3 Easy Ways to Improve Conversation Flow

Here are my personal techniques to effortlessly transition from one conversation to another. This can be useful to progress from small talk to meaningful conversation.


Tip #1: When you want to discuss a random question or topic, be your own wingman by starting off with:

  • “My friend asked a great question the other day” or, “my friend told me a great story the other day.”

This would be the best time to begin your story. Then redirect the conversation by asking for their input:

  • What are your thoughts?”
  • “What do you think I should do in this situation?”


Tip #2: Begin your questions with “how” or “why” to encourage more storytelling responses:

  • “Why did you decide to travel there?” 
  • Why did you choose that career path?”
  • “How has that experience or opportunity been like?”

The beauty of these questions lies in people’s responses. Contrary to simple yes or no answers which can halt a conversation altogether. Encourage thought-provoking interactions by avoiding questions such as “what is your job?” “what did you do there?”


Tip #3: Open the conversation with a personal or vulnerable story.

This is a great way to transition into difficult conversations. Keep in mind which area you would like to focus on. This can include anything on your mental, physical, emotional, or spiritual well-being.

Remember to be cognizant of the other person by asking one of the following questions:

  • “Have you had a similar experience?”
  • “What have you been working on?”
  • “What are you looking forward to?”
  • What have you been struggling with?”

Others are more likely to open up when you exemplify your own vulnerability.


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