2026.23: Power Shifts
This Week in Stratechery (episode 2026.23) covers Google's surprising rise over Microsoft, the breakout success of Gen Z YouTubers in Hollywood, and a preview of the NBA Finals featuring Victor Wembanyama's Spurs against the Knicks. The newsletter aggregates content from the Stratechery bundle including articles, podcasts, and video on topics ranging from tech to sports to geopolitics.
Summary
The newsletter opens with a notable power shift in tech: three years after Microsoft appeared dominant via its OpenAI partnership while Google scrambled to respond to ChatGPT, Google has now pulled ahead in market capitalization. Ben Thompson examines Google's decision to issue equity to Berkshire Hathaway as a curious strategic move in his piece 'The Google Capital Company,' and also interviews Microsoft CEO Satya Nadella about the company's competitive position.
Andrew Sharp covers a major cultural shift in Hollywood, where two Gen Z YouTubers have directed the most commercially successful movies in America, beating out a new Star Wars spinoff at the box office. Sharp's Daily Update analyzes the factors behind their success, and the topic was further explored on Sharp Tech, where the discussion concluded that YouTube itself is unlikely to change its approach in response to this phenomenon.
The newsletter also features NBA Finals coverage, with the New York Knicks having taken Game 1 against the San Antonio Spurs. The focus centers on 22-year-old Victor Wembanyama, with co-host Adam Mares arguing that the Knicks present a tougher challenge for Wemby than even the defending champion Thunder, and that there are identifiable limits in Wembanyama's game that will be tested over the series.
Additional content highlighted includes a piece by Andrew Sharp on Steph Curry partnering with Chinese shoe brand Li-Ning, described as simultaneously 'smart, lame, and ultimately a refreshing reminder of American strengths,' as well as a Stratechery video on the SpaceX IPO and the concept of data centers in space.
About this episode
The best Stratechery content from the week of June 1, 2026, including Google and Microsoft, YouTubers taking over Hollywood, and a guide to the NBA Finals.
Key Insights
- Ben Thompson argues that Google has reversed its fortunes dramatically since 2023, pulling ahead of Microsoft in market cap despite initially appearing to be losing the AI race to ChatGPT and Microsoft's OpenAI partnership.
- Andrew Sharp argues that YouTube is unlikely to alter its platform strategy in response to YouTubers succeeding in Hollywood, suggesting the platform views this as validation rather than a prompt for change.
- Adam Mares argues that the Knicks present a more difficult challenge for Victor Wembanyama than the defending champion Oklahoma City Thunder did, pointing to specific exploitable limits in Wembanyama's game.
- Andrew Sharp characterizes Steph Curry's decision to partner with Chinese shoe brand Li-Ning as both a commercially savvy and culturally 'lame' move, while framing it as inadvertently highlighting American strengths.
- Ben Thompson frames Google's decision to issue equity to Berkshire Hathaway as a strategically curious move for a company that is currently outperforming rivals, raising questions about Google's long-term capital strategy.
Topics
Transcript
(Photo by Gregory Shamus/Getty Images) Welcome back to This Week in Stratechery! As a reminder, each week, every Friday, we’re sending out this overview of content in the Stratechery bundle; highlighted links are free for everyone . Additionally, you have complete control over what we send to you. If you don’t want to receive This Week in Stratechery emails (there is no podcast), please uncheck the box in your delivery settings . On that note, here were a few of our favorites this week. Google and Microsoft . Three years ago Google looked hapless, scrambling to respond to ChatGPT, while Microsoft, thanks to their groundbreaking partnership with OpenAI, looked on top of the world. Now Google is pulling away in…
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