Practicing Conversations with AI

Summary

In this episode, Andy talks with Joe Ferraro, host of the One Percent Better podcast and a coach who helps leaders have stronger conversations when the stakes are high. If you lead projects, you know how quickly a meeting, a status update, or a feedback moment can either build trust or quietly drain it.

Joe shares small, practical moves that make conversations more memorable and more useful. You will hear why being "good at talking" is not the same as being good at conversation, and how preparation can be a generous act toward the other person. They also discuss how to avoid default, predictable questions, how to turn a one-way presentation into something more interactive, and how to keep your composure when you feel defensive. Joe even offers a simple technique for pressure testing ideas without starting a fight, plus a listening cue you can use the next time you feel tempted to jump in.

If you're looking for insights on having better conversations that save projects and strengthen relationships, this episode is for you!

Sound Bites

• "And you know what's a great barometer there is for people listening to ask themselves on a daily basis? How many questions do they ask?"
• "But the reality is a generous conversation is one where you're prepared."
• "And the easiest path, the simplest path is to ask more questions and then listen, like your life depends on it."
• "The human ear driving, or on the treadmill or in a board meeting doesn't want to hear the same length answer every time from Andy or Joe or Sheila."
• "If you feel like you're bursting at the seams and you need to share something, that's when you know to hold it in and to focus on them."
• "I teach people the technique of inserting devil's advocate, where you, you don't wanna necessarily become the villain, but you say, you know, Andy, you know, it's a great point."
• "But when I go back to, to Mitch Albom one time, he paused seven seconds before I asked him, before he answered the question."
• "If you have a recorded conversation, simply ask it to pull out every question that was asked."
• "My favorite question to ask is the one that I think will elicit the best response for what I'm interested in learning in this moment."

Chapters

• 00:00 Introduction
• 01:44 Start of Interview
• 02:04 When Conversation Became More Than Talking
• 04:32 Curiosity as a Practical Advantage
• 05:47 Sending Questions Ahead of Time
• 06:49 Why Most Real Conversations Feel Like Improv
• 07:40 A Recent Conversation Joe Still Thinks About
• 09:44 What Makes a Conversation Actually Memorable
• 11:14 How Joe's Background Shaped His Approach
• 12:47 Breaking the Habit of Predictable Answers
• 13:54 The Risk of Chasing "Standard" Questions
• 15:16 Using Recording as a Growth Tool
• 16:29 How to Build Better Listening Discipline
• 18:38 Turning a One-Way Presentation Into Conversation
• 20:12 What to Do When You Need Real Buy-In
• 21:44 The Listening Cue to Use When You Want to Jump In
• 23:34 Helping Others Feel Heard Without Hijacking the Moment
• 24:30 Staying Composed When You Feel Defensive
• 27:27 Using "Devil's Advocate" Without Becoming the Villain
• 30:15 When the Best Move Is to Pause
• 32:25 How to Ask Questions That Create Better Stories
• 33:43 The Question That Fits the Moment
• 36:19 What Joe Thinks People Get Wrong About "Small Talk"
• 39:12 Interviewers Joe Thinks More People Should Study
• 45:13 Using AI to Improve Your Conversations
• 49:20 What Joe Sees Changing in Communication Skills
• 50:00 Helping Kids Build Conversational Stamina
• 53:26 Where to Learn More About Joe
• 54:42 End of Interview
• 55:08 Andy Comments After the Interview
• 57:56 Outtakes

Learn More

You can learn more about Joe and his work here:

• OnePercentBetterProject.com
• Joe on X
• Joe on LinkedIn

For more learning on this topic, check out:

• Episode 380 with Monica Guzman. It's about navigating stressful conversations with people you don't agree with.
• Episode 284 with Peter Boghossian. It's another episode on conversations that seem impossible. Think of difficult bosses and other stakeholders.
• Episode 195 with Celeste Headlee. She's an NPR anchor who first introduced me to the idea of conversational narcissism.

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Thank you for joining me for this episode of The People and Projects Podcast!

Talent Triangle: Power Skills

Topics: Communication, Difficult Conversations, Active Listening, Stakeholder Management, Leadership Presence, Psychological Safety, Meeting Facilitation, Coaching, Feedback, Influence, Conflict Management, Relationship Building

The following music was used for this episode:

Music: Summer Morning Full Version by MusicLFiles License (CC BY 4.0): https://filmmusic.io/standard-license

Music: Energetic Drive Indie Rock by WinnieTheMoog License (CC BY 4.0): https://filmmusic.io/standard-license