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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question_answer ANECDOTE
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.
question_answer ANECDOTE
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.
volunteer_activism ADVICE
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.
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Unlock the Power of Your Mind and Live Your Best Life Today
Lewis Howes
In The Greatness Mindset, Lewis Howes provides a comprehensive guide to transforming one's life by clarifying personal identity, discovering a meaningful mission, and overcoming self-doubt and fears. The book offers science-backed strategies, personal anecdotes, and step-by-step guidance to help readers define their passions, values, and priorities. It emphasizes the importance of a growth mindset, healing past trauma, and developing a clear and meaningful mission to live an authentic and fulfilling life.
Easy Money
Cryptocurrency, Casino Capitalism, and the Golden Age of Fraud
Ben McKenzie
Jacob Silverman
In this episode, we dive deep into the biggest challenges people face in dating — from rejection and insecurity to feeling like the odds are stacked against you.
Whether you feel stuck due to age, lack of experience, body image, or financial worries, this episode is packed with reframes, real-life listener questions, and practical mindset shifts to help you get out of your own way and start moving forward with confidence.
PLUS: A special interview with Lewis Howes on handling overwhelm, emotional regulation, and why taking imperfect action is the key to growth in both life and love.
✨ Main topics covered:
How to reframe limiting stories that are holding you back in dating
Dating with insecurities around age, experience, weight, or finances
Listener questions answered with real advice for building confidence
How to stop pre-rejecting yourself and “take yes for an answer”
Lewis Howes on emotional regulation, handling pressure, and showing up without perfection
Fun “Instant Reframe” segment to turn common dating obstacles into positives
👉 Want help reframing what’s holding you back? Ask Matthew AI here: Askmh.com
🎟️ Grab your early bird tickets for the MH Retreat here: MHRetreat.com