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AI-natives

Notes: Incumbents vs. AI-Natives: Who Wins the Next Software Cycle?
enterprise software

Notes: Incumbents vs. AI-Natives: Who Wins the Next Software Cycle?

Summary * The AI narrative has swung from favoring SaaS incumbents in 2024 to highlighting nimble AI-native startups in 2025, though incumbents remain unseated for now. * GPT-5’s incremental release underscored that AI progress may be more gradual than hyped, cooling expectations of dramatic disruption and leaving the field more open to startups. * Startups like Cursor, Replit, and Windsurf are scaling revenue with remarkable efficiency, showing how clean-slate architectures and talent densi
21 min read 25 Aug 2025
Notes: Navigating the Shifting Sands: Is Enterprise Software Facing a Secular Sentiment Change?
enterprise software
19 min read 20 Aug 2025

Notes: Navigating the Shifting Sands: Is Enterprise Software Facing a Secular Sentiment Change?

Summary * Investor sentiment toward enterprise software is softening, raising the question of whether this is a temporary cyclical pause or the start of a secular shift. * AI-native startups are moving faster and capturing attention, while many SaaS incumbents struggle with organizational inertia that makes clean-slate innovation difficult. * Payback

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