Are Men Afraid of Dating Powerful Women? episode artwork

EPISODE · Sep 24, 2025 · 18 MIN

Are Men Afraid of Dating Powerful Women?

from Saying Yes Again: Helping midlife singles and couples rewrite their love story.

In this episode of "Saying Yes Again," hosts Dr. Lisa and Tony discuss the challenges and rewards of dating professional, powerful women. They explore why some men feel intimidated by women in leadership roles, examining issues such as ego, power dynamics, and societal expectations. Drawing from their own relationship, they emphasize the importance of support, communication, flexibility, and mutual respect. The conversation encourages both men and women to look beyond titles and income, focusing instead on partnership, authenticity, and celebrating each other's strengths. The episode concludes with practical advice and a promise to continue the discussion in a future episode. Setting the Stage: Dating Powerful Women (00:01:50) They introduce the main topic: why some men are intimidated by dating professional, powerful women. Men's Perspective on Intimidation (00:02:11) Discussion on why some men avoid dating women in leadership roles due to ego and traditional roles. Power Dynamics and Relationship Shifts (00:04:00) Exploring how a woman's professional status can shift relationship dynamics and challenge traditional expectations. Seeing Beyond Titles and Income (00:05:12) Emphasizing the importance of valuing each partner's contributions beyond job titles and salaries. Support and Mutual Respect (00:06:14) Tony and Lisa discuss the value of supporting each other's professional achievements and not feeling threatened. Ego, Gender Roles, and Societal Expectations (00:07:39) Examining how ego and societal norms influence men's attitudes toward dating professional women. Balancing Dominant Traits at Home (00:09:03) Conversation about bringing work personas home and the need for balance and partnership. Tips for Dating Professional Women (00:11:07) Tony shares practical advice: be supportive, flexible, and authentic when dating professional women. Flexibility and Communication in Relationships (00:13:04) Highlighting the importance of flexibility and communication due to non-traditional work schedules. How Professional Women Feel About Apprehension (00:14:34) Lisa shares how it feels when men are hesitant to approach professional women, emphasizing the desire to be seen beyond titles. Personal Story and Episode Wrap-Up (00:15:45) Tony recounts meeting Lisa without knowing her profession, and they wrap up the episode with closing thoughts. Preview of Part Two and Farewell (00:16:47) Announcing a future episode to further discuss challenges for professional women in dating, and encouraging listeners to subscribe.

Episode metadata supplied by the publisher feed · Published Sep 24, 2025

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This episode was published on September 24, 2025.

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