OpenAI sought Anysphere deal before turning its sights on WindSurf

OpenAI was reportedly in talks to buy Anysphere, the company that produces the Cursor AI coding assistant, before entering into talks with rival company WindSurf.

According to CNBC, OpenAI approached Anysphere in 2024 and again in 2025, but talks stalled both times. Failing to arrive at a deal led OpenAI to look elsewhere for potential acquisitions.

Sources familiar with the deal also say OpenAI is prepared to pay $3 billion to purchase WindSurf, which would make it the company’s largest corporate acquisition to date.

OpenAI’s attempted acquisition of an AI coding assistant company follows the release of DeepSeek R1 in January 2025, which shattered long-held assumptions about artificial intelligence.

DeepSeek was reportedly trained at a fraction of the cost of leading AI models while delivering comparable performance — challenging the belief that scaling requires massive computing power, rattling financial markets, and raising questions about the billions spent by US AI giants.

OpenAI inches toward profitability but cheaper competitors still a challenge

OpenAI expects to triple its revenue in 2025 to approximately $12.7 billion by selling paid subscriptions for its leading AI models to individuals and businesses.

The company surpassed 1 million premium business subscribers in September 2024. However, OpenAI CEO Sam Altman said the AI giant might not be profitable until 2029.

According to Altman, OpenAI needs revenues of approximately $125 billion to turn a profit on its capital-intensive business.

In February 2025, Altman said that AI development costs were dropping dramatically. “The cost to use a given level of AI falls about 10x every 12 months,” the CEO wrote in a Feb. 9 blog post.