CHAPTER 4

Three Hats to Take and Tailor

At the heart of great leadership is a curious mind, heart, and spirit.

—Chip Conley

Jane had a reputation as a strong woman, and she looked that way. Her long, blonde hair was always impeccably styled, even at five in the morning before one of our many joint, international flights. Full of energy, she would walk into a meeting and fire someone on the spot. She was direct, bordering on rude, and routinely cut you off if you didn’t get to the point fast enough. Heaven forbid, if someone had made the mistake of not providing her with a tall, double shot, soja latte before the meeting started. She was famous for her moods and feared by everyone, which made me very cautious at the beginning. I ended up really ...

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