Episode #22: How AI is Transforming Legal Careers & The Value of Making Mistakes - Part 2

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In Part 2 of Make Minutes Matter, I continue my conversation with Darryl Chiang, Director in Google’s Legal Department, and we dive into growth, failure, and the changing realities of modern legal careers.

Darryl shares a candid perspective on how artificial intelligence is reshaping professional development — not by replacing judgment, but by accelerating learning and creating space for deeper, more strategic thinking earlier in one’s career. We explore the importance of curiosity, asking better questions, and how AI can serve as a judgment-free place to build confidence before stepping into high-stakes conversations.

We also challenge the myth of the linear career path. Some of the strongest leaders I’ve seen were shaped by detours, lateral moves, and even failure. Growth rarely looks perfect on paper — and that’s exactly the point. Progress isn’t about avoiding mistakes; it’s about learning how to use them.

About Darryl Chang
Darryl Chiang is a Director in Google’s Legal Department, where he focuses on AI policy and regulation. His career spans federal clerkships, big law, and in-house counsel roles, giving him a rare and well-rounded perspective on the legal profession and what it takes to find the right professional fit.

Dive deeper into the podcast and check out my book - The Three Bucket Leader https://a.co/d/08vuNA9

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https://karen-gilhooly.kit.com/makeminutesmatter1

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Episode #21: From Almost Quitting Law School to Google Legal Director. Finding Purpose in Your Career - Part 1 (Copy)

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Episode #20: What It Takes to Reinvent Your Career | Lessons from Zara Watson-Young & Sean Young - Part 2