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"Our job is to do great things" - Maia Josebachvili, Chief Revenue Officer of AI at Stripe

21 May 2026 38:16 Elizabeth Freedman

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About this episode

In this episode of Executiveland, Elizabeth Freedman talks with Maia Josebachvili, Chief Revenue Officer for AI at Stripe, about what it really takes to lead at the frontier. Maia shares why authority is never handed to you and why the best leaders surround themselves with people who know more than they do.

You’ll learn: 

  • Why leadership is about creating followership, not giving orders from a boardroom
  • How to approach a role you have never done before by building the right network and team
  • The "pin check" culture from skydiving and what it teaches us about defaulting to trust in high stakes situations
  • Why getting to ground truth means talking to customers directly, not just reviewing data
  • How a simple one page framework creates clarity in complex moments

Maia also opens up about an early career mistake when she tried to act like what she thought a CMO should be, and why being yourself works better than fitting a mold. 

For more tools, insights, and strategies to lead with clarity and credibility, visit Elizabeth’s website, take the C-Suite Readiness Assessment, and subscribe to Executiveland on  Apple Podcasts and Spotify and so you never miss a new chapter of the unwritten playbook!

• Free C-Suite Readiness Assessment
• Website: https://esuiteleader.com/
• Forbes Column: https://www.forbes.com/sites/elizabethfreedman/
• LinkedIn: https://www.linkedin.com/in/elizabethfreedman
• Twitter X: @‌esuiteleader

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