I Became VP After Being Laid Off | How To Navigate Big Tech Careers Without Being Burnt Out | Andrew Willingham episode artwork

EPISODE · Feb 11, 2026 · 1H 25M

I Became VP After Being Laid Off | How To Navigate Big Tech Careers Without Being Burnt Out | Andrew Willingham

from Inner Scorecard · host Nikhil Kapahi

What does it really cost to make VP?I asked my ex-boss, Andrew Willingham, what it really cost him to make VP. Andrew is one of those rare leaders who people would willingly follow into any battle. I wanted to understand how he builds such high-trust, high-velocity teams and how he kept getting promoted—from individual contributor to VP—while navigating the intense culture of Amazon.The conversation surprised me. Instead of just discussing career hacks, we went deep into the personal side of corporate climbing. Andrew shares his non-linear journey (from a music major to being laid off, to leading a 300+ person org) and the health scare that forced him to rethink everything.This episode is a masterclass on self-awareness, timing, and positioning yourself so "luck" can find you.In this episode, we cover:Why decoupling your identity from your role is the biggest unlock in corporate success.How to "make deals" with your boss explicitly, not implicitly.The real signals for when it’s time to switch teams or roles.How you can be 100% burned out and still tell yourself you’re “fine.”Why doing less actually allows you to bring more to the table.About the Guest: Andrew Willingham was a Director of Product at Amazon and is currently a Vice President at Atlassian. He is an expert in scaling teams and navigating complex corporate environments without losing your soul.Chapters01:20 – Introduction: From Laid Off to VP03:20 – Transitioning from Amazon to Atlassian06:15 – What It Really Takes to Climb from IC to Director07:15 – The Role of Luck in Career Success09:15 – Skills That Compound: Motor, Curiosity, Discomfort11:15 – Understanding Politics as Perception Management13:30 – Why Sustainability Determines Long Term Success16:00 – Making Explicit “Contracts” With Your Boss18:45 – Asking “Dumb” Questions as a Superpower21:00 – Caring Deeply vs Chasing Promotion25:00 – Decoupling Identity from Your Job27:15 – Personal Wake Up Moments and Perspective Shifts29:00 – How to Decide When to Switch Roles33:45 – Optimizing for Compensation vs Learning38:00 – Recognizing and Recovering from Burnout41:00 – Building Boundaries: Removing Email and Slack46:00 – Modeling Behavior as a Leader01:03:15 – Building High Trust, High Performance Teams01:10:00 – Why Kindness Is a Leadership Differentiator01:14:45 – Entrepreneurial Thinking Inside Big Companies01:19:45 – The Power of Relationships at Senior Levels01:22:15 – Final Advice and ReflectionsConnect with AndrewLinkedIn:   https://www.linkedin.com/in/andrewwillingham/Connect with NikhilLinkedIn: www.linkedin.com/comm/mynetwork/discovery-see-all?usecase=PEOPLE_FOLLOWS&followMember=nikhilkapahiInstagram: https://www.instagram.com/inner.scorecard/X: https://x.com/innerscorecard_Youtube: https://www.youtube.com/@InnerScorecardSupport the ChannelIf you enjoyed this conversation, please Subscribe and hit the bell icon. It helps us bring more exceptional guests like Andrew to the show!#Amazon #CareerGrowth #TechLeadership #Burnout #ProductManagement #CorporateLife #InnerScorecardPodcast

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I Became VP After Being Laid Off | How To Navigate Big Tech Careers Without Being Burnt Out | Andrew Willingham

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