
242. "I Want Love—But I'd Like to Skip Dating, Please"-- Live coaching session
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...
17 Jun 20251h 5min

241. "I Stayed for a 4-Hour Date I Didn't Want to Be On" — Live Coaching Session for Late Bloomers
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 somethin...
10 Jun 20251h 2min

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 your shot as a late bloomer—without spiraling into ...
3 Jun 202538min

240. Late Bloomer Series: Feeling undesirable? Here's what to do about it
If you've ever feared that you're not attractive or desirable because it's never happened before, this episode is a must-listen. Lily breaks down the internalized fears many late bloomers carry—and ...
27 Mai 202513min

239. Late Bloomer Series: How to Flirt
If flirting feels awkward, forced, or like a foreign language—especially because you feel "behind" in dating—this episode is your new playbook. Lily breaks down her step-by-step approach to flirting I...
20 Mai 202524min

238. Late Bloomer Series: How to Start Dating (If You've Never Dated)
Are you a late bloomer wondering, "How the hell do I even start dating?" In this episode, Lily breaks down the exact 6-step roadmap to go from anxious and avoidant to confident and aligned in your lov...
13 Mai 202534min

237. Late Bloomer Series: How to Tell a Date You've Never Been In A Relationship
In this kickoff to the Late Bloomer Series, Lily gets real about how to tell a date you've never been in a relationship—without spiraling, oversharing, or self-abandoning. If you've ever felt behind i...
6 Mai 202527min

236. How To Stop People Pleasing (And Build A Stupidly Joyful Life)
Are you tired of living for everyone else's expectations... and ready to step into your own dang spotlight? 🎬✨ In this behind-the-scenes episode, I'm sharing practical tools to stop people-pleasing f...
29 Apr 20251h 17min




















