In this vulnerable and wisdom-packed episode, Lily sits down with Liz, a former Main Character Dating client, to talk about what it really takes to come back to yourself after a heartbreaking, sudden breakup—and how that healing work can lead to the most aligned love of your life.

Together, they discuss:

• Why we feel “behind” in dating (especially as queer late bloomers)

• The emotional labor we carry as single people and how to release it

• How to trust yourself again after a breakup or identity shift

• The shame-desire cycle and how to break it

• Liz’s journey coming out later in life and finding queer love with deep emotional resonance

• What self-trust really looks like after pain

Whether you’re newly single, starting to date again, or exploring your sexuality later in life—this conversation will meet you with compassion, truth, and the reminder: you’re not too late, and you don’t have to settle.

Work with Lily:

3 Steps to Attract the Right Partner as a Late Bloomer
If you’ve felt behind in dating, this free training is for you. Learn how to:

• Release embarrassment and claim what you really want

• Attract dates without overthinking or scarcity

• Build a joyful, unbothered dating strategy rooted in feminist self-trust

RSVP here- https://www.datebrazen.com/training

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

🔗 Book: Thank You More Please

🔗 YouTube Channel

🔗 TikTok

🔗 Instagram

Today's podcast episode is a coaching session with Michelle. She's in her 50s, divorced after a 24-year marriage, and getting back into dating after being with one person her whole adult life.

In this raw and powerful coaching session, we unpack the overwhelm of dating apps, the anxiety of being “naive,” and the pressure late bloomers feel to already know how dating is supposed to work.

Michelle shares how:

→ Dating apps make her feel panicked in 3 minutes or less

→ She’s afraid she missed the memo on how to flirt or date

→ All she really wants is a partner to laugh with at a family campsite, but dating feels like an IMPOSSIBLE way to get there.

We talk about self-compassion, letting go of judgment, and what it means to stop settling—not just for the wrong relationship, but for a miserable dating life.

📺 Or watch the video version on YouTube! (@datebrazen)

Work with Lily:

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

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

🔗 Book: Thank You More Please

🔗 YouTube Channel

🔗 TikTok

🔗 Instagram

In this very first live coaching session on The Date Brazen podcast, you’ll meet Ellie—an amazing, big-hearted late bloomer who's never had a romantic relationship, and who thought dating was something she missed the memo on. Sound familiar?

Together in this episode we explore:

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

• How to process feeling behind in your dating life

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

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

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

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

Sign up at datebrazen.com/lets-go

Work with Lily:

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

🔗 Book: Thank You More Please

🔗 YouTube Channel

🔗 TikTok

🔗 Instagram