Podcast Episodes
Back to SearchEpisode Spotlight: Your Mid-Year Dating Plan: From Late Bloomer to Main Character
This episode is your mid-year reset, late bloomer style. Whether you've been dating with no luck, stuck in swipe fatigue, or haven't dated in 15 year…
1 year, 3 months ago
Episode Spotlight: Finding love as a queer late bloomer, building self-trust, and healing after heartbreak
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 c…
1 year, 3 months ago
242. "I Want Love—But I'd Like to Skip Dating, Please"-- Live coaching session
Episode 242
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 …
1 year, 3 months ago
241. "I Stayed for a 4-Hour Date I Didn't Want to Be On" — Live Coaching Session for Late Bloomers
Episode 241
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 romanti…
1 year, 3 months ago
Episode Spotlight: How to Shoot Your Shot (Even If You Feel Awkward)
Does the idea of making the first move in dating make you feel awkward AF? You're not alone. In this episode, I'm breaking down exactly how to shoot …
1 year, 4 months ago
240. Late Bloomer Series: Feeling undesirable? Here's what to do about it
Episode 240
If you've ever feared that you're not attractive or desirable because it's never happened before, this episode is a must-listen.
Lily breaks down t…
1 year, 4 months ago
239. Late Bloomer Series: How to Flirt
Episode 239
If flirting feels awkward, forced, or like a foreign language—especially because you feel "behind" in dating—this episode is your new playbook.
Lily …
1 year, 4 months ago
238. Late Bloomer Series: How to Start Dating (If You've Never Dated)
Episode 238
Are you a late bloomer wondering, "How the hell do I even start dating?"
In this episode, Lily breaks down the exact 6-step roadmap to go from anxiou…
1 year, 4 months ago
237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship
Episode 237
In this kickoff to the Late Bloomer Series, Lily gets real about how to tell a date you've never been in a relationship—without spiraling, oversharin…
1 year, 4 months ago
236. How To Stop People Pleasing (And Build A Stupidly Joyful Life)
Episode 236
Are you tired of living for everyone else's expectations... and ready to step into your own dang spotlight? 🎬✨
In this behind-the-scenes episode, I'm…
1 year, 5 months ago