Quirky Questions Bring Jazz to Beethoven

Curiosity about people sets you apart. Questions tell people they matter.

People don’t love being around you because you’re brilliant. They love being around you because they feel brilliant when they’re with you.

Magnetic people don’t try to impress. They’re easily impressed.

Quirky questions bring jazz to Beethoven. Image of a toucan in a suit.

Ask Quirky Questions:

Conversations usually feel like sheet music. But leaders improvise.

Being interesting begins with being interested. Ask something unexpected. Then ask the second question.

  1. What’s a place you’ve visited that left a lasting impression on you? Why do you think that’s sticking with you?
  2. What’s the most interesting thing you’ve read or watched recently? What’s interesting about that?
  3. Who has had a positive influence on your life? How are you like that person today?

Second questions reveal deep realities.

Curiosity in Short Interactions:

  1. What’s the best part of your day so far?
  2. What are you looking forward to?
  3. Anything fun happening today?
  4. What’s working?

More Questions:

Bring jazz to Beethoven. Unpredictable curiosity works when you’re playful and positive.

  1. If you could be a movie star, who would you be?
  2. What’s a weird talent you wish you had?
  3. If your life were a TV show, what would it be?

Pro Tips:

Quirky questions feel weird when they’re completely out of character. Choose informal moments.

  1. Before a meeting—what’s the worst meeting you ever attended before you came to this company?
  2. While drinking coffee—what animal do you become when you miss your coffee in the morning?
  3. While discussing work—what’s your spirit animal in the office jungle?

Warning:

Share a bit of yourself. Good conversations aren’t interrogations. But don’t steal the focus.

Don’t simply start a conversation—create a moment.

Action tip:

If this is new to you, test it out with a friend. Be transparent. Tell them you’re learning to have vibrant conversations.

What questions jazz up conversations and strengthen connections?

15 Questions that Change the Way People Think

The Power of Curiosity