The Cloudcast

Is Cursor having their Docker moment?

23 snips
Jul 16, 2025
In a deep dive into AI coding assistants, the conversation tackles Cursor's recent pricing changes, stirring user frustrations. The emotional fallout from the failed WindSurf acquisition by OpenAI brings to light corporate turmoil and talent shifts. There's a critical look at how user experience issues in coding tools affect perceptions. The discussion also ventures into strategic moves in the competitive landscape, weighing potential partnerships and challenges against established tech giants, highlighting the pressures on AI startups in today's market.
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ANECDOTE

Windsurf's Acquisition Fallout

  • Windsurf was to be acquired by OpenAI for $3 billion but the deal fell through suddenly.
  • Key executives were hired by Google, leaving Windsurf a shell of its former self, destabilizing employees' careers.
INSIGHT

AI Acquisitions as Acqui-Hires

  • AI startup acquisitions feel like acqui-hires focused mostly on AI scientists only.
  • Non-AI staff like sales and marketing are often disregarded and not retained post-acquisition.
INSIGHT

Cursor Pricing Shock

  • Cursor's pricing change introduced a costly 'ultra' tier that surprised users.
  • The tool had hidden usage limits on premium AI models leading to unexpected bills and backlash.
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