Almost 30

827. Why Dating Feels Harder Than Ever Today (+ The Mindset Shifts You Need)

Dec 16, 2025
Kristen R. Chandler, a relationship expert and bestselling author, delves into the challenges of modern dating. He discusses how dating apps and social media shape unrealistic expectations. Stephen offers strategies for attracting quality partners and emphasizes the importance of self-awareness. He highlights the influence of childhood experiences on adult relationships and the significance of aligning values. With insights on finances and discipline, Chandler guides listeners on dating intentionally and maintaining healthy boundaries.
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INSIGHT

Expectation Inflation In Dating

  • Modern dating shows unrealistic expectations and faster write-offs driven by social media and apps.
  • Stephen Chandler says people expect a ten-year relationship to appear in week one, harming sober judgment.
ADVICE

Prioritize Work Ethic Over Salary

  • Don't focus only on income; evaluate a partner's work ethic and vision instead.
  • A man with vision and work ethic will likely recover from temporary financial setbacks, Stephen advises.
ADVICE

Start With Your Destination

  • Decide your long-term destination before dating so you can choose compatible partners.
  • Stephen recommends asking where you want to end up at 65, 75, 85 to guide dating choices.
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