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Microsoft Stock Falls After More Publishers Join OpenAI Lawsuit

Fell after fresh AI copyright lawsuits, even as Stifel raised its price target to $530 from $450. Investors now face a split picture: legal risk on one side…

By Alistair Sterling
September 17, 20263 min read
Microsoft Stock Falls After More Publishers Join OpenAI Lawsuit
Microsoft Stock Falls After More Publishers Join OpenAI Lawsuit

Microsoft stock fell more than 1.5% Tuesday after two more news organizations joined the legal fight over how AI models are trained on journalism. The Seattle Times and Newsday sued Microsoft and OpenAI, saying their paywalled reporting was used to train AI systems.

The latest claims widen a copyright fight that already includes The New York Times and Ziff Davis. For investors, that matters because the dispute is no longer isolated. It is starting to look like a broader test of how expensive and how constrained Microsoft’s AI push could become.

Why the Microsoft stock reaction matters

The unusual part is the history between the parties. The Seattle Times and Newsday had previously joined an AI partnership initiative and both received funding from the $10 million AI Collaborative and Fellowship Grant to hire AI fellows. That makes the fight more awkward, and more important, because it raises questions about permission, licensing, and where collaboration ends.

Microsoft’s business can absorb legal bills. The company is large enough, and its cloud and software operations do not depend on one publisher group. But the risk sits elsewhere: precedent. If courts decide paywalled articles need compensation or explicit licensing before they can be used for model training, AI development could become more expensive.

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That could also push more publishers to file claims. And it could make it harder for OpenAI to improve future models if training data faces tighter limits. Small problems? Not really. The legal burden may be manageable today, but the rules set in these cases could shape the cost of AI training for years.

Stifel sees upside, but only cautiously

At the same time, Wall Street is not turning away from Microsoft. Stifel raised its price target on the stock to $530 from $450 while keeping a Hold rating. The move came after meetings with Microsoft executives, according to analyst Brad Reback.

Reback pointed to broader adoption of Microsoft 365 Copilot as customers move from testing to wider deployments. He also said Microsoft is building toward heavier Copilot usage in the second half of 2026. Stifel sees room for Azure to improve efficiency as Microsoft expands its artificial intelligence infrastructure.

The analyst also cited rising engagement and stronger customer interest in higher-priced Microsoft 365 offerings, a mix that could support revenue per user. Microsoft, meanwhile, continues to support multiple large language models across Azure, GitHub and Copilot instead of relying on a single provider.

That flexibility may matter as AI workloads develop. It also gives Microsoft some room if one model source becomes less attractive or more costly. The stock’s modest gain of 0.26% over the past year shows investors are already asking for clearer returns from Microsoft’s massive AI spending, and Tuesday’s lawsuits add another layer of pressure to that debate.

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Microsoft also faces a separate consumer concern around Grand Theft Auto VI, with questions remaining about how the game will perform on the less powerful Xbox Series S, but the bigger market watch now stays on the legal front. The next moves in court will shape whether the AI story becomes a cost problem or just another headline.

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