What happens when career advancement requires you to be manipulative, bossy, and a bit reckless? Jenny Wood's meteoric rise at Google reveals that success often demands breaking unspoken rules. From strategically meeting your boss's boss to mastering the Monday MiniFesto, Jenny shares how walking the line between authentic boldness and calculated self-promotion propelled her career. But beneath these tactics lies a deeper truth – it's not about becoming cutthroat, but about pushing past the fear of judgment that keeps most people playing small. [Episode 95]

Jenny Wood is a former Google Executive, author and entrepreneur.

Learn more about Jenny:

• Website: https://itsjennywood.com/

• LinkedIn: https://www.linkedin.com/in/jennyilles

• X/Twitter: https://x.com/itsjennywood?lang=en

• Instagram: https://www.instagram.com/itsjennywood/

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Podcast art by Nate Kadlac, photography by Henry Thong