Surprise (episode)! I talk to Jenny Wood about our workplace anxieties—am I too weird? too bossy? too shameless when I promote my work? or *gulp* manipulative when I fake run-ins with my bosses?—and how she overcame them during her 18-year tenure at Google, where she went from an entry-level employee to an executive who ran a team that helped drive tens of billions of dollars in revenue. We go into specific advice about internal and external networking, knowing when to leave a role/company, how to figure out who you *really* need to impress, and more—all while comparing and contrasting our respective experiences in Big Tech vs. Biglaw.

You can preorder Jenny’s book WILD COURAGE: Go After What You Want and Get It at https://itsjennywood.com/book

Preorders before November 1 receive special bonuses like a live Q&A and the chance to be coached by Jenny!

FIND JENNY ELSEWHERE

Big Small Things newsletter: https://itsjennywood.com/newsletter

YouTube: https://www.youtube.com/@itsjennywood

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

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

TIMESTAMPS

00:00 Surprise!

02:43 Be Proactive about Scheduling Time with Your Boss (and their Boss)

11:56 When to FLIP (i.e., leave) Roles/Organizations

14:50 Embrace Your Weirdness

22:52 Informational Interviews

25:17 Work-Life Balance

34:05 Increase Your Failure Rate

37:29 Figure Out Who to Impress at Work

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