🎙️ podcast Analysis February 19, 2026 The Twenty Minute VC (20VC): Venture Capital | Sta

SaaS Sector: AI Disruption Creates Value Divergence Between Winners and Losers

E-commerce Infrastructure Workflow Management Enterprise HR Software
Tickers
2 Picks
Conviction HIGH
Risk Profile 2.2/10 (MODERATE RISK)
Horizon 12-18 months
Signal Snapshot Core Theme: Software Sector

AI companies deserve infinite multiples, SaaS faces obsolescence

Corporate buyers will spend on AI regardless of ROI

Enterprise AI ROI assessment; Founder CEO transitions

Executive Summary

Wall Street has created a binary narrative where AI companies command unlimited valuations while traditional SaaS trades at distressed multiples, regardless of fundamentals. Anthropic's $30 billion raise at $380 billion valuation exemplifies this dynamic—three consecutive years of 10x revenue growth that has never been seen in corporate history, even adjusting for inflation. Meanwhile, Monday.com trades at 10x cash flow despite 27% growth and 14% operating margins, while Shopify processes $300+ ...

Key Investment Opportunity

Monday.com Value Dislocation

Trading at 10x cash flow despite 27% growth and founder leadership, representing asymmetric upside if AI disruption timeline extends beyond market fears

...and 1 more investment opportunities

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