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How to make difficult conversations simpler (Part 2 with Travis Dalrymple)

An episode of the The Art and Science of Difficult Conversations podcast, hosted by Chris Wong & Lucie Tesarova, titled "How to make difficult conversations simpler (Part 2 with Travis Dalrymple)" was published on March 24, 2026 and runs 22 minutes.

March 24, 2026 ·22m · The Art and Science of Difficult Conversations

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Summary: 

In part 2 of their conversation, Chris, Lucie, and Travis walk through practical strategies for having difficult conversations, asking effective questions, and improving communication in leadership. They also role play a performance conversation to show how asking questions and remaining curious can lead to powerful insights. 

In this episode, learn how to:

  •  Ask questions instead of making assumptions to understand others better.
  •  Use silence intentionally to give space for processing during conversations.
  •  Frame questions to avoid defensiveness, especially with sensitive topics.
  •  Prepare for difficult conversations by scheduling positive activities afterward.
  •  Practice curiosity and ask 'what' and 'how' questions to explore motivations.

 

 

About Travis:

Travis Dalrymple is a leadership advisor, author of How To Suck As A Leader, and the founder of The Leadership Lab—a program that helps small business owners and team leads stop managing people and start actually leading them.

From placing 3rd on America’s Got Talent to leading high-performing teams in the business world, Travis blends entertainment, strategy, and real-life leadership lessons to help people become the kind of leader others actually want to follow—not just tolerate.

He’s coached over 1000 entrepreneurs, fixed broken cultures, and taught teams how to lead themselves first, without the corporate jargon or BS. When he’s not coaching or speaking, you’ll find him golfing, hanging out with his family, or turning hard truths into Instagram reels. 

 

You can find him on IG @travdalrymple and you can grab your copy of How To Suck As A Leader at https://bit.ly/HowToSuckAsALeader

How to Suck as a Leader (Book) - https://a.co/d/09hOMoHQ

Travis Dalrymple on LinkedIn - https://www.linkedin.com/in/travisdalrymple 

 

Connect with us:

Email – [email protected]
Chris – https://www.myleadershippotential.com | www.linkedin.com/in/chriswonglmhc | download the Difficult Conversation Playbook for Leaders
Lucie – www.mindfittery.com | www.linkedin.com/in/lucietesarova and take the Saboteur Assessment

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