embrace her power. She also talked eloquently about how her biggest breakthrough had very little to do with dating and everything to do with believing in herself. 

Hot-takes From This Episode: 

  • We explore the idea of being stuck in the story of “I’m too old to find a partner.”
  • How the patriarchy frames and shapes our thoughts about dating.
  • The deep work we do in the Brazen Breakthrough is not just about finding a date. 
  • How Lauren learned to harness and embrace her main character energy. 
  • You are worth the investment.
  • Lauren’s realization that she has everything she needs in order to get everything she desires.

Here Are The Links & Resources Mentioned In Today’s Episode:

Show Notes: https://www.datebrazen.com/blog/laurens-brazen-breakthrough-story

 

 

27 Jul 202170. My thoughts on Bennifer 2.0 (and should you get back with your ex?)00:16:41

In this episode I share my thoughts about Jennifer Lopez and Ben Affleck’s rekindled relationship - after being apart for 19 years.  If you are single and dating, their romance may have you asking, “Should I get back with my ex?” Before you pick up that phone, tune into this episode where I share some of the lessons Bennifer’s reconnection can teach us.

SHOW NOTES: 
https://www.datebrazen.com/blog/my-thoughts-about-bennifer-and-should-you-get-back-with-your-ex

 

12 Jul 2022116. We went viral on TikTok! (and what that taught me about receiving good things)00:24:03
10 Dec 2024225. Your Complete 2025 Dating Plan: How to go from "late bloomer" to finding the right partner with confidence00:35:07

In 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 discusses the significance of in-person dating, building a unique dating profile, and fostering community support to enhance the dating experience. The episode encourages listeners to take control of their dating lives and believe in the possibility of finding the right relationship.



You’ll learn:

  • Create a 2025 dating plan to make the right relationship inevitable.

  • Claim what you want unapologetically in your dating life.

  • Essence-based preferences help you define how you want to feel in a relationship.

  • Qualifying and disqualifying questions are essential for vetting potential partners.

  • In-person dating is still alive and can reduce reliance on dating apps.

  • Build a dating profile that reflects your true self and essence-based preferences.

  • The Thank You More Please challenge helps you recognize evidence of what you want in your love life.

  • Community and support are crucial for a joyful dating experience.

  • You are worthy of care and support in your dating journey.

  • What you desire in love is possible, no matter your past experiences.



This episode is brought to you by my free training: The Late Bloomer's Guide to a Confident Holiday Season.

If you feel behind in your dating life in ANY way, my live, free training - The Late Bloomer's Guide to a Confident Holiday Season - will help you build a boundary plan for nosy relative's questions AND create a 2025 dating plan so you can BLOOM in your love life and attract the right partner with ease next year.

 

Links:

Register for The Late Bloomer's Guide to a Confident Holiday Season

Get Lily’s Book, Thank You More Please HERE.

Follow Lily on Instagram and Tiktok.

Subscribe to Lily’s Youtube channel HERE.

30 Jan 2024181. Creating a juicy in-person dating life with Brazen Breakthrough member Chloé00:58:53

Feeling hopeless or panicked about in-person dating? Then, this episode will motivate you to prioritize your desires and step into the path of opportunity to create a juicy in-person dating life. Today, we are getting into the ins and outs of the Brazen Breakthrough and how it changed the game for member Chloé. 

Chloé opens up about what has been happening in her dating life and how she has been showing up differently. You’ll also hear how she now embodies what it means for her to have permissive, joyful connectivity.  We are so excited for you to hear this episode. It is a beautiful example of a human creating the life she desires.

Episode hot takes and topics:

  • Chloé on finding partnership: “It is not embarrassing or weak to say that my life would thrive even fuller with deep witnessing and intimacy.”

  • The lesson that changed how Chloé’s outlook on dating and dating apps 

  • “My feelings about dating have shifted dramatically.” 

  • How the Brazen Breakthrough helped Chloé create a juicy in-person dating life   

  • Breaking patterns that take you out of the path of opportunity 

Links:

Pre-order Lily’s upcoming book, Thank You, More Please!

Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable

Episode Link:

http://datebrazen.com/blog/juicy-in-person-dating

 

02 Nov 202182. Behind the scenes of two dating coaches (plus, how to believe you are worthy of love). 00:41:47

If you’ve ever wanted to glimpse behind the scenes of dating coaching; this week’s episode will make you very happy! Relationship and well-being coach, Shula Melamed, joins me for a discussion about what we see people struggle with in their dating lives, how we help them, and everything in between.

SHOW NOTES:

https://www.datebrazen.com/blog/believing-you-are-worthy-of-love

30 Aug 2022Episode Spotlight: Live Coaching Session: How to find love without a dating app00:35:57

Today we are throwing it back to Episode Four of the Date Brazen Podcast. Why? Because it's all about in-person dating. The episode featured a coaching session with Date Brazen client, Amelia, who didn't want to use dating apps anymore. Sound familiar? We thought so and that is why we decided to re-air it!  Lily and Amelia talk about how to start dating in person, what that might look and feel like, and also explore what fears come up -  yes, all of that juicy stuff. You don’t want to miss this one! 

Hot takes from this episode:

  • Why it’s okay (and sometimes healthy) to not be on a dating app - these apps can be distracting, discouraging, and depleting
  • Lily gives Amelia some tools to listen to her intuition, which can be a revolutionary act in a world that tells women how to behave, especially in dating.
  • Dating confidence is built in person - being brave enough to engage with someone you find attractive and start a conversation is a challenge

Links and resources:

Show notes:
https://www.datebrazen.com/blog/episode-four/

 

05 Mar 2024186. How to bless and release the wrong people00:35:52

Are you striving to let go of the wrong people? What if we told you that the extent to which you're willing to bless and release the wrong people is directly linked to your path toward the right relationship? In this episode, Lily reveals her strategy for blessing and releasing the wrong people in your life, enabling your mind to shift its focus towards the right connections for you.

"Blessing and releasing" is a radical step towards fulfilling your desires. So, grab your note-taking tools because this episode is full of practical how-to's on this transformative process.

In this episode, you will learn:

  • Having people in your life who are not suitable for you is about the underlying fear that what you want is not possible or not worthy of what you want. That is worthy of your curiosity and compassion.

  • Categories of when to bless and release (B&R) someone

  • Different levels of connection deserve a different approach to blessing and releasing.

  • Tips for outlining a B&R moment for a breakup 

  • Lily breaks down an incomplete roster of individuals to bless and release, including: the stonewaller, the Eeyore, the most intense human, and the pen-pal.

  • Reflection questions to help you determine if you need to bless and release someone

  • Text and out loud scripts for B&R like “Hey, thanks for hanging. I’m not feeling a romantic connection, wish you the best.”

Links:

Pre-order Lily’s upcoming book, Thank You, More Please!

124. The “Thank You, More, Please!” Challenge!

Radical Alignment, Alexandra Jamieson and Bob Gower

Show notes:

http://datebrazen.com/blog/how-to-bless-and-release-the-wrong-people

 

17 Mar 20206. How to curb your freak out with self-compassion with Megan Saxelby00:46:15

Being stuck in a freak out spiral sucks. Especially in your dating life.

What’s the key to moving through and out of those overwhelming feelings?

Expert Megan Saxelby is here to share actionable strategies for moving through freakout with the simple (and radical) tool of self-compassion.

Find all the info and links from today's episode in the show notes: datebrazen.com/podcast.

28 Jul 202022. Making the case for a self-indulgent dating life00:20:56

In this episode, I am talking about self-indulgence and self-care. I examine some of the feelings that come up when we are practicing self-indulgence, like shame or guilt. This episode asks you to explore your relationship with the word self-indulgence, helps you to identify and break through the negative connotations, and asks you to consider how it is hindering your ability to nourish yourself. So, what kind of self-indulgent woman do you want to be?

SCHEDULE A FREE CALL WITH LILY → https://bit.ly/306ZRQx

DATE BRAZEN INSTAGRAM: https://www.instagram.com/datebrazen/

SHOW NOTES: 
https://bit.ly/2BzvnhI

 

08 Apr 2025233. How Jackie Went From Burnt Out Background Character-- to a Magnetic, Joyful AF Life00:54:17

She 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 craving your own main character energy moment, this one's for you.


RSVP for my free training on April 23rd, 2025: https://www.datebrazen.com/joyful-life


Order my book, “Thank You, More Please”: https://www.datebrazen.com/book


Follow me on:

Instagram

Tiktok

Youtube

25 May 202162. The patriarchy and your dating mindset with Becky Mollenkamp00:44:48

Patriarchal conditioning and messaging that is harmful to both women and men.  It is harmful, humans are meant to feel. So how does the patriarchy affect our dating lives? That’s a topic I am diving deeper into this week, with the help of returning guest Becky Mollenkamp. We explore patriarchal systems and how they are impacting women’s every thoughts, hopes, fears, and desires.  

SHOW NOTES:
https://www.datebrazen.com/blog/the-patriarchy-and-your-dating-mindset-with-becky-mollenkamp

 

11 Jun 2024200. It's publish day! Surprising things I've never shared about the book process00:36:47

My first book, Thank You, More Please: A Feminist Guide to Breaking Dumb Dating Rules and Finding Love, is out in the world right now. I'm SO EXCITED! My business manager Jayla Rae joins me to reveal the little-known, lesser-discussed pieces of my book-writing journey. She’s leading me through questions about what I learned while writing the book, what I am most looking forward to, and thought-provoking questions about the book from Date Brazen clients! Join us on this behind-the-scenes book journey!

We get into:

  • Getting real and raw while writing the book and the juicy stories within
  • The feels and the fun of sharing my book with friends and family for the first time.
  • Answering burning questions from the Date Brazen community about the book, future plans, and beyond!

Links:

You can pick up your copy of Thank You, More Please where all books are sold right now and sign up for our book club at datebrazen.com/book!

Show notes:
http://datebrazen.com/blog/book-pub-day-qa

 

22 Feb 2024Brazen Breakthrough Series: What I promise inside The Brazen Breakthrough00:07:47

Doors to this round of The Brazen Breakthrough close 2/23/24 @ midnight EST.

Here's the LINK TO JOIN US.

If you're catching this after the fact, then add your name to the waitlist with the link above. 

26 Dec 2023176. My epic year in review00:23:50

How was your year? How have you grown?  In the last episode of 2023, Lily shares her epic year in review, sharing some of her favorite brags and lessons. As you listen, we invite you to do the same - reflect, practice self-compassion, and celebrate your most cherished brags.   

Lily also answers listener questions, revealing insights into how she stayed grounded, who supported her through the challenges, and the mental shifts that were game-changers on her book-writing journey.

Join in celebrating the achievements, reflecting on the lessons learned, and looking forward to a new year filled with growth and empowerment.

Links:
Download the free Guide to Your Essence-Based Preferences

Show notes:
http://datebrazen.com/blog/my-epic-year-in-review-2023

 

20 Dec 2022134. "How can I stop being lazy in my dating life?"00:21:18

Today we're going to be talking about the question, “How can I stop being lazy in my dating life?” Lily shares some of her hot takes on this topic, including the productivity myth about dating, a reminder to practice self-compassion, and encouragement to try something else if pushing yourself hasn’t worked thus far.  This episode is full of massive permission and inspiration to be bold as hell in your love life and beyond.

Hot-takes from this episode:

  • You don't have to go on dates RIGHT NOW to find an amazing relationship
  • Productivity in dating prioritizes performing over caring for your body and nervous system 
  • When you stop to care for your nervous system, you will be more in alignment with higher decision-making AND better dates
  • If you want to feel cared for in your love life, give that care to yourself

Links:

The Brazen Breakthrough Course

Follow Date Brazen on Instagram

Follow Date Brazen on TikTok

Show notes:
https://www.datebrazen.com/blog/how-can-i-stop-being-lazy

07 Apr 2020Live Coaching Session | Overcoming fear and finding courage to be vulnerable00:47:41

Do you have fear in your dating life? Maybe you have questions like —

“How do I know where I stand with a new relationship?” 

“How do I navigate my own fear and not bring it into my dates?”

“What if I get ghosted… again?”

These questions carry so much fear and anxiety. So, how can you move past them to find deeper connection and vulnerability?

Today’s episode is a live coaching session with my client, Alissa, who has struggled with all of the fears above, and wants strategies to choose courage— to hopefully find deeper connection with herself and the new person in her life.

02 Feb 202146. Giving Yourself Permission to Trust What You Desire00:25:16

Self-trust is really hard. I had an assumption that self-trust was something you were born with or not. Turns out that assumption is B.S. But, how can you trust the decisions you make in your dating life if you’ve had bad relationships in the past? This week I am going to provide some strategies you can take to increase your capacity to trust yourself in your dating life.

SHOW NOTES:
https://bit.ly/2YyJU5l

BRAZEN BREAKTHROUGH WAITLIST:
https://date-brazen.mykajabi.com/BrazenBreakthrough

CELEBRATE YOUR SINGLE-SELF CHALLENGE:
https://date-brazen.mykajabi.com/challenge

LIVE MASTERCLASS FOR BADASS SINGLE WOMEN:
http://datebrazen.com/masterclass

 

26 Jan 202145. How The Brazen Breakthrough changed Kate’s life00:36:38

Does this sound like you? You are successful in your career. In fact, you are successful in almost every area of your life, yet when it comes to dating, you feel like you are less than.  Well, my gorgeous friend, you are not alone. My client Kate has been there, done that, and is here this week to talk all about it. She opens up about what her dating life was like before, during, and after joining the Brazen Breakthrough. Kate dishes on all things dating and life.

SHOW NOTES:
https://bit.ly/3obB1Je

BRAZEN BREAKTHROUGH WAITLIST:
https://date-brazen.mykajabi.com/BrazenBreakthrough

CELEBRATE YOUR SINGLE-SELF CHALLENGE:
https://date-brazen.mykajabi.com/challenge

05 Jul 2022115. Brazen Client Story: How Emily Lived Her Self-Worth and Main Character Energy00:50:28

We’ve been talking a lot about main character energy around here. What is it? Having main character energy means taking center stage in your life, owning what you want, and asking for it out loud. This week client Emily is on the show to share how she embodied the spirit of main character energy when she went through a Date Brazen program and shares how she was able to master self-worth in all areas of her life.  

If you are interested in learning how to become the center of your permission-filled, self-trust-fueled, bold-as-hell love story, apply for the Main Character Energy Mastermind today.

Hot-takes from this episode:

  • How Date Brazen taught Emily to understand her worth is NOT related to whether she was in a relationship or not (5:45)

  • Emily’s desire to be in community to work on her dating life (12:33)

  • What it looks like to get in your own way around dating (25:40)

  • Healing from past relationships and learning to move forward with courage, self-worth, and honesty (28:04)

Links and resources:

Show notes:

https://www.datebrazen.com/blog/emilys-self-worth-and-main-character-energy/

 

 

01 Aug 2023160. Steph’s Main Character Energy Story: Growing together with a coven of cheerleaders00:50:10

This week we have the pleasure of introducing you to Steph! Steph is a former Date Brazen client who joined Main Character Energy Mastermind last year to deepen her self-trust and self-pleasure and to date with unbothered energy. 

Lily and Steph get into topics such as bragging, being celebrated, and belonging. Steph also shares some of her breakthroughs from pursuing her desires and pleasures without apologizing or qualifications. No matter your circumstances, we know Steph’s story will support and inspire you to embrace the main character energy in your love life. 

Hot-takes and takeaways from this episode:

  • Breaking up with perfectionism and instead dating messy can be freeing

  • Being witnessed and celebrated by a group of women cheerleaders

  • The importance of normalizing belonging 

If Main Character Energy Mastermind resonates with you, applications are open. Click here to apply! 🎉

Show notes:
http://datebrazen.com/blog/a-coven-of-cheerleaders

 

31 Aug 2022Workshop Alert: How the Hell to Meet Someone In-Person!00:04:33

In this workshop, I'm going to give you my playbook to ditch the dating app and start meeting awesome people in-person!

The tickets are donation based, and 100% of the proceeds go to local abortion funds in the U.S. 

Get your ticket right HERE!

Thursday, Sept 8th, 2022

6pm EST

See you there! 

03 Dec 2024224. The Loneliness Fix00:20:16

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. The conversation encourages self-compassion and resilience, offering practical advice for managing loneliness and fostering emotional well-being.

You’ll learn:

  • Recognize that loneliness is a hard moment and allow yourself to feel it.
  • Emotional granularity helps in understanding and processing feelings.
  • Self-soothing is essential for immediate comfort during loneliness.
  • Reaching out to friends for support is crucial, even if they can't always respond.
  • Creating a joy-building plan can help combat feelings of loneliness.
  • Choosing accessible positive thoughts can shift your mindset.
  • It's normal to feel lonely, especially during the holidays.
  • Building resilience helps in managing future feelings of loneliness.
  • You are worthy of love and support, regardless of your current situation.
  • Your desire for connection is valid and can guide you towards it.

 

This episode is brought to you by my free training: The Late Bloomer's Guide to a Confident Holiday Season.

If you feel behind in your dating life in ANY way, my live, free training - The Late Bloomer's Guide to a Confident Holiday Season - will help you build a boundary plan for nosy relative's questions AND create a 2025 dating plan so you can BLOOM in your love life and attract the right partner with ease next year.

Links:

✨ Register for The Late Bloomer's Guide to a Confident Holiday Season

Get Lily’s Book, Thank You More Please HERE.
 
Follow Lily on Instagram and Tiktok.
 
Subscribe to Lily’s Youtube channel HERE
22 Feb 2024Brazen Breakthrough Series: "How does The BB help me find better dates?"00:11:20

Doors to this round of The Brazen Breakthrough close 2/23/24 @ midnight EST.

Here's the LINK TO JOIN US.

If you're catching this after the fact, then add your name to the waitlist with the link above. 

28 May 2024198. Shedding stressful dating myths and attracting more with Damona Hoffman00:47:36

Do you ever feel trapped by outdated dating rules and wonder if there's a better way to attract more? The amazing Damona Hoffman joins Lily to dismantle the four big dating myths and introduces the four pillars of lasting love for healthier, more fulfilling relationships.  

Damona helps to outline these myths and paves a clear path with actionable next steps, making the dating process easier and helping you find what you desire. Damona says, “You have more control over what happens in your life than what you allow yourself to believe. How deep are you willing to dig?” 

Damona Hoffman is a regular contributor to The Drew Barrymore Show, NPR, and The Washington Post. She was also featured in Season 11 of The Real Housewives of Beverly Hills. Damona has created content and collaborated with most major dating apps, including Bumble and Match, and she was named the Official U.S. Dating Coach of OkCupid in 2021. Her podcast, Dates & Mates, was named Best Podcast of the Year by The Black Podcasting Awards. Damona’s first book F the Fairy Tale, was released January 2, 2024.

We get into:

  • Using dating apps with intention + why Damona says to take notifications off your dating apps and track what is going on in your dating life.
  • The three C’s when designing your profile: Color, Context, Character.
  • The four BIG dating myths and how to ditch them! Including the preferences list myth, the chemistry myth, and the soulmate myth.

Links:

F The Fairy Tale: Rewrite The Dating Myths and Live Your Own Love Story

Damona’s website

The Dates and Mates podcast

Damona on Instagram @damonahoffman

Damona’s Date Tracker

Show notes:
http://datebrazen.com/blog/shedding-dating-myths-with-damona-hoffman

16 Feb 202148. Three steps to get grounded in your dating life00:19:57

Tune in to hear three steps to get out of anxious spiraling or future-tripping, and back into believing what is actually possible for your dating life.

When you think about your life and you think, “Wow, I really want a partner,” it’s not that you need someone to be whole. Instead, you simply desire a person to share your life with. If that hasn’t happened for you yet, you may feel frustrated. 

Finding the love of your life is possible. 

SHOW NOTES:
https://bit.ly/3jRW7M4

DATE BRAZEN ON INSTAGRAM:
http://instagram.com/datebrazen

 

23 Jun 202017. Live Coaching Session: How to cut straight to meaningful conversation on dating apps00:57:22

When having conversations on dating apps, are you staying surface level out of fear of being too straightforward? You’re not alone. 

This week, I have a live coaching session with my client, Caitlin. She’s been struggling with how to have deep and meaningful conversations with the men she is dating. During our time together, we also uncovered some ways she can get unstuck from old patterns.

DATE BRAZEN INSTAGRAM: https://www.instagram.com/datebrazen/

SHOW NOTES: 
https://www.datebrazen.com/blog/intentional-dating-app

17 Aug 202173. Your Brave Things List (and how to move from fearful to confident in your dating life)00:12:09

Schedule an application call with Lily for The Brazen Breakthrough Mastermind. https://calendly.com/brazen-lily/brazen-breakthrough-application

11 May 202160. Bless and Release: How to make room for the “Hell, Yes!” people in your life00:20:16

This week I am responding to a listener’s email, let’s call this listener Jen. Jen recently wrote in asking how to reply to men who text or call to “check-in”, AFTER they have broken up with her. Here’s an excerpt from her email: 

“I don't want to be someone's backburner chick. I want to be a Number 1 gal! So what should I do in this situation--is ghosting appropriate (is it even ghosting)? Or does your "clarity is kindness" mantra mean that I should respond directly letting them know that I don't wish to stay in contact as a romantic partner or friend?”

In this episode, I break down a simple bless and release method that will help Jen (and listeners out there who need to hear it!) live into her, “Yes!” When you can set a boundary, bless and release; you make more room for people in your life who are a “Hell, yes!” to you. 

SHOW NOTES: 
https://www.datebrazen.com/blog/how-to-make-room-for-hell-yes-people-in-your-life

APPLY FOR THE BRAZEN BREAKTHROUGH:
https://calendly.com/brazen-lily/brazen-breakthrough-application

28 Jun 2022114. Brazen Client Story: Jenny’s Self-Compassion Journey00:47:28

This week, Date Brazen client Jenny is on the podcast. Jenny embodies main character's energy in a beautiful way. In this episode, she shares what it felt like to bet on herself (and her dating life), embrace self-trust, and practice self-compassion.

We hope you are loving the stories from women who are taking massive courageous action to become the center of their permission-filled, self-trust-fueled, bold-as-hell love story.

Hot-takes from this episode:

  • Practicing self-compassion in a space of learning and growing (5:33)

  • Jenny shares about the bad dating advice she bought into including the number game and using dating apps. Hot-take: If you don’t know another way of dating, you’ll continue to follow the advice that doesn’t feel intentional (9:12)

  • Why Lily thinks dating is a portal to greater well-being (10:05)

  • The ripple effects of working with an intersectional feminist dating coach (20:13)

Links and resources:

Show notes:

https://www.datebrazen.com/blog/jennys-self-compassion-journey/

 

 

31 Oct 2023168. Healing, Hilarity, and Main Character Energy with author and TikToker Devrie Brynn Donalson00:47:52

Get ready for a healing and hilarious episode! Lily introduces a special guest who radiates "Main Character Energy" in every aspect of her life.  Devrie Brynn Donalson, the creative force behind the book, "You're Gonna Die Alone (& Other Excellent News)," unpacks her life-altering choices and journey.

Devrie reflects on her inspiring journey to Scotland, her struggles with body image, and her pursuit of self-discovery. Lily and Devrie also delve into the compelling dialogue on personal growth and societal pressures.

This episode is a rollercoaster of emotions, filled with humor, wit, and authentic storytelling. 

Don't miss this captivating conversation on the Date Brazen podcast!

Featured Conversation Topics:

  • Devrie shares the story of her bold decision to move to Scotland, a journey sparked by friendship breakups and a quest for self-discovery.

  • Discover how Devrie makes life-altering decisions by imagining herself as the main character in her story, ultimately guiding her choices.

  • The challenges of growing up in a culture fixated on body size and appearances and the impact it can have.

  • Devrie's thoughts on the fear of being unlovable and how it influenced her choices and relationships.

Links:
One-on-One Coaching with Lily
Devrie on Instagram & TikTok @devriebrynn
You’re Gonna Die Alone (& Other Excellent News) 

Show link:
http://datebrazen.com/blog/healing-hilarity-and-mce-with-devrie-donalson

 

20 Dec 2024Corrected Episode Spotlight: Late Bloomer guide to releasing worry + finding love00:36:49

We'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 busts nine myths commonly believed by “late bloomers” and shares practical steps to overcome them. With a focus on self-compassion, Main Character Energy, and the idea that dating is a learnable skill, Lily’s insights will shift your perspective and boost your confidence for joyful AF dating experiences. 

Feelings of shame and isolation often accompany those who feel behind in their love lives. This episode aims to help you shed the "late bloomer" identity, provide you with a sense of relief, and galvanize you to take action toward your deepest desires. 

You’ll learn how to:

  • Embrace self-compassion and connection
  • Distinguish between thoughts vs. facts
  • Break free from societal (and patriarchal) dating norms and define your dating journey
  • Heal and neutralize "late bloomer" conditioning
  • Let go of those who aren't right for you with grace (bless and release!)
  • Embrace your current stage in life and recognize that you’re whole as you are
  • Redefine what “blooming” means to you

Links:

Get Lily’s Book, Thank You More Please HERE.
 
Follow Lily on Instagram and Tiktok.
 
Subscribe to Lily’s Youtube channel HERE
24 Jan 2023139. Body image and your dating life with Bri Campos00:26:48

We are talking about a tender topic this week and exploring how to move through hard thoughts and feelings about body image. Joining Lily to discuss things like body grief and perception of self is Body Image Coach and Educator, Bri Campos. Bri offers Body Image Coaching + Education for people who are tired of hating their bodies. She is an LPC, Body Image Coach & Educator, and host of The Body Grievers Club Podcast. Bri is passionate about using the Health at Every Size (HAES) paradigm when it comes to helping clients find freedom with food and peace with their current bodies. We hope you enjoy this episode. 

Hot-takes and How-tos:

  • “Whatever I feel about my acne or my body jiggling, it does not impact the beliefs I have about myself.”

  • Bri shares the four aspects of body image

  • How fat phobia or ant-fat bias is rooted in racism 

  • Why when we are talking about body positivity we also must talk about body privilege 

  • What is "Body Grief" and how to move through it using Bri’s Body Grief Formula

Links:
Bri’s website
Bri’s Podcast
Bri on Instagram
Date Brazen on Instagram
Date Brazen on TikTok
The Body is Not An Apology, Sonya Renee Taylor
Fearing the Black Body, Sabrina Strings
The Harvard Bias Tests
The Body Liberation Project, Chrissy King

Show notes:
http://datebrazen.com/blog/body-image-and-your-dating-life-with-bri-campos

 

01 Oct 2024216. Stop overthinking your love life decisions (and how to actually trust yourself)00:48:51

Are you stuck in a cycle of overthinking and self-doubt? Lily tackles exactly how you can break free from that mental loop. We dive into the real cost of overthinking—how it's draining your energy, wasting your time, and slowing down your life’s momentum.

Lily shares methods to help you stop doubting yourself and start building a rock-solid foundation of self-trust. By the end of the episode, you'll have a clear plan of action so you can confidently take bold steps toward the life you want, without the exhausting mental spirals.

What if overthinking was just a roadblock on your journey to becoming the main character in your own story? This is your invitation to shift into that energy, giving yourself permission to trust, transform, and take massive, messy action.

You’ll learn:

  • How to recognize the signs that you may have a self-trust deficit and how it affects your daily life
  • Why building self-trust, even imperfectly, is an essential step toward living a rich and fulfilling life
  • The reasons behind why you struggle to trust yourself and how fear and past experiences may be holding you back
  • That self-trust is a skill that takes time and practice to master
  • How to build self-trust and confidently take action, leading to more clarity and control in your life

Links:

RSVP for Take That Risk with Confident Main Character Energy

Lily’s book: Thank You, More Please

Show notes:
http://datebrazen.com/blog/how-to-trust-yourself

 

27 Sep 2022126. Releasing Perfectionism and Embracing Main Character Energy with Author, Danielle Prescod00:51:08

Danielle Prescod is on the podcast this week. She is the author of, “Token Black Girl,” and co-founder of 2BG Consulting, which offers anti-racism seminars and resources with the aim of fixing the fashion industry. This week, Danielle joins Lily in a conversation about writing her memoir, the trap of perfectionism, and the role white supremacy plays in the pursuit of perfectionism in love and in life.

Links:

Danielle’s new book!
Danielle’s website
Danielle on TikTok
Talking Body Image, Diet Culture, and Your Dating Life with Chrissy King
Date Brazen on Instagram
Date Brazen on TikTok

Show notes:
https://www.datebrazen.com/blog/releasing-perfectionism-with-danielle-prescod

 

04 Jan 202291. Episode Spotlight: Envision your future partner meditation00:21:54

I have something special for you this week; a future-self meditation. Yes, that’s right, I am going to walk you through a 10-minute meditation that will help you to embody the feelings you want to have in your future relationship. It will allow you to release the tension and suspend your disbelief that there is more for you.

SHOW NOTES:
https://www.datebrazen.com/blog/episode-spotlight-envision-your-future-partner-meditation

 

30 Mar 20208. How to be well in a season of hard feelings with Helanah00:39:04

By the end of this episode, you’re going to have a self-care action plan to be well in the midst of a hard season.

Find all the info and links from today's episode in the show notes: datebrazen.com/podcast.

31 May 2022110. Better Sex with Pleasure Expert Danielle Savory00:49:21

This week we are talking about how to create a pleasure-filled sex life with or without a partner. Joining me in this episode is pleasure expert Danielle Savory. Danielle weaves together her background in neuroscience, her expertise in mindfulness, and her skills as a coach to help women rewire their brains, connect with their bodies, and take an empowered approach to their sexuality.  Join us for this bold, empowering, and juicy episode! 

Hot-takes from this episode:

  • The mind-body connection and embracing your sexuality 
  • Your dream sex life will keep growing and evolving as you grow and evolve too
  • How the practice of self-compassion can shift your sex life
  • Getting your needs met when you don't have a sexual partner!
  • We redefine the idea of casual sex
  • What it means to live as a "turned on woman"

Links and resources:

SHOW NOTES:

https://www.datebrazen.com/blog/better-sex-with-danielle-savory

 

18 Feb 2025231. How To Shoot Your Shot 100% of The Time00:18:11

If 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 enjoy the process (yes, really).

Here’s what you’ll learn:

💥 Why I DON'T believe in the advice "If he wanted to he would"

💥 Why "shooting your shot" is a dating superpower

💥 The confidence shift that makes asking for what you want feel good

This episode is all about bold moves and big results. Listen now and start shaping your love life on your terms.

 

Main Character Dating is now open for enrollment.​ Join now.

 

Links:

Get Lily’s Book, Thank You More Please HERE.
 
Follow Lily on Instagram and Tiktok.
 
Subscribe to Lily’s Youtube channel HERE
30 Nov 202186. A loving pep talk: From slow burn to soul-quenching support00:16:33

This episode is an invitation to explore what is beneath the surface and bring space and curiosity to what your dating life and your personal life can truly be. I’ll explore some of the reasons why you may be hesitant to work with a dating coach and some ways to overcome these mindset blocks.

SHOW NOTES:
https://www.datebrazen.com/blog/from-slow-burn-to-soul-quenching-support

APPLY FOR THE BRAZEN BREAKTHROUGH:
https://date-brazen.mykajabi.com/BrazenBreakthrough

12 Mar 2024187. All about speed dating with Maxine Simone Williams, founder of We Met IRL00:32:18

Are you tired of swiping left and right, endlessly scrolling through dating apps, hoping to find a genuine connection? In this episode, Lily welcomes Maxine Simone Williams, the creative powerhouse behind a New York City-based initiative, We Met IRL, reshaping how people meet and mingle, diving deep into the world of speed dating and real-life encounters.

Maxine shares her journey of building We Met IRL and why her speed dating events make dating fun again. Plus, Lily and Maxine tackle common dating concerns like handling rejection at speed dating events or overcoming social barriers for the shy and introverted. 

Tune into this episode as Lily and Maxine journey beyond the screens, where in-person connections thrive.

They get into:

  • Dating assumptions that these events challenge  - making dating fun again! 

  • Are dating apps the only way people are meeting people?

  • Instagram vs Phone Number: what to give out when meeting IRL

  • What if nobody chooses me at speed dating

  • How to go about meeting people in real life or speed-dating if you are shy or introverted 

Links:

Pre-order Lily’s upcoming book, Thank You, More Please!

Get Instant Access to Creating a Confident and Joyful-as-fuck Dating Life That Makes the Right Relationship Inevitable

We Met IRL on TikTok @wemetirl

We Met IRL on Instagram @wemetirl

Show notes:
http://datebrazen.com/blog/speed-dating-with-maxine-simone-williams

 

 

26 Nov 2024223. Stressed about your dating life (and nosy questions) during the holidays? This is for you.00:22:30

Stressed 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 questions with confidence while staying grounded and true to yourself. Tune in for the best strategies for setting boundaries, saying “pass the peas” to nosy questions, and finding joy in the season without letting holiday stress or stress about your dating life get in the way.

You’ll learn:

  • How to spot the self-judgment trap 
  • Why self-compassion is the antidote to self-judgement
  • Boundaries that slay: “You don’t owe them your story” becomes your mantra for keeping nosy questions in check
  • Active self-care strategies that keep you thriving 
  • How to build a joy plan that sticks 

Links:

Register for The Late Bloomer's Guide to a Confident Holiday Season

Dr. Kristin Neff - SelfCompassion.org
Self-care Activities for Women, Dr. Cicely Horsham-Brathwaite

 

08 Feb 202295. What to do when you're jealous of your coupled friend00:20:29
Jealousy can be a scary emotion for a lot of women.  With Valentine’s Day coming up, you may have some complicated feelings about yourself, about your love life intermixed with some feelings of jealousy. 

In this episode, I dispel jealousy myths and talk about what to do if or when you are feeling jealous. I’ll also give you some of my hot takes about why jealousy isn’t bad, how to hold yourself with compassion, and move forward powerfully.

Remember, jealousy is not something that excludes you from attracting more, it just means you are human. 


Are you all in for the Brazen Galentine Extraganva? Learn how to create your most joyful, courageous love life. Instead of figuring it out “one day", join me and other courageous, strong, and amazing women in building a solid game plan to reach your desires right now. It's free to join, click this link to register and save the date for February 13th 💜

Hot-takes from this Episode: 

  • Why it’s hard to feel negative emotions, such as jealousy.
  • Journaling prompt: What story are you making up about feeling jealous?
  • Your feelings are your feelings and you get to have them.
  • A reminder that desiring something is normal.
  • Notice where you are feeling jealous in your romantic life.
  • Think about: What the feeling of jealousy is meant to teach you about yourself.

Here Are The Links & Resources Mentioned In Today’s Episode:

SHOW NOTES: https://www.datebrazen.com/blog/what-to-do-when-youre-jealous-of-your-coupled-friend

21 Jul 202021. How Maya Found Love00:45:36

Looking to transform your dating life? Well, this week I am sharing a conversation with my former client, Maya.  Last year, Maya went through my coaching experience, The Brazen Breakthrough.  In this episode, we walk through what Maya’s dating life was like before working with me, the blocks she had, how her life transformed after the Brazen Breakthrough, and how she found love. Your dating life does not have to suck. It’s time to transform too.

SCHEDULE A FREE CALL WITH LILY → https://bit.ly/306ZRQx

DATE BRAZEN INSTAGRAM: https://www.instagram.com/datebrazen/

SHOW NOTES: 
https://bit.ly/2CpETVg

 

24 Sep 2024215. How to ask for exactly what you want, nurture big dreams, and overcome your fear00:47:11

Want to know how to ask for exactly what you want, nurture your biggest dreams, and crush your fears along the way? You’re in luck!  Lily and her guest break down how to tap into your main character energy and own every aspect of your life.

In this episode, you'll learn how to reclaim the parts of yourself you’ve left behind, nurture your inner light, and permit yourself to ask for – and actually receive – what you truly want.  

We get into:

  • The disconnect between showing Main Character Energy on the outside but not feeling it internally
  • Giving yourself permission to take the chance and truly nurture your own needs
  • The power of finding support through a community coaching space and receiving collective encouragement
  • The challenges of asking for what you want, and learning that sometimes it’s about asking less of yourself and allowing others to show up for you
  • How slowing down, even during success or failure, doesn’t stall your growth
  • Understanding that listening to your desires only fuels more of them
  • The willingness to embrace more joy and actively seek it out in your life
  •  

Links:

RSVP for Take That Risk with Confident Main Character Energy

Show notes:
http://datebrazen.com/blog/ask-for-what-you-want-mce

13 Sep 2022124. The “Thank You, More, Please!” Challenge!00:08:28

This week’s episode is all about the “Thank you, more, please!” challenge. This challenge is a powerful tool for those of us who were taught, “What you want, does not exist.” Listen in as Lily dares you to look for evidence that what you want DOES exist, in your love life, in your professional life, and beyond.  Tune into this short episode to hear how to implement this challenge into your life, today. 

Links and resources:

Show notes:
https://datebrazen.com/blog/thank-you-more-please

 

27 Dec 2022135. How to create your essence-based preferences00:27:17

This episode has been a long time in the making. It's all about how to claim your essence-based preferences. Lily is taking you on a deep dive into what essence-based preferences are, how they are helpful to your dating life, how to know if you're being too rigid, and how to create them for yourself. This is a juicy episode that you’re going to want to listen to time and again! 

Hot-takes and How-tos from this episode:

  • How do you know if you're being too "rigid"
  • Essence-based preferences can apply to everything that you want
  • Figure out how to get to the root of what you want by crafting your personal love-life vocabulary

Links:
The Brazen Breakthrough
Brazen Coaching Party + Brazen Breakthrough Info Session
Episode 26: How to navigate money in your dating life

Show notes:
http://datebrazen.com/blog/essence-based-preferences

28 Mar 2023148. How to get out of scarcity decisions in dating00:23:14

This week Lily is addressing two common questions asked by participants of her upcoming LIVE training. In this episode, Lily discusses how to get out of scarcity decisions in dating, how to feel worthy of what you want, and how to center yourself in your dating life. 

This episode is a reminder to look critically at your dating patterns with self-compassion and embrace an abundance mentality. By doing so, you'll be on your way to finding the magical love you deserve. 

Workshop Alert! For folks catching this episode on the day and year that it drops (March 28th, 2023): Tonight is Lily’s live training, “Create a Joyful-As-F*ck Dating Life!” You don’t want to miss it! Lily is going to teach you how to build a dating life that both feels incredible and attracts the right partner with ease. Go here to RSVP!

Hot-takes and how-tos from this episode:

  • Why it's important to look at dating patterns with self-compassion

  • Recognizing you are deserving of love and affection 

  • By interrupting the pattern of centering someone else, you can focus on your own desires and center yourself in your dating journey

  • The abundance mentality and the belief that what you want exists 

Links:
Join us for the Create a Joyful-As-Fuck Dating Life Workshop TONIGHT (3/28/23)!
Join the Brazen Breakthrough
Date Brazen on Instagram
Date Brazen on TikTok

Show notes:
http://datebrazen.com/blog/get-out-of-scarcity-decisions-in-dating

16 Nov 202184. How to move through your holiday dating anxiety00:24:49

In this episode, I provide you with action-oriented information on how to handle holiday dating anxiety and stress; both internally and externally. You’ll get strategies that will help you feel amazing, and move forward with power and confidence in your love life. Plus, I’ll share some ways to respond to others who ask you about your dating life.  I created this episode to offer you some support and normalize your experience during the holidays and beyond.

SHOW NOTES:
https://www.datebrazen.com/blog/how-to-move-through-your-holiday-dating-anxiety

 

25 Feb 20202. How to move on from your ex AND find the best relationship of your life00:14:35

“How do I move on with my dating life after a really hard breakup?”

It’s a question I get all the time, and today I have the answer for you.

In this episode, I’m getting really vulnerable and sharing about my most recent ex with the help of the Brazen Relationship Reflection Guide (which you can download for yourself in our show notes here!).

Reflecting on your past relationships can be tough (it was for me). And it’s also the key you need to find the best relationship of your life.

Let’s supercharge your dating life (or current relationship) together right now!

Find all the info and links from today's episode in the show notes: datebrazen.com/podcast.

11 Apr 2023150. "Who should pay on a first date?"00:15:58

Listen in for Lily's piping hot feminist take on a listener question about "Who should pay on a first date?"

Sign up for The Brazen Breakthrough Waitlist

Download my free Guide to Make Dating Feel Like Self-Care

12 May 202014. How to build an abundance mindset in your dating life00:25:11

If you feel like it's hard (near impossible) to have an abundant, powerful dating mindset, then this episode is for you.

And if your environment is making it hard to have a powerful dating mindset, this will give you the framework to feel more in-control of your dating life.

Grab all the resources we discussed in today's episode here--> datebrazen.com/podcast

09 Mar 202151. Lessons from The Brazen Breakthrough: Claiming your deeper preferences 00:14:46

This week I walk you through how to claim a bold vision for your dating preferences and why doing so is essential for your dating life. When it comes to preferences, most people are very aware of their checklist preferences - things like age, height, location, religion, and education. And, this is where most people stop. But you can deepen your checklist preferences. In this episode, I’ll show you how. Additionally, you’ll learn how having clear, essence-based preferences can aid you in making empowered choices about dating with ease.

SHOW NOTES:
http://datebrazen.com/blog/claiming-your-deeper-preferences

DATE BRAZEN ON INSTAGRAM:
http://instagram.com/datebrazen

 

02 Jul 2024203. If you want to write a book, this is for you with Richelle Fredson00:41:29

Ever dreamed of writing a book or want to share your story and ideas? If so, this episode is for you. Lily welcomes Richelle Fredson, her incredible book proposal coach, on the show. Without Richelle, Thank You, More Please would still be a dream! We're diving deep into main character energy and how to bring it to your writing and publishing journey. We're talking about what it takes to get published, the importance of sharing your story, and how to boldly step into the world with your unique voice.

For nearly 20 years, Richelle has been a powerhouse in the book publishing industry. Known as the "six-figure book coach," she's worn many hats: publishing guide, guest teacher, and marketing strategist for bestselling authors. Now, she's here to help aspiring authors develop standout book concepts, killer book proposals, and vibrant online communities. Get ready to embrace your main character energy and share your story with the world, even if you don't think you're ready yet.

We get into:

  • Conquering the anxiety of "shooting your shot"
  • Flipping the script on imposter syndrome: embracing bold, messy action
  • Richelle's take: "Who gets to write a book and who gets published?"
  • Diving in: "You can start before you think you’re ready"
  • The real talk on getting a book published
  • The book proposal: your golden ticket to traditional publishing and ultimate self-advocacy
  • Overcoming comparison and self-doubt to start telling your story

Links:

Richelle’s website

Richelle’s podcast Bound + Determined

Lily on Richelle’s podcast

You can pick up your copy of Thank You, More Please where all books are sold right now, and sign up for our book club at datebrazen.com/book!

Show notes:
http://datebrazen.com/blog/write-a-book-richelle-fredson

 

14 May 2024196. How Julianne attracted a feminist man and is building an epic partnership00:47:15

If you date men and have ever wondered if the feminist partner you want exists, this episode is for you!  This week, we explore the Brazen Breakthrough tools, mindset shifts, and strategies that Client Julianne applied to attract a feminist man and is now building an epic partnership.  

Lily and returning guest Julianne dive into the evolution of Julianne's love life since her last podcast appearance. They discuss the importance of self-trust, essence-based preferences, and the empowering shift from muscling through dating to co-creating a fulfilling relationship. 

This is a must-listen episode for anyone wondering if their ideal partner exists.

We get into:

  • How Julianne used the Brazen Breakthrough tools to attract a proactive, feminist man her way

  • How attraction is an essence-based preference

  • Co-creating a relationship with someone can be fun!

Links:

Lily’s book, Thank You More Please, is available for preorder right now and you can grab it and the preorder bonuses with this link!

The Brazen Breakthrough

Show notes:

http://datebrazen.com/blog/how-julianne-attracted-a-feminist-man

 

29 Aug 2023Episode Spotlight: Three steps to be the boss of your dating life (and kiss overwhelm goodbye)00:24:17

Over the next three weeks, we are inviting you to enjoy Date Brazen Spotlight episodes. We’re dusting off some of the most listened-to episodes and sharing them with you! This week, we are taking a trip all the way back to when The Date Brazen podcast first started, with an episode about how to be the boss of your dating life! Let’s get into it. 

BAD ADVICE ALERT: "Dating is a numbers game."

Lily tackles one of the biggest problems people face in dating - the “Numbers Game.”

This common piece of dating advice is hurting your dating life. Lily shares why and what you can do about it. Listen to this episode to hear the three steps to find better dates in less time!

Find all the info and links from today's episode in the show notes:  https://www.datebrazen.com/blog/episode-1

 

19 Jul 2022117. A conversation with my coach all about sexual agency with Dr. Juliana Hauser00:52:26

We are getting vulnerable on the podcast this week. Dr. Juliana Hauser returns to the show to talk more about sexual agency.  After Dr. Juliana’s last podcast appearance, Lily participated in Revealed, Juliana’s program about sexual agency in a community setting. This episode is an opportunity to be in the room while Lily talks to her coach about what it was like to dive deep into the experience of sexual agency, what it is, and how it can affect your life. 

“When you get to reclaim who you are, excavating your story and understanding it on your own terms, then you really gain a different level of confidence in knowing who you are; so that you can make decisions with purpose, intention, and agency moving forward.” Dr. Juliana Hauser

Hot-takes from this episode:

  • Dr. Juliana and Lily share their experiences about being a part of each other’s work (4:31)

  • Excavating your stories and how doing so encourages owning your sexual agency (9:55)

  • The first place to be in discomfort is with curiosity (14:15)

  • Lily shares the most powerful lessons learned from her time in Revealed (16:49)

  • All of the fears that came up for Lily when doing work toward sexual agency (23:31)

  • What is the value of knowing your sexuality and understanding your sexual story? (26:13)

  • Agency is the headliner of the essence of who we are (29:17)

Links and resources:

Show notes:
https://www.datebrazen.com/blog/a-conversation-about-sexual-agency/

 

 

 

26 Mar 2024189. Body liberation, Dating, and Black Joy with Jessica Wilson, MS. RD.00:40:41

We're diving into the intersection of body liberation, white supremacy, and dating with the incredible Jessica Wilson, MS. RD. As the author of "It's Always Been Ours: Rewriting the Story of Black Women's Bodies," Jessica brings her expertise as a dietitian, storyteller, and community organizer to the forefront. Together, Lily and Jessica explore the interplay between shrinking our bodies in response to white supremacy and shrinking our desires, unpacking how Black and Brown women can reclaim their body liberation and prioritize care in the dating world.

We get into:

  • The interplay between shrinking our bodies in response to white supremacy and shrinking our desires
  • Jessica’s view on how Black and Brown women can reclaim their body liberation and prioritize care in the process of putting themselves out there in dating
  • “Your body is not the problem,” 
  • Spaces to seek out body liberation support and community
  • How do we set boundaries for those, not on the same page or path with body liberation? 
  • Jessica’s favorite moment of Black Joy since writing her book

Links:

Pre-order Lily’s upcoming book, Thank You, More Please!

Jessica’s website

Jessica’s book, It’s Always Been Ours

Show notes:

http://datebrazen.com/blog/body-liberation-dating-and-black-joy-with-jessica-wilson

 

26 Apr 2022106. Dating only one person at a time00:28:13

If you have decided you only want to date one person at a time, but aren’t sure how to go about it - this episode is for you! Today, I am talking all about how to navigate dating multiple people at once, dating one person at a time, how to know what is right for you, and how to express your wants and needs to a potential partner.

This episode is an invitation to give yourself permission to want what you want. If what you want is to date multiple people at once, go for it. If you want to date one person at a time - go for it. You are the CEO of your love life. 

Hot-Takes from This Episode:

  • What to do when you feel like wanting to be exclusive feels like you are being too much
  • How to define your boundaries around commitment
  • Plus, expressing and understanding your commitment preferences
  • Think about: "What are you hoping for in your dating life? What are you excited to happen in your dating life?"
  • Give yourself permission to focus on one person at a time. The right person for you will choose you, too.
  • Encouragement to map out your expectations/preferences for monogamy/exclusivity 

Here Are The Links & Resources Mentioned In Today’s Episode:

SHOW NOTES: https://www.datebrazen.com/blog/dating-only-one-person-at-a-time

22 Feb 202297. Is an emotionally intelligent AND attractive partner possible?00:30:55

“I can’t expect to have an emotionally intelligent partner and be attracted to them.” Woah. If you are thinking to yourself, “Yes, that’s me. I think that!” Then yes, friend, that is where we are going today. In this episode, I help illuminate this story you have been carrying around about your love life, help you to excavate it, gently, and come out the other side feeling more in control. 

So yes, you have a lot of expectations and desires for your dating life. Your job is not to know how things are going to happen. Your job is to ask for what you want and to learn how to overcome patriarchal narratives that have been keeping you confined. 

Tune into this episode as we hold space for your human experience and rewrite narratives that have been holding you back from the expansiveness of who you are! 

Hot-takes From This Episode: 

  • What is an emotionally intelligent partner, anyway?
  • How to describe and attract what you desire.
  • Confirmation bias: if your brain has decided what you want doesn’t exist, your brain will continue to look for that evidence! 
  • Wanting what you want means starting to look for evidence that what you want DOES exist. 
  • Consider: What does attraction mean to you? 
  • Moving from an Either/Or mindset to a Both/And mindset.
  • The patriarchal influence on your dating life. 
  • Journal: What is a thought that feels useful and true? 

Here Are The Links & Resources Mentioned In Today’s Episode:

Show notes: https://www.datebrazen.com/blog/is-an-emotionally-intelligent-and-attractive-partner-possible

 

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