The Art of Meaningful Conversation

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This chapter explores the complexities of communication, emphasizing that effective skills can be developed by both introverts and extroverts. It highlights the significance of deep questions in fostering authentic connections and overcoming anxiety in social settings. The speakers share strategies for initiating engaging dialogues, transforming superficial exchanges into meaningful interactions, and enhancing trust through active listening and vulnerability.

Why can some people effortlessly connect with anyone, while others struggle to converse? Conversations are skills that can be learned, practiced, and mastered. Kevin sits down with Charles Duhigg, Pulitzer Prize-winning investigative journalist and the author of his latest book, Supercommunicators, to discuss the practical tips to become relevant in a conversation. They cover how to master social anxiety, ask deep questions, and avoid surface-level garble. Charles provides listening techniques, ways to walk away from the conversation, and what readers can gain from Supercommunicators.

Guest Bio and Links:

Charles Duhigg is a Pulitzer Prize-winning investigative journalist and the author of Supercommunicators, The Power of Habit, and Smarter Faster Better. A graduate of Harvard Business School and Yale College, he is a winner of the National Academies of Sciences, National Journalism, and George Polk awards. He writes for The New Yorker, The New York Times Magazine, and other publications, and is the host of the podcast How To! with Charles Duhigg.

Listeners can learn more about Charles Duhigg at his website and on X @cduhigg

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Resources:

Kevin's Newsletter: Join 100,000+ subscribers

Charles Duhigg’s Books

Do conversations end when people want them to?

It Doesn’t Hurt to Ask: Question-Asking Increases Liking

Elon Musk Interview + Kevin Reboots the Old Foundation Series (#3)

Show Notes:

* (0:00) Introduction

* (0:45) Dram: Try The Kevin Rose Show sparkling drink sampler + 20% off everything

* (2:05) Plunge: Get $150 off the ultimate cold plunge ice bath

* (4:22) Supercommunicators: How to Unlock the Secret Language of Connection

* (8:30) Ways to start an authentic conversation

* (8:50) Deep questions: what they are, and how to ask them

* (10:49) “The way to think about deep questions is I want to ask you not about the facts of your life but about how you feel about your life.” -Charles Duhigg

* (12:00) Kevin and Charles do a conversation roleplay

* (14:40) Strategies to build trust in conversation

* (16:05) Listening method: looping for understanding

* (19:45) Elon Musk Interview + Kevin Reboots the Old Foundation Series (#3)

* (22:10) How to avoid dead ends in conversation

* (22:45) Surefire ways to gracefully walk away from a conversation

* (24:00) DeleteMe: 20% off removing your personal info from the web

* (25:10) Join Kevin’s newsletter

* (29:55) It Doesn’t Hurt to Ask: Question-Asking Increases Liking

* (32:35) Three types of conversations: practical, social, emotional

* (35:35) How to handle conflict in conversation

* (43:10) Charles on writing Supercommunicators