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Premium: The Hater's Guide to Oracle (Part 2) / Monologue: What The Hell Are The Hyperscalers Doing?

Newsletter + Podcast · Read · Podcast

  • Newsletter (premium): traces Oracle’s two-decade decline masked by $85B in acquisitions, with organic revenue growth stalled since 2009 and margins now collapsing under $99B in AI capex since 2020.
  • Oracle tripled its debt to $167.4B and posted negative $23.69B free cash flow in FY2026, ending a 25-year streak of positive cash generation.
  • Argues Oracle’s $300B, 7.1GW capacity commitment to OpenAI will ultimately destroy the company rather than revive it.
  • Same-day podcast monologue widens the lens to hyperscalers generally: ~$1.1T spent on AI infrastructure, with growth artificially propped up by concentrated single-customer spending (e.g., Azure’s reliance on OpenAI revenue).