Peter Pan Syndrome w/ Michael Lenoci • Help Me, I'm Single Episode 11

Blaine Anderson • Matchmaker & Dating Coach

Blaine Anderson • Matchmaker & Dating Coach

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Thanks for joining episode 11 of Help Me, I'm Single! This is a new concept, so please share what you liked, what you didn't like, and any improvement ideas for future episodes in the comments. I'll do my best to take your feedback into account for future episodes ❤️

Also, if you want an update on Shannon's dating journey, comment below, and I'll try to fill you in!

You can't make this stuff up! The dashing Michael Lenoci joins Blaine to figure out the dating life of Boss Lady Shannon + we have the CRAZIEST MATCHMAKING MOMENT IN THE HISTORY OF PODCASTING!! Plus, what is Shannon's upper age limit? Why do all her exes have Peter Pan Syndrome? Would you date a man who makes less money than you? Should you Facetime before the date? Is it okay to give dating ultimatums?

Chapters:
00:00 Teaser & Introduction
00:45 Meet Shannon: 42, Newport Beach, VP of Sales
01:58 What’s Missing in Her Dating Life
02:39 Marriage, Kids & Being a “Bonus Mom”
04:24 Why She Quit Dating Apps
05:38 Matching With Someone IRL After the App
06:48 Is FaceTiming Before a Date a Game Changer?
08:35 Is She Intimidating Men?
09:44 Masculine vs Feminine Energy in Dating
11:01 What Kind of Man Isn’t Intimidated by Her
12:26 Dating Outside Orange County
13:50 Are Dating Apps Actually Built for Long-Term Love?
15:54 Friends Refusing to Set Her Up (And Why)
16:30 Money, Power & Relationship Dynamics
17:56 Oldest Daughter Syndrome & Caretaking
20:26 Letting Men Show Up for Her
21:56 Wasting Time With Emotionally Unavailable Men
23:53 When to Walk Away (Especially After 35)
25:47 Dealbreakers: Divorce, Readiness & Marriage
27:00 What She’s Really Looking For in a Partner
28:23 The Case for a “Calm Masculine” Man
30:10 Physical Preferences & Height Reality Check
32:17 How Dating Standards Shift With Age
34:12 Partnership, Lifestyle & Long-Term Vision
35:23 Golf, Skiing & Where the Men Actually Are
37:57 Why Newport Beach Dating Is Brutal
38:35 Age Range & Regional Dating Differences
45:38 Could Her Man Be in Texas?
47:41 Long-Distance Dating at This Stage of Life
49:56 Surprise Matchmaking Moment Begins
51:13 LIVE FaceTime With a Potential Match
54:51 First-Date Energy & Matchmaker Wins
56:36 Final Advice & Where to Find Everyone