I Avoid Tech, But Here's One Overlooked AI Trade: Harris Kupperman

Quoth the Raven · QTR’s Fringe Finance · June 01, 2026 at 11:14 · ⏱ 3 min read  | Read on Substack ↗
Summary
The article argues that while most high-profile AI trades (semiconductors, datacenters, power equipment) are overvalued and cyclical with short-term bottlenecks, there is an overlooked macro trend with sustainable tailwinds that trades at a single-digit adjusted cashflow multiple. The author avoids tech and missed the AI boom, but identifies this alternative as a potential beneficiary of AI adoption. For markets, this suggests value may exist outside the obvious AI winners, but no specific securities are named.
  • AI may cause massive youth unemployment as corporate efficiencies replace junior white-collar workers, leading to a 'Permanent Underclass.'
  • Datacenter capex has reached hundreds of billions, but monthly revenues are only a few billion and 'deeply negative' economically.
  • Hyperscalers will continue building datacenters despite negative economics, driven by competitive dynamics.
  • AI has become indispensable to the author's investment process, despite frustrations with hallucination and error.
  • The author missed the tech trade (semiconductors, power equipment) due to cyclicality and short-term bottlenecks, but has no regrets.
  • The overlooked trade has 'single-digit adjusted cashflow multiple' and 'real and sustainable macro tailwinds' that were accelerating before AI.
Read time 3 min
Length 3,670 chars
Category finance
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