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How Top VCs Pick Winners In 2026 | Cassie Young, General Partner @ Primary Venture Partners

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Apr 12, 2026
Cassie Young, Partner at Primary Venture Partners who leads seed investing and go-to-market thesis work, discusses scaling a contrarian $625M seed fund. She covers AI-native CRMs challenging incumbents, why AI targets a $6T white-collar market, retention risk for AI startups, and the signals Primary uses when writing checks to early GTM founders.
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INSIGHT

AI Targets A $6 Trillion White Collar Opportunity

  • Cassie sees AI unlocking massive new TAM by targeting the $6T white-collar labor pool, far larger than current enterprise software spend.
  • She expects Jevons-style demand expansion (e.g., legal tech enabling more legal services) rather than mere substitution.
ADVICE

Prioritize JDCE Over Hype For AI Native CRMs

  • Prioritize product and the jaw-dropping customer experience (JDCE) when evaluating AI-native CRMs; the best product will win.
  • At seed, test design partners, engineering velocity, and early customer feedback to prove up compound platform ambition.
INSIGHT

Early AI Startups Show Lower Gross Retention

  • Early AI-native startups show lower gross retention versus legacy SaaS, forecasting a potential 'gross retention apocalypse.'
  • Cassie expects a reckoning in year one or two, then surviving companies will improve retention and processes.
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