283: From Mistakes to Mastery: Career Tips for Bold, Courageous Leaders

What does it take to leave a prestigious job at Google to chase your true passion? In this episode of Workday Playdate, Erin sits down with Jenny Wood, the visionary behind Google's Own Your Career program. Jenny candidly shares her transformative journey from a high-powered corporate role to embracing the uncertainties of entrepreneurship. She delves into the challenges of imposter syndrome, the courage required to be unapologetically selfish in pursuing personal goals, and the art of setting boundaries to maintain a healthy work-life balance. Jenny also introduces her innovative goal-setting framework, 'Rock, Chalk, Talk, Walk,' designed to help individuals clearly define and achieve their aspirations. Inside This Episode: The pivotal moments that led Jenny to leave Google and follow her passion.  Understanding and overcoming imposter syndrome in professional transitions.  The role of 'wild courage' in embracing one's unique traits and ambitions.  Strategies for setting and maintaining boundaries to protect personal time.  An introduction to the 'Rock, Chalk, Talk, Walk' goal-setting framework. Who This Episode Is For: Aspiring entrepreneurs, professionals contemplating a career change, and anyone seeking to overcome self-doubt to pursue their true passions. If you're looking for actionable insights on personal growth, boundary setting, and effective goal planning, this episode is a must-listen. And if you’re interested in taking one small action right now, you can check out our newest freebie, The 5-Minute Team Commitment Reset, here. It’s a plug-and-play exercise that will get your team mentally present, engaged, and committed before any meeting. No, You Hang Up First (Let’s Keep Connecting) Did today’s episode resonate with you? Leave us a review sharing your favorite insight and we’ll send you a free signed copy of I See You! A Leader’s Guide to Energizing Your Team through Radical Empathy. Have another question that we can answer? Leave us a Speakpipe audio clip and we’ll answer it in an upcoming episode. Don’t want to miss another episode? If you’re a Spotify listener, find our show here and click “Follow.” If you’re an Apple Podcast listener, click here and make sure to hit “+Follow.” Want access to a bunch of free resources for your work life? This is your personal jackpot that gives you access to the frameworks that help us thrive both personally and professionally. Whether you’re trying to improve your daily routine, flesh out an idea that you’ve had for quite some time, or want to add more play into your day - these resources have got your back. Want 2 emails a week from us? One with a quick tip you can implement right away to enhance your personal and/or professional lives & one of our famous F.A.I.L. Fourward Friday newsletters? Subscribe here. Connect with Jenny Wood Jenny’s LinkedIn Jenny’s website Jenny’s book, Wild Courage: Go After What You Want and Get It Jenny’s newsletter Connect with Erin Diehl x improve it! Erin’s website Erin’s Instagram Erin’s TikTok Erin’s LinkedIn improve it!’s website improve it!’s Instagram