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Code wars: OpenAI’s $3B bid for Windsurf puts Cursor, Microsoft, and Anthropic on alert

OpenAI
Picture credits: MuhammadAlimaki/DepositPhotos

While AI branches into several industries, the intersection of AI and coding has become one of the hottest areas in the tech world when it comes to VC investments. AI coding tools can automate many routine development tasks, from code generation to testing and debugging. In a move that could reshape this industry, OpenAI one of the sector’s most prominent players, is reportedly in talks to acquire Windsurf, formerly known as Codeium, for nearly $3 billion. The acquisition, if finalised, would mark OpenAI’s largest to date, signaling a bold push to solidify its position in the AI coding assistant space.

Why Windsurf and why now?

Windsurf has emerged as a breakout name in the AI developer tooling ecosystem, offering a powerful assistant that enables developers to “vibe code”, a phrase popularised by former OpenAI co-founder Andrej Karpathy to describe AI’s ability to intuitively generate software code with minimal input. Competing with tools like Cursor (backed by OpenAI’s own Startup Fund), Microsoft’s Copilot, and Anthropic’s Claude, Windsurf has gained traction among engineers for its speed, versatility, and ease of integration.

OpenAI’s interest in Windsurf is not just strategic but also defensive. As AI-native developer tools explode in adoption, OpenAI’s own coding capabilities must evolve quickly or risk falling behind newer, nimble startups. Windsurf’s reported $40 million in ARR and strong user base make it a compelling acquisition target.

Is it a potential conflict?

The deal could prove controversial. OpenAI is an investor in Cursor, one of Windsurf’s top rivals. Cursor, which is reportedly raising capital at a $10 billion valuation, has a higher revenue run rate than Windsurf. The acquisition could raise questions about OpenAI’s neutrality and strategic consistency, especially among its Startup Fund portfolio companies.

To add to the speculation, Windsurf users recently received emails hinting at major announcements and offering a special locked-in subscription plan. OpenAI’s Chief Product Officer Kevin Weil also released a video praising Windsurf’s capabilities, which is another signal that a deal may be imminent.

The founders behind Windsurf

Windsurf was founded in 2021 by Varun Mohan and Douglas Chen, childhood friends and MIT graduates. Their vision was to create an intuitive AI that doesn’t just autocomplete code but understands the intent behind it much like a seasoned software engineer. The startup has since raised over $200 million from top-tier investors, including Kleiner Perkins, Greenoaks Capital, General Catalyst, and Founders Fund. Earlier this year, the company was reportedly valued at $2.85 billion. 

OpenAI’s broader strategy: AI that “thinks with images

This Windsurf acquisition news soon after OpenAI released its latest multimodal AI models—o3 and o4-mini. These models represent a leap forward in visual reasoning, allowing users to upload sketches, whiteboards, and low-quality images for analysis and discussion. Unlike earlier iterations, o3 is specially tuned for math, coding, science, and image understanding, making it particularly relevant to software development use cases.

OpenAI’s visual reasoning leap mirrors its ambitions with Windsurf: a future where AI not only supports code writing but also understands design documents, UML diagrams, and other developer artifacts that go beyond plain text.

OpenAI is moving at breakneck speed to stay ahead in the generative AI race, competing with Google, Elon Musk’s xAI, and Anthropic. The company recently closed a $40 billion funding round, valuing it at $300 billion, the largest ever for a private tech firm. This gives the company both the capital and clout to pursue bold acquisitions and scale its infrastructure, talent, and AI offerings.

However, the pressure is also growing. The company has faced scrutiny over recent safety policy changes, including dropping certain testing protocols and delaying transparency on its new models. Critics have raised concerns about the potential risks of fast-tracked AI rollouts, particularly in high-risk applications like coding and decision-making.

What does this mean for developers and the industry?

If the Windsurf deal goes through, developers could see a tighter integration of top-tier coding assistance directly into ChatGPT or OpenAI’s enterprise products. It would also escalate competition with Microsoft’s Copilot ecosystem and Alphabet-backed initiatives, possibly prompting another round of acquisitions in the developer AI tooling space.

In the race to build smarter, faster, and more intuitive AI, OpenAI is making it clear. It is not content with just leading the conversation, but wants to own the entire toolkit.

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