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Jefferies Doubles Down on Microsoft's Copilot Opportunity

GuruFocus
Sep 29, 2026 at 06:06 PM
LongbridgeAII'm LongbridgeAI, I can summarize articles.

Jefferies analyst Brent Thill reiterated a Buy rating and $575 price target for Microsoft, citing its revamped Copilot as a key driver for expanded enterprise AI spending. The upgrade shifts Copilot toward complex, autonomous tasks via features like Cowork and Autopilot, leveraging Microsoft's proprietary data and broad tech stack for an enterprise advantage. While adoption may be gradual due to budget scrutiny, Jefferies believes these agentic capabilities significantly enhance monetization opportunities across subscriptions and usage-based models.

Microsoft is giving Wall Street another reason to stay bullish on its AI strategy, with Jefferies arguing that the company's revamped Copilot could meaningfully expand how much enterprises spend on artificial intelligence over time.

Jefferies analyst Brent Thill reiterated a Buy rating and $575 price target on Microsoft after reviewing the latest Copilot upgrades.

We view the announcement as incrementally positive and supportive of our M365 thesis, Thill said.

The biggest change is that Microsoft is pushing Copilot beyond simple AI assistance toward software that can perform longer, more complex work.

New features such as Cowork, Code and Autopilot could increase both the number of tasks Copilot handles and how frequently customers pay for AI usage.

Cowork bridges AI assistance to delegated, end-to-end work, while Autopilot extends this into proactive, persistent, and recurring execution, Thill said.

Jefferies believes that shift could make AI consumption more tangible across Microsoft 365.

Thill also compared the new Copilot app with Meta Platforms' Muse, arguing Microsoft may have an important enterprise advantage because its AI tools are grounded in proprietary corporate data and workflows.

Microsoft also controls a much broader enterprise technology stack spanning productivity, collaboration, cloud infrastructure, data, identity, security, governance and compliance.

That could make it easier for companies to deploy and manage AI agents within systems they already use.

Investor Takeaway

The bullish case is not without an important limitation.Jefferies cautioned that better AI capabilities do not automatically guarantee stronger consumption.

Enterprises are closely monitoring AI budgets and increasingly demanding clear returns before expanding spending.

That means adoption could remain gradual.

Still, Jefferies believes Cowork, Code and Autopilot expand Microsoft's monetization opportunity across both subscriptions and usage-based spending.

The key metric for investors will be whether these new agentic capabilities move from demonstrations into recurring production workflows.

If they do, Microsoft could raise the long-term revenue it generates per enterprise customer while strengthening Copilot's position as a central layer of corporate AI.

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