E321. From Google to Grit: How Jenny Wood Reinvented Leadership and Beat Fear

In this powerful episode, April interviews Jenny Wood, a former Google leader turned coach and author of Wild Courage: Go After What You Want and Get It. After 18 years at Google, Jenny shares her bold leap into entrepreneurship, the fear she had to conquer, and the hard truths about self-promotion and rejection. The conversation dives deep into managing negative self-talk, learning from failure, and scaling a business without losing your soul. If you've ever wrestled with imposter syndrome or struggled to ask for what you're worth—this episode is your playbook.

Key Takeaways:

• Why fear of asking is often rooted in our self-worth stories

• How to turn rejection into fuel for growth and not shame

• The FLIP framework to know when it's time to pivot

• "Good enough" is often the secret to moving forward

• How to blend corporate polish with entrepreneurial grit

• Tactical strategies for shameless (and effective) self-promotion

• Creative ways to scale one-on-one coaching into broader impact

• Why failure is not only necessary—but worth celebrating

• How to stop maximizing and start satisficing for better decisions

• Why courageous decisions often come from personal pain

Action Steps:

1. Write down one fear-based belief you're telling yourself and reframe it.

2. Practice shameless self-promotion—highlight your wins publicly.

3. Identify one project or role that's no longer aligned, and use FLIP to evaluate it.

4. Set a timer and reach out to one person about your business, product, or offer.

Quote:
"Success doesn't come from avoiding rejection—it comes from surviving it and rewriting the story you tell yourself about it."

Resources Mentioned:

• Jenny's book: The Chase

• Jenny's website and coaching programs

• FLIP Framework: Fun, Learning, Impact, Personal Growth

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