WSJ Tech News Briefing

The Promise and Peril of Sam Altman’s Dealmaking

63 snips
Oct 24, 2025
Jinjoo Lee, a Heard on the Street columnist at The Wall Street Journal, discusses how ChatGPT's Instant Checkout feature could disrupt retail landscapes, potentially undermining customer loyalty and ad revenue. Berber Jin, a tech reporter focusing on AI and dealmaking, shares insights into Sam Altman's ambitious partnerships with giants like Nvidia and SoftBank, highlighting both the appeal and risks of his high-stakes approach. The conversation reveals how Altman's persuasive skills are reshaping the AI industry and the financial implications for OpenAI.
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ADVICE

Limit Instant Checkout Exposure

  • Try selective participation when enabling Instant Checkout on platforms like ChatGPT to protect customer relationships.
  • Limit direct-purchase offerings to certain categories so customers still visit your site and preserve ad revenue.
ADVICE

Invest In Your Own Shopping Chatbot

  • Build or improve your own shopping chatbot to compete with universal chatbots like ChatGPT.
  • Make your chatbot compelling so customers prefer it over third-party platforms.
INSIGHT

Amazon Protects Its Advertising Moat

  • Amazon is notably sitting out of Instant Checkout and blocking data scraping to protect its ad business.
  • Its vast advertising revenue motivates Amazon to develop internal AI rather than feed external platforms.
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