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OpenAI's Identity Crisis, Datacenter Wars, Market Up on Iran News, Mamdani's First Tax, Swalwell Out

All-In · Jason Calacanis, Chamath Palihapitiya, David Sacks, David Friedberg — Travis Kalanick · April 17, 2026 · Original

Most Important Takeaway

Anthropic’s roughly 10x annual revenue growth (versus OpenAI’s 3-4x) is reshaping the AI industry hierarchy, with secondary markets now pricing Anthropic higher than OpenAI for the first time. The decisive bottleneck for both frontier labs is no longer model quality but physical compute infrastructure — whoever secures their own data center capacity first may build an insurmountable lead, yet growing public opposition to data centers threatens to constrain the entire industry.

Summary

Key Themes & Actionable Insights

  • Anthropic vs. OpenAI race: Anthropic has matched OpenAI at ~$30B ARR but is growing at roughly 10x/year compared to OpenAI’s 3-4x. OpenAI’s CRO memo attacked Anthropic and signaled a pivot toward enterprise/coding (Codex), but investors worry the company is unfocused. Enterprise coding tokens generate far more scalable revenue than consumer subscriptions. Actionable: Watch which company IPOs first — Chamath argues whoever goes public first captures the valuation premium.

  • Compute is the constraint, not models: Both frontier labs now need their own data centers rather than relying on hyperscalers. Elon’s Colossus (555K GPUs) is expanding and renting surplus capacity (e.g., to Cursor). Anthropic may have held back Mythos partly because they lacked compute to serve it. Bloom Energy is surging as an on-site power solution for data centers. Actionable: The “Bring Your Own Energy” (BYOE) model is becoming essential for new data center projects.

  • Data center backlash is accelerating: ~40% of contested data center projects are getting canceled, up sharply year-over-year, representing ~$162B in at-risk investment. Maine banned data center construction outright. Public sentiment toward AI is increasingly negative, and data centers have become a physical target for populist frustration. Sacks argues doomer groups are astroturfing local opposition with well-funded campaigns. Actionable: Data center developers must bring their own power (the Ratepayer Protection Pledge) and proactively engage communities to avoid project cancellations.

  • NYC pied-a-terre tax (Mamdani): NYC’s proposed ~3.9% annual tax on non-primary residences over $5M would target the most elastic segment of the real estate market. The panel compares it to London’s stamp tax and non-dom changes, which hollowed out high-end demand. Actionable: Expect reduced transaction volume and development in affected blue-state markets; wealthy buyers will redirect capital to more tax-hospitable jurisdictions.

  • Swalwell resignation: Multiple panelists had heard rumors months in advance about allegations against Rep. Swalwell. Friedberg noted the coordinated timing of revelations appeared designed to clear the Democratic gubernatorial primary field. The panel drew parallels to Biden’s forced withdrawal. Actionable: California’s jungle primary dynamics mean Democrats must consolidate candidates to avoid two Republicans in the runoff.

  • Market at all-time highs despite war: The S&P has recovered all losses since the Iran conflict began, pricing in a near-term resolution. However, Shiller P/E and the Buffett Index are at extreme highs with unusual dispersion (a few mega-caps driving returns). Chamath is risk-off and waiting for IPO windows. Actionable: Valuation metrics argue for a more conservative posture even as momentum remains strong.

  • AI productivity reality check: Travis and Chamath emphasize that change management — not technology — is the bottleneck for enterprise AI adoption. Agents remain unreliable without heavy human-in-the-loop supervision. However, founder-led tech companies report significant productivity gains from AI-assisted development. Actionable: Organizations should focus on documented processes and guard-railed agent workflows rather than expecting autonomous transformation.

Chapter Summaries

NYC Pied-a-Terre Tax (Mamdani’s First Tax)

NYC proposes an annual ~3.9% tax on non-primary residences over $5M. The panel argues it will crush high-end demand, citing London’s stamp tax as precedent. Chamath and Sacks warn it will deter development and drive capital to tax-friendlier states. Travis notes the mayor’s video pointing at Ken Griffin’s property is a dangerous “dog whistle” in the post-UnitedHealthcare-CEO climate.

OpenAI’s Identity Crisis

OpenAI’s CRO sent a leaked memo attacking Anthropic and signaling an enterprise pivot. Anthropic now trades higher than OpenAI on secondary markets. Sacks argues OpenAI’s consumer subscription model can’t match enterprise coding revenue growth. Chamath says Codex is genuinely strong for complex coding tasks and OpenAI should run consumer and enterprise as separate focused units. Travis emphasizes that growth-driven network effects will determine the winner.

Data Center Wars (All Birds Pivot)

All Birds pivoted from sneakers to “New Bird AI,” buying 8 H-100s; the stock surged 450%. The panel uses this as a springboard to discuss the massive compute constraint. Chamath details how public opposition is killing ~40% of contested data center projects. Sacks argues three groups drive opposition: legitimate ratepayer concerns, astroturfing doomer organizations, and (ironically) Anthropic’s own anti-data-center lobbying that may now backfire as they need their own infrastructure. The Ratepayer Protection Pledge and BYOE model are highlighted as solutions.

The Price Is Wrong (Game Show Segment)

A comedic segment where the hosts guess overvalued startups: OpenSea ($13B for NFT JPEGs), Clubhouse ($4B for audio social), Theranos ($9B for fraudulent blood testing), and Quibi ($1.7B for short-form streaming). Chamath wins the main round.

Swalwell Out / DC Shenanigans

Friedberg reveals he heard allegations about Swalwell from multiple sources months before they became public, but dismissed them as political rumors. The coordinated release of allegations appears timed to clear the California governor’s race. Sacks draws parallels to Biden’s forced exit and points to Pelosi as the likely orchestrator. Ro Khanna’s stock trading returns are noted as exceeding Pelosi’s.

Market Rally Despite Iran War

The S&P has hit fresh all-time highs, pricing in a near-term resolution to the Iran conflict based on the Islamabad meeting and Trump’s statements. However, Shiller P/E and Buffett Index are at extremes. Chamath is risk-off. The panel debates whether AI-driven productivity gains justify current valuations — Travis reports founder-led tech companies seeing real gains, but agents remain unreliable and enterprise change management is the true bottleneck.