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Apr 2025
50m 4s

The More Ambitious The Woman, The Harder...

Dear Media, Lindsey Metselaar
About this episode

We are diving into the notion that men may be intimidated by accomplished women. Is it a myth? Or is there some truth to it? What is the deal with the whole “leaning into our feminine?” I did some market research with single guy friends who gave their opinions. We also discuss how it feels for a man to marry into money, Craig’s comment on Summer House, and some White Lotus thoughts. 


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00:09 The Challenges of Ambitious Women in Dating

01:21 Men's Perspectives on Ambitious Women

12:14 The Reality of Modern Relationships

20:36 Multitasking: Men vs. Women

21:37 Expectations of Women vs. Men

23:36 The Role of Children in Relationships

26:58 Dating Women from Wealthy Families

35:08 Balancing Ambition and Femininity

40:25 The Contradictions Women Face


Produced by Dear Media.

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