Stock Markets January 29, 2026

Perplexity inks $750 million, three-year Azure pact as Amazon feud simmers

AI search startup secures Microsoft Foundry access for frontier models while maintaining a contested relationship with AWS

By Caleb Monroe MSFT AMZN
Perplexity inks $750 million, three-year Azure pact as Amazon feud simmers
MSFT AMZN

Perplexity has agreed to a three-year, $750 million deal to run frontier AI models on Microsoft's Azure Foundry service, a move that provides an alternate cloud engine amid an ongoing legal dispute with Amazon over the startup's shopping agent. Perplexity says it still considers AWS its preferred provider and plans further expansions there.

Key Points

  • Perplexity signed a three-year, $750 million deal to use Microsoft Azure's Foundry service for deploying frontier models.
  • The startup remains in a federal legal dispute with Amazon over its Comet shopping agent, while stating AWS is still its preferred cloud provider and that further AWS partnership expansions are planned.
  • Microsoft’s Foundry will act as a critical secondary platform to support Perplexity’s search and agentic commerce capabilities as the company scales; sectors impacted include cloud infrastructure, AI platform providers and e-commerce.

Perplexity, the artificial intelligence search startup, has entered into a three-year agreement with Microsoft Corporation to use Azure infrastructure, committing $750 million to the arrangement, according to people familiar with the matter. The contract will allow Perplexity to deploy frontier models through Microsoft’s Foundry service.

The pact signals Microsoft’s strategy to make Azure a central destination for a broad set of AI applications. By hosting models from OpenAI, Anthropic and xAI, Microsoft is presenting Azure as a go-to environment for startups that need access to cutting-edge model capabilities.

Perplexity’s expansion into Microsoft’s cloud comes as the company is engaged in a federal lawsuit with Amazon.com Inc. That legal action, filed by Amazon in November, seeks to stop Perplexity from using AI agents to carry out automated purchases on Amazon’s marketplace. The dispute centers on Perplexity’s shopping agent, known as "Comet," which Amazon contends breaches its terms of service by acting as if it were a human user when completing transactions.

"AWS remains Perplexity’s preferred cloud infrastructure provider, and we’re excited to announce expansions of that partnership in the coming weeks," a Perplexity spokesperson said, indicating that the startup still views Amazon Web Services as its primary cloud partner for now.

Perplexity also commented on the Microsoft agreement: "We are excited to partner with Microsoft for access to frontier models from X, OpenAI and Anthropic," a spokesperson said. The addition of Foundry gives the startup operational redundancy as it scales services that include advanced search and so-called "agentic commerce" features.

Perplexity faces pressure to grow its infrastructure quickly. The company was valued at roughly $20 billion as of September 2025, and while it has raised substantial capital, it remains smaller than competitors with larger funding reserves such as OpenAI and Anthropic. Leveraging Microsoft’s Foundry as a secondary engine is intended to support rapid scaling without relying solely on a single cloud provider.

The Microsoft tie-up underscores a broader industry trend of AI companies diversifying cloud dependencies to sustain growth and secure access to varied model capabilities. For Perplexity, the deal both broadens technical options and provides a buffer against cloud-provider disputes.


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Risks

  • Ongoing litigation with Amazon introduces legal uncertainty for Perplexity’s shopping agent and could affect its e-commerce-related features and partnerships - impacting the e-commerce and cloud services sectors.
  • Reliance on multiple cloud providers creates operational complexity; shifting workloads between Azure and AWS could present integration or continuity risks for Perplexity and influence cloud infrastructure demand.
  • Competitive pressure from better-funded rivals such as OpenAI and Anthropic may strain Perplexity’s ability to scale technology and market share despite significant capital and the new Microsoft arrangement - affecting AI platform competition and enterprise adoption.

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