Take Your Shoes Off w/ Rick Glassman

Blaine Anderson - A Professional Dating Coach

Aug 27, 2025
Blaine Anderson, a professional dating coach and matchmaker, shares his insights on navigating modern romance. He discusses the impact of age and weight on dating perceptions and offers tips for crafting the perfect dating profile. The conversation dives into the intricacies of attraction, emphasizing the importance of shared values, communication, and authenticity. Blaine also reflects on the evolving expectations in dating, urging listeners to focus on emotional connections over transactional encounters. With humor and personal anecdotes, he makes dating challenges relatable and insightful.
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INSIGHT

Why 'Asshole' Traits Can Seem Attractive

  • 'Asshole' traits often signal confident directness and decisiveness, not cruelty.
  • Women sometimes prefer partners who can take the lead and ask for what they want.
ADVICE

Don't Over-Accommodate Early On

  • When someone cancels repeatedly early on, consider moving on instead of repeatedly accommodating.
  • Adjust your response by context: be flexible for known partners, firm for strangers to avoid seeming overly available.
ADVICE

Phrase Availability To Maintain Presence

  • Phrase scheduling messages to avoid sounding overly available by asking what works for the other person.
  • Prefer 'I'm pretty flexible this week, is there a specific day/time that works for you?' over listing many open slots.
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