Knowledge Marketplace
My First Million

My First Million

The best business ideas come from noticing what's working and doing it better, faster, or for a different audience.

Back to Playbooks

Become genuinely interesting to talk to on dates through curiosity and engagement

People who struggle with dating conversations or get feedback about being boring

Immediate implementation, improves with practice over weeks

What Success Looks Like

Dates where the other person talks enthusiastically about themselves and wants to see you again

Steps to Execute

1

Ask 'what are your interests?' as a reliable conversation starter

2

Focus on support responses that help them go deeper rather than shift responses that redirect to you

3

Ask follow-up questions about details they mention

4

Remember specific things they tell you and reference them later

5

Show genuine curiosity about their experiences and perspectives

Checklist

Asking more questions than making statements about yourself
Following up on details they mention
Avoiding immediate redirects to your own experiences
Showing active listening through body language and responses
Demonstrating genuine curiosity rather than just politeness

Inputs Needed

  • Genuine curiosity about other people
  • Ability to listen without immediately planning your response
  • Basic empathy and emotional intelligence

Outputs

  • More engaging conversations
  • Dates who feel heard and interesting
  • Higher likelihood of second dates
  • Better connection and rapport building

Example

“Instead of responding to 'I'm training for a marathon' with 'I ran a 5K once,' you ask 'What got you into long-distance running?' then follow up with questions about their training experience, goals, and what they love about it.”