Ex-SAP President Who Scaled SaaS to $2.5B: 3 Questions to Ask Before AI Replaces You

Meg Bear is the former President of SAP SuccessFactors, where she led a global 4,000+ person business past $2.5B in revenue with double-digit YoY growth. Before SAP, she spent two decades building enterprise software at Oracle, and today she serves as a public board director, investor, and advisor to companies reinventing work with AI. In this episode, Meg reveals her frameworks for surviving the AI transformation as a CEO, why "intellectual humility" is the new operator superpower, and what boards are actually demanding from leadership in 2026.What you'll learn:- Why "the first rule of holes" applies to every CEO leading through AI transformation right now- The exact 3-question framework Meg uses to coach CEOs into making their own jobs obsolete- Why waiting on AI is "the worst of all postures" and how skeptics will be "very, very wrong"- Why nervous system regulation is the hidden leadership skill nobody is talking about- The hiring rule every founder should follow: hire smarter than you, hire for learning agility- Why boards see revenue per employee as the new battleground for capital allocation- How to hack your own curiosity even if it doesn't come naturally- Why human connection still wins, but only with intentionalityTimestamps:00:00 Ex-SAP President Who Scaled SaaS to $2.5B: 3 Questions to Ask Before AI Replaces You01:12 Meet Meg Bear: From Oracle to SAP President01:53 Why Human Capital Became Human Experience03:16 The Cognitive Dissonance of Layoffs in HR05:00 Why 80% of CEOs Are Scared Right Now06:39 Make Your Job Obsolete Before Someone Does09:01 The 3-Question Framework for CEO Reinvention14:16 The Whiplash FOMO Moment in AI18:08 Big Companies vs Startups: Who Wins the AI Race21:19 Nervous System Regulation as Leadership25:13 What Boards Get Right About Hiring29:30 Why Engineers Now Cost 2X Their Salary34:31 Remote vs Hybrid: Which Org Performs Better37:39 Inventing the Future of Work40:56 Meg's #1 Hiring Rule for FoundersWhere to find Meg Bear:Linkedin: https://www.linkedin.com/in/megbear/The Meg and Amy Show: https://www.youtube.com/@TheMegandAmyShowWebsite: https://www.megbear.com/Where to find Luiz Cent:Website: https://latamcent.com/Who We Hire: https://whowehire.org/