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The Lawyer’s Well-Being Brief

Why Questions — Not Answers — Unlock Breakthroughs and Well-Being

3 min readMay 22, 2025

“Care for your psyche. . .know thyself, for once we know oursleves, we may learn how to care for ourselves.”-Socrates

Welcome (back) to the Lawyer’s Well-Being Brief! Each week, I share insights and practical strategies to help us cultivate well-being and thrive — both personally and professionally. Live well! Lawyer well!

This week we are looking at Questions are the Answer, A Breakthrough Approach to your Most Vexing Problems at Work and in Life, written by Hal Gregersen.

It seems like we live in a culture that celebrates always having the answers. Hal Gregersen challenges us to take a different approach: ask better questions.

​Who is Hal Gregersen?

Gregersen is a senior lecturer in leadership and innovation at MIT’s Sloan School of Management, a former executive director of the MIT Leadership Center, a fellow at Innosight, and a cofounder of the Innovator’s DNA consulting group.

He has dedicated his extensive career, including prior teaching posts at INSEAD, London Business School, and Dartmouth’s Tuck School of Business, to create cultures of fearless inquiry and to help leaders transform their organizations into innovative…

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Marc W. Crayton
Marc W. Crayton

Written by Marc W. Crayton

I help high achieving lawyers make better well-being decisions so that they can thrive personally and professionally. Forward, always!

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