MarketBeat.com | Jul 02, 2025 11:42AM ET
Wall Street analyst Dan Ives of Wedbush is well-known for his bullish outlook on many technology stocks, including Microsoft Corporation (NASDAQ:MSFT). In fact, on June 25, Ives reiterated his Outperform rating for MSFT stock and raised his price target from $515 to $600.
But what Ives said in supporting the rating and price target raised eyebrows. Microsoft would have a $5 trillion market cap within the next 18 months. Assuming the share count doesn’t change considerably, that would mean that MSFT would have to climb about 39% from its current value, which is about $667.
That target sounds ambitious, but Ives believes the company’s dominant position in artificial intelligence and cloud computing will be the key drivers behind this massive valuation. With that in mind, retail investors may find that paying a premium for shares today is justified.
According to Ives, Microsoft is in the early innings of an “AI Revolution” that will reshape enterprise technology over the next decade. Much of this optimism centers on Azure, Microsoft’s cloud platform. Growth on the platform is accelerating as businesses integrate AI into everyday operations.
In the most recent quarter, Azure revenue grew 33% year-over-year. That’s already an impressive rate for a platform that generates billions in sales. But Ives argues the market is still underestimating how much incremental spending AI workloads will bring to Azure.
He estimates that over the next three years, roughly $1 trillion in enterprise and government IT budgets will shift toward cloud and AI infrastructure. Microsoft, he believes, is positioned to capture a disproportionate share of that spend.
While much of Dan Ives’ $5 trillion bull case hinges on Microsoft’s AI leadership, the company’s relationship with OpenAI may complicate the outlook.
Microsoft has invested over $13 billion in OpenAI and enjoys deep integration with its GPT models across Azure and productivity tools like Office, GitHub, and Teams. These tools, branded under the “Copilot” umbrella, are expected to become major new revenue streams driven by premium subscriptions and embedded AI functionality across enterprise software.
Disagreements over intellectual property, revenue sharing, and strategic direction have raised concerns about the durability of their partnership. Some issues stem from governance friction at OpenAI, while others involve pricing terms for future access to GPT models.
The dispute with OpenAI is one threat to future AI adoption. Another risk comes from competitors such as Amazon.com Inc (NASDAQ:AMZN). with its Amazon Web Services and from Alphabet (NASDAQ:GOOGL) Inc. Both companies are trying to chip away at Azure’s momentum.
If those efforts are successful, it would raise questions about the stock’s valuation. Microsoft is trading at roughly 38 times forward earnings, a significant premium over its 10-year historical average of around 24x.
For now, bullish investors can justify the premium because AI is fundamentally changing Microsoft’s earnings trajectory, driven by the potential of faster-growing, higher-margin AI-driven revenue streams.
But if the company’s growth slows, even strong earnings growth might not be enough to sustain the stock price at current levels.
Over the past month, MSFT stock has decisively struggled to break above its all-time high near $450. The stock has tested that level multiple times but has met selling pressure each time.
From a technical perspective, this repeated failure to clear resistance suggests the possibility of a consolidation phase. If the stock cannot hold the $430–$440 support area, a pullback toward the 50-day moving average (around $420) is possible.
A period of sideways trading would not be surprising after the steep rally Microsoft has enjoyed since late 2023.
For long-term investors who believe in AI's transformational impact, Microsoft remains one of the highest-quality ways to gain exposure.
For those worried about buying at the top, it could make sense to watch the technical picture closely and consider adding shares on pullbacks or after a confirmed breakout.
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