The Power of Obsession

In this episode, Jenny Wood shares how to overcome fear and take bold action.

Jenny spent 18 years rising from entry-level to executive at Google, where she founded one of the company’s largest career programs. Now, she’s the author of Wild Courage, a book that flips the script on success by reclaiming nine so-called “negative” traits—like being reckless, nosy, or shameless—and showing how they can fuel massive growth.

We get into what it really takes to break through fear, bounce back from rejection, and build the kind of courage that moves your life and career forward. Jenny holds nothing back—sharing wins, stumbles, and the surprising moment she chased her now-husband off a subway car.

Some highlights we explore:

• The email rejection that made her lose sleep—and what she did next
• Why separating “truths from tales” is a life-changing tool for fear
• How to reframe being “shameless” as a leadership superpower
• What it means to be obsessed... in the healthiest, most productive way

Enjoy!