Markets
SaaStr: At $50M+ ARR, CEOs Now Run Two Companies Simultaneously — Installed Base vs. AI Agent War
Jason Lemkin argues every scaled SaaS CEO ($50M+ ARR) is now running two businesses: maintaining installed base (target NRR 110%+, churn below 5%) while building category-leading AI agents. SaaStr itself operates 20+ AI agents with only one from a legacy vendor (Salesforce); the rest are from AI-native startups. Key case study: Intercom CEO made 'gutsy decision' to rebuild architecture around Finn AI, temporarily frustrating existing customers but positioning for the new market — while Figma lost the adjacent AI prototyping category to Replit and Lovable.
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