Charisma through Conversation

On May 27, 2015 by Greg M

How to become a better conversation starter



I’m so tired of going out and meeting people only to have them ask the same questions over and over.

Where are you from?

What do you do?

Seriously! You know the types and you may be palming your face or shaking your head in shame. I know I used to be one of those people too. Until, I recognized that I wanted to attract people who were interesting into my life. Interesting people are attracted to other interesting people like a moth to a flame. I want you to become that flame. When high level presenters and motivators talk about motivating others, they try to ignite the flame in others. When you engage in conversation with high level people you want to ignite the flame in them. There is a science to the way we interact with each other. Society has ultimately given us the blank canvas to become anyone we want. Technically you could dress up like Batman and fight crime, but that would be a little weird and dangerous. It would also not be original. Be yourself and conjure up the interesting conversations that everyone wants to be a part of.The Art of Conversation

Here are some tips borrowed from someone who knows way more about this stuff than me Vanessa Van Edwards.


Killer Conversation Starters:

  • What personal passion project are you working on right now?
  • Who is the most interesting person you met tonight?
  • What was the best part of your day and the worst part of your day so far?
  • Did you see that viral ____ YouTube video? It was all over my social media today.
  • On a scale of 1 to undrinkable, how terrible is the wine?
  • So I’m not sure where to go on vacation this year.  Have you taken a good vacation recently?
  • Can I confess to something? I read an article about conversation tips. They had some ridiculous suggestions…
  • Any chance you read the news today? I missed it, and I’m dying to know what’s happening with [insert news topic here].
  • So, what’s your story?
  • I’m trying to make myself meet new people here instead of just talking to the usual suspects. Do you mind me saying hello and introducing myself?
  • So how do you spend your time when you aren’t at events like this?
  • Tell me about your business and what made you decide to become a_________. I love hearing people’s “why” stories”.
  • What do you like about your job?

Killer Conversation Openers:

1. Tell me about you.
 2. What’s your story?
 3. What personal passion project are you working on right now?
 4. Working on anything exciting lately?
 5. How do you know the host?
 6. Have you been to an event like this before?
 7. What was the highlight of your day today?
 8. What was the highlight of your week?
 9. What was the high-point and low-point of your day so far?
 10. Is this your busy season? Is this a busy time for you?

Greg Mason Pointing up

Continue the Conversation:


11. What are you doing this weekend…what’s your favorite thing to do on the weekends?
 12. What are your favorite restaurants around here?
 13. Keeping up with __sport__ recently?
 14. Can you recommend any unique cocktails here?
 15. All the food looks so good… I’m not sure what to get! What are you thinking? Or what have you tried?
 16. What a beautiful/cool/ugly/bizarre venue. Have you been here before?
 17. Did you see that viral ____ YouTube video? It was all over my social media today.

Deep Conversation:

Once you have started your conversation and you really want to uncover the deep stuff, ask some of these questions.
18. What’s your biggest fear?
 19. If you had to pick any character in a book, movie or TV show who is most similar to you, who would you choose? Why?
 20. What’s your biggest regret?
 21. When you were growing up what was your dream job? Is any part of that still true?

Thank you for taking the time to learn more about having good fun interesting conversation.

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