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October 29, 2025 45 mins
Writer CEO May Habib is building the future of enterprise AI. Born in Lebanon as the oldest of eight kids, May grew up navigating chaos, multiple languages, and cultures, skills that shaped her into a founder willing to challenge assumptions. After pivoting from Qordoba, she built Writer's own foundational models and spent a decade solving real AI problems for Fortune 500 companies. Now leading a $2B+ company, May shares her bold vision for where AI is headed, from self-evolving LLMs that proactively guide us to why work in 2030 will be unrecognizable. What You'll Learn: How growing up as the oldest of eight in a Lebanese family shaped May's leadership style Why Writer focuses on highly regulated industries like healthcare and financial services The critical difference between generative AI and agentic AI How self-evolving AI will proactively prompt you instead of waiting for commands Why execution is going from scarce and expensive to abundant and on-demand What the average knowledge worker's job will look like in 2030 Why narrow job specs are dead and career lattices are the future The two disruptive forces that will make work unrecognizable in 30 years Why May believes there's no AI bubble Chapters: 00:00 Introduction01:50 Growing Up as the Oldest of Eight in an Immigrant Family05:30 Why Language Shapes Who We Become09:05 The Decision to Leave Finance and Start Qordoba12:05 The Risky Pivot from Qordoba to Writer17:45 What Problem Writer Actually Solves for Enterprise21:05 Building Trust at Scale in Regulated Industries24:30 How Writer Stays Maniacally Focused28:10 Writer's Vision for Self-Evolving AI35:00 Why Narrow Job Specs Are Dead37:30 What Work Looks Like in 2030 and the Two Unknowns Shaping the Future39:26 What Most People Misunderstand About AI41:44 The Book That Changed May's Life43:06 Is There an AI Bubble?43:15 May's One-Word Mantra: Forward43:49 How May Manages Stress44:00 Beyond AI: What Excites May the Most Follow Writer and May: • Writer Website • Writer LinkedIn • May's LinkedIn Follow Inspired: • Website • Instagram • LinkedIn • X • Substack
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