Jenny Wood, former Google executive, leadership coach, and author of Wild Courage, joins us to talk about what it really takes to grow your career, whether you’re in the early stages or navigating a mid-career reset. With her candid approach, Jenny shares how to apply your experience and find your courage.
In this episode, we cover practical, no-nonsense strategies for standing out at work, communicating with your boss, building a network that actually supports you, and tapping into the kind of courage that deepens with age. If you’ve ever felt overlooked, underestimated, or simply ready for more—this conversation is for you.
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- Topics Discussed: 03:33 – Jenny Miller shares her story about tapping into wild courage in life 06:39 – Go after what you want and get it 12:24 – “Woo with you” is a technique used by introverts to influence others 15:11 – What do you think are the most important traits for success 18:18 – The biggest leap in Silicon Valley is moving from middle manager to executive 23:43 – You have to have courage to reach up to your boss’s boss 26:57 – Brutal is the power of no to protect your time, energy and priorities 33:08 – How AI could affect middle managers 34:37 – Which AI tools Jenny is using 44:25 – For moms who left the workforce to raise kids, how do they get back 51:08 – You show up as an introvert on Myers Briggs, but nobody believes it 55:40 – What the entrepreneurial path feels like for Jenny 58:53 – Jenny’s current revenue stream is 70% keynote speaking and 10% newsletter sponsorship