

289: How To Overcome Your Biggest Dating Insecurities
7 snips Mar 26, 2025
In this discussion, Lewis Howes, author and host of The School of Greatness, shares his insights on overcoming dating insecurities. He explores how to handle emotional overwhelm and emphasizes the importance of emotional regulation and taking imperfect action. The conversation dives into reframing limiting beliefs about age, experience, and self-worth that often hinder dating success. Listeners gain practical advice on building confidence, facing rejection, and embracing vulnerabilities as strengths in their romantic journeys.
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Matthew Hussey's Dating Insecurities
- Matthew Hussey shared his personal insecurity about finding a deep connection, fearing it might not exist for him.
- He also worried about his career making dating difficult, especially being recognizable on dating apps.
Stephen Hussey's Insecurities
- Stephen Hussey shared his past insecurity about his weight, feeling he needed to look a certain way to attract a partner.
- He also discussed the pressure men feel to be successful enough to be worthy of a partner.
Dealing with Lack of Experience
- Don't categorize yourself; many people experience similar insecurities about lack of dating experience.
- Focus on kindness and compassion in a partner, and don't make inexperience a headline on dates.