Oracle and Adobe Face the AI Fear Discount: Are the Sell-Offs Overblown?

Tech News May 21, 2026 6 min read

Enterprise software investors have had a rough few weeks. Oracle and Adobe — two of the most storied names in corporate technology — have watched their share prices slide under the weight of a concern that has become the defining anxiety of the 2026 market: artificial intelligence disruption. Yet as the dust settles on a broad sell-off in software stocks, at least one major Wall Street bank is arguing that the market may be getting it wrong.

BNP Paribas analyst Stefan Slowinski stepped in this week to reassess both companies, concluding that the sell-off appears to be driven more by AI anxiety than by any genuine collapse in fundamentals. The analysis has sparked a fresh debate: is the market correctly pricing an existential threat, or punishing two resilient companies for crimes they haven’t yet committed?

Oracle’s $50 Billion Gamble

At the center of Oracle’s turbulence is a capital raise of jaw-dropping proportions. Earlier this year, the company announced plans to raise up to $50 billion — a combination of approximately $20–25 billion in senior unsecured bonds and roughly $25 billion in equity-linked instruments — to fund a massive expansion of its Oracle Cloud Infrastructure (OCI) business.

The announcement rattled investors, particularly the equity component, which came as a surprise. Oracle had historically relied on debt financing for large capital maneuvers, and the sudden appearance of dilutive equity issuance unnerved shareholders who had grown accustomed to the company’s aggressive buyback culture. Shares dropped roughly 2.5% on the day of the announcement and have continued to face headwinds.

But Slowinski’s read is more bullish. He argues that the financing plan, rather than signaling desperation, actually demonstrates that Oracle’s long-term cloud strategy is on solid footing. The company is scrambling to meet contracted demand — not speculative future revenue, but actual committed orders from some of the largest AI workloads on the planet.

Oracle’s remaining performance obligations (RPOs) tell a remarkable story: as of late 2025, they had surged 438% year-over-year to $523.3 billion. Among Oracle’s key OCI customers are OpenAI, Meta, xAI, TikTok, NVIDIA, and AMD — names that represent the leading edge of AI infrastructure spending. Oracle Cloud Infrastructure consumption revenue jumped 62% in the most recent quarter, with CEO Safra Catz forecasting more than 70% growth for the current fiscal year.

“Oracle is doubling down on its AI efforts,” said Wedbush Securities analyst Dan Ives, who described the fundraising as evidence that the company intends to remain a central player in what he termed the “fourth Industrial Revolution.” The balanced mix of equity and debt has been praised by multiple analysts as a financially prudent approach to financing a once-in-a-generation buildout.

The Risk Behind the Rally

Still, Oracle’s story isn’t without genuine risk, and dismissing investor concerns entirely would be naïve. The broader tech sector is expected to issue up to $1.5 trillion in new debt to finance AI and data center projects over the coming years, according to projections from Morgan Stanley and JPMorgan analysts. Such an enormous wave of issuance “could strain corporate bond markets, widening spreads and heightening volatility,” warned BNY Mellon senior investment strategist Theodore Bair Jr. earlier this year.

The critical question is whether Oracle can actually deliver on its contracted commitments — and at sufficient margins. Building data centers at scale is a logistically complex, capex-intensive endeavor. If AI spending by hyperscalers plateaus or if Oracle encounters execution challenges in its buildout, the $50 billion raised could leave the company overleveraged.

Oracle has stated clearly that it does not expect to issue additional bonds in calendar year 2026 beyond its current transaction, and that it intends to maintain an investment-grade credit rating. Whether it can hold that line while simultaneously funding one of the largest infrastructure expansions in tech history will define the Oracle story for the rest of this decade.

Adobe’s Freemium Dilemma

Oracle’s challenge is fundamentally about execution. Adobe’s challenge is more existential — or at least that’s how the market has chosen to frame it.

Adobe’s stock has faced a sustained period of AI-driven pressure as investors wrestle with a deceptively complex question: if generative AI can create images, edit videos, and compose documents, what happens to the world’s most powerful creative software suite?

The company has responded aggressively, integrating AI features — branded as Adobe Firefly — directly into its flagship products: Photoshop, Illustrator, Premiere Pro, and the broader Creative Cloud ecosystem. The pitch is that AI augments professional creators rather than replacing them, and by early 2026, Adobe has amassed roughly 70 million free monthly active users for its AI-powered tools.

That number sounds impressive until you scrutinize the monetization math. As Slowinski noted in his analysis, the free user base is expanding Adobe’s reach, but it is also stretching out the timelines for converting those users into paying Creative Cloud subscribers. Adobe’s Net New ARR (NNARR) growth has been guided to roughly flat for the year — not a collapse, but not the acceleration that growth investors had hoped to see after heavy AI investment.

“It could take time before revenue growth meaningfully reaccelerates,” Slowinski concluded, while still maintaining a constructive long-term view on the stock. The April Adobe Summit, which focused heavily on how AI is enhancing Adobe’s product line rather than cannibalizing it, was seen as a potential narrative reset — though its full effect on investor sentiment has yet to fully materialize.

The crux of Adobe’s challenge is what analysts are calling the “freemium-to-paid gap.” In the old subscription model, the path from free trial to paid subscriber was relatively well-understood. In the AI era, users can access powerful creative capabilities through a proliferating array of point solutions — Midjourney for imagery, Runway for video, ElevenLabs for audio — without ever touching a Creative Cloud subscription. Adobe must convince professional creators that the integrated, enterprise-grade, compliance-friendly experience of its platform is worth the premium. For many, it will be. For others, the calculus is less clear.

Is This Déjà Vu?

Both Oracle and Adobe have faced existential moments before. Oracle spent years navigating the shift from on-premise database licensing to the cloud, a transition that many analysts predicted would be its undoing. Adobe itself made a jarring leap from perpetual software licensing to a subscription model in 2013 — a move that initially cratered its revenue and sparked shareholder fury, only to prove itself one of the most successful business model pivots in enterprise software history.

The current AI disruption narrative echoes those earlier crises in important ways. In each case, the market’s first instinct was to price in catastrophic disruption; in each case, the companies ultimately adapted, and long-term investors who held through the turbulence were rewarded.

That said, AI represents a different kind of challenge. Previous disruptions were largely about delivery mechanisms — how software was deployed and charged for. AI disruption strikes at the product itself, raising genuine questions about whether the value proposition of complex, expensive software suites holds up when individual capabilities can be commoditized and disaggregated.

What the Analysts Actually Think

BNP Paribas’ Slowinski sees the current sell-off as an overreaction rooted in fear rather than fundamentals. Both Oracle and Adobe remain profitable, cash-generative businesses with deeply entrenched enterprise customer bases, strong brand recognition, and — critically — direct control over the AI features that are supposedly threatening them. Oracle is building the infrastructure that AI runs on. Adobe is embedding AI into the products that professionals use daily.

The question for investors is one of timing and magnitude. If Oracle’s buildout delivers returns and Adobe’s freemium users convert to subscribers at scale, today’s prices may look like an extraordinary opportunity. If the disruption is faster and deeper than Slowinski estimates, the current sell-off may be a reasonable preview of further pain.

For enterprise software watchers, the coming quarters will be clarifying. Oracle’s first monthly Critical Security Patch Update (CSPU) drops May 28, a signal of the company’s new commitment to velocity across all its software operations. Adobe’s next earnings report will offer fresh data on NNARR trends and Firefly monetization.

The AI discount on enterprise software may be warranted. But as Slowinski’s analysis suggests, it may also be a market misreading a transition for a collapse. In the history of enterprise software, those two things have looked nearly identical at the start — and very different at the end.


Sources: BNP Paribas analyst note via GuruFocus/TradingView; Axios (Oracle $50B capital raise, February 2026); Oracle investor communications; Adobe Summit 2026 commentary; Wedbush Securities research.