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Few voices in the tech industry command as much authority—or provoke as much debate—as Marc Benioff, CEO of Salesforce. His recent remarks regarding Microsoft’s relationship with OpenAI, made in a candid video podcast conversation with SaaStr CEO Jason Lemkin, have reignited age-old anxieties about competition, collaboration, and power dynamics among tech giants. Unpacking Benioff’s statements—set against the backdrop of Microsoft’s well-documented competitive tactics and the evolving AI landscape—sheds light not just on the future of OpenAI and Microsoft, but on the very playbook that has defined the software industry for decades.

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The “Microsoft Playbook” in the Modern Era​

Benioff’s critique centers on what he calls the “Microsoft playbook”—a pattern of aggressive, sometimes anticompetitive, behaviors Microsoft has historically employed against rivals. For Benioff, this is not an abstract concern: Salesforce acquired Slack in 2020 after a bruising period during which Microsoft pushed its competing product, Teams, into the market with dogged determination. In Benioff's words, Microsoft “did horrible things” to Slack, citing tactics he characterized as “a lot of dark stuff”—allegations which, while broad in scope, resonate with the industry's collective memory of Microsoft’s 1990s browbeating in the browser wars against Netscape.

Anticompetitive Tactics: From Browser Wars to Business Chat​

To appreciate the gravity of Benioff’s warnings, it’s necessary to revisit Microsoft’s early history. In the 1990s, the company’s bundling of Internet Explorer with Windows—effectively sidelining Netscape Navigator—led to a landmark antitrust case. The U.S. government’s 1998 pursuit of Microsoft for monopolistic practices remains a cautionary tale about what happens when one company seeks to “own it all, control it all,” as Benioff puts it.
Fast forward, and critics allege that Microsoft’s playbook has simply been adapted for a new generation. When Slack burst onto the scene with its collaborative messaging platform, Microsoft responded by bundling Teams with its ubiquitous Office 365 suite. According to Slack’s 2020 antitrust complaint to the European Commission, Microsoft “illegally tied” Teams to Office, making it difficult for customers to remove or choose not to install the software. Salesforce’s eventual acquisition of Slack, for $27.7 billion, was at least in part a strategic response to these aggressive maneuvers.
Benioff’s comments indicate that, in his view, Microsoft has not abandoned but rather refined this playbook, applying it in new domains—now, to the high-stakes field of artificial intelligence.

Microsoft and OpenAI: Strange Bedfellows or Future Competitors?​

The partnership between Microsoft and OpenAI is, by any measure, one of the most closely-watched collaborations in tech. Microsoft has invested tens of billions of dollars in OpenAI, gaining privileged access to its industry-leading models, including GPT-4 and successors. These AI technologies are baked into Microsoft’s flagship productivity tools and its Azure cloud platform, giving Redmond a considerable competitive edge in both enterprise and consumer markets.

Upending the Balance: Recent Shifts and Emerging Tensions​

Yet, as Benioff was quick to note, the rules of this partnership appear to be in flux. Recent reporting confirms that Microsoft’s exclusivity over OpenAI’s models has been dialed back, enabling other major players—including Salesforce and Google—to strike major AI deals of their own. This sea change is profound: Salesforce and Google’s recent $2.5 billion AI partnership is a direct reflection of broader market dynamics, where no single player can indefinitely lock up strategic AI capabilities.
Microsoft, sensing the shifting sands, is reportedly exploring alternative AI models—including, potentially, those sourced in-house or from OpenAI rivals—to power its fast-expanding product suite, such as Microsoft 365 Copilot. The move speaks to the dual-edged sword of partnerships in tech: today’s collaborator may be tomorrow’s rival.
Benioff’s point is clear: “In the case of OpenAI, a partnership is gonna become a competition.” He’s warning not just OpenAI, but the industry at large, that Microsoft’s strategy may pivot from warm collaboration to cutthroat competition, all in the blink of a strategic shift.

Industry Responses and Regulatory Backdrop​

The specter of anticompetitive conduct—whether real, perceived, or somewhere in between—has regulators, industry leaders, and the broader business world watching Microsoft’s maneuvers closely. Recent years have seen the European Union and U.S. authorities alike scrutinize Big Tech for practices that may unlawfully restrict competition.

The Slack Precedent: Legal and Strategic Outcomes​

Consider the European Commission’s ongoing investigations into Microsoft’s bundling practices. After Slack’s 2020 complaint, European authorities began probing whether Microsoft had granted itself an unfair advantage by leveraging its platform dominance to undercut rivals. These investigations remain unresolved, but the mere existence of such scrutiny represents a warning shot to all major tech companies contemplating similar tactics.
Moreover, industry reaction has been circumspect yet pointed. Competitors in adjacent fields—be they cloud computing, business productivity, or AI—are acutely aware of how quickly a partnership with a large platform provider can shift into existential competition.

The OpenAI Dilemma: Innovation versus Independence​

For OpenAI, the tightrope is especially precarious. On one hand, Microsoft’s deep pockets and global reach have enabled OpenAI to scale its research and quickly commercialize its technology. On the other, increased dependence could threaten OpenAI’s independence and stifle its ability to set its own priorities.
The question looms: can OpenAI truly thrive if Microsoft, primed to “own it all,” pulls the rug and pivots to internal solutions or more favorable partnerships? Benioff’s warning is at once a call for vigilance and a challenge to the notion that innovation and consolidation can coexist easily within the walls of one of the world’s biggest tech conglomerates.

Critical Analysis: Strengths, Opportunities, and Risks​

Microsoft’s engagement with OpenAI has undeniably accelerated the adoption of AI in the enterprise. By channeling investment, engineering resources, and a vast customer base toward OpenAI’s frontier models, Microsoft has delivered tangible business value—manifested most prominently in Microsoft 365 Copilot, AI-powered coding with GitHub Copilot, and Azure OpenAI Services.
Yet, this symbiosis is not without risk.

Strengths: Synergies and Technological Leapfrogging​

  • Rapid AI Deployment: Microsoft’s ability to integrate OpenAI’s models into mainstream products means AI is reaching organizations and end-users at an unprecedented pace.
  • Platform Leverage: By anchoring AI innovation within Azure, Microsoft drives adoption of its cloud platform, further entrenching its position among large enterprises and developers.
  • Mutual Market Access: OpenAI gets real-world product exposure and resources, while Microsoft benefits from bleeding-edge research outputs that competitors can only license or imitate after-the-fact.

Risks: Consolidation, Monoculture, and Lock-In​

  • Reduced Competition: If Microsoft’s tactics prevent rivals from accessing comparable AI technologies, the resulting bottleneck could slow broader market innovation.
  • Vendor Lock-In: Deep integration of OpenAI models within Microsoft platforms (such as Office, Teams, Windows) may make switching costs prohibitive for enterprises, further consolidating Microsoft’s market power.
  • Antitrust Exposure: Regulators have already demonstrated willingness to challenge Microsoft on competitive grounds, with the potential for disruptive interventions including mandated interoperability or divestiture.

Opportunities for the Wider Industry​

Despite—or perhaps because of—Microsoft’s aggressive posture, other tech giants are mobilizing. Google and Salesforce’s $2.5 billion AI partnership is emblematic of this: it signals the beginning of a new phase, where “coopetition” (cooperative competition) and multi-vendor strategies become the norm.
Strategic startups, open-source initiatives, and European cloud providers are all seeking to carve out niches before AI’s next major consolidation wave. Importantly, enterprise buyers are hedging bets, seeking flexible architectures that mitigate the risk inherent in too-close an alignment with any single vendor.

What Can OpenAI—and Others—Learn From the Warning?​

Benioff’s advice—“that playbook should get ripped up and thrown away”—is as much public relations positioning as strategic counsel. But the underlying message resonates: AI’s future should not be determined by a single company’s quest for dominance. For OpenAI, this means cultivating truly multi-polar relationships and actively fostering a diversity of distribution and integration partners.
Long-term sustainability for OpenAI, and indeed any major AI company, may depend on avoiding over-dependence on any single patron. Independent governance structures, diversified funding, and open technical standards can empower AI innovators to resist the gravitational pull of mega-platforms.

The Path Ahead: Regulation, Responsibility, and the AI Ecosystem​

With regulators on both sides of the Atlantic intensifying their scrutiny of Big Tech—especially in the context of AI deployment and cloud infrastructure—the next few years will be decisive. The European Union’s Digital Markets Act (DMA) and the United States’ renewed focus on antitrust enforcement aim to rein in winner-take-all scenarios. Both policymakers and judges are paying increasing attention to the subtle interplay of partnership and competition in digital markets.
For CIOs, CTOs, and enterprise architects, the stakes are equally high. Decisions made today—about vendor relationships, data sovereignty, and technical architecture—will determine tomorrow’s ability to innovate, compete, and comply in an era of rapidly-evolving AI regulation.

Ensuring a Dynamic, Open, and Competitive AI Marketplace​

  • Advocating for Standards: Industry-wide adoption of interoperable protocols and open-source reference models can dilute the impact of proprietary lock-in.
  • Diversity of Partnerships: CIOs should avoid overcommitting to single-vendor ecosystems, instead preferring architectures that accommodate best-in-class tools from multiple partners.
  • Proactive Regulation: Governments must articulate clear, forward-looking guidelines that balance rapid AI adoption with long-term market health.

Conclusion: A Playbook Rewritten?​

Marc Benioff’s outspoken critique of Microsoft’s tactics, and his warning to OpenAI, crystallize a dilemma as old as software itself: how to balance rapid innovation, healthy competition, and responsible stewardship in an industry that too often rewards dominance at all costs. Whether Microsoft heeds Benioff’s advice and “throws away the old playbook” may well determine not just the fate of OpenAI, but of the entire next generation of AI technologies.
For stakeholders across the spectrum—software vendors, enterprise buyers, regulators—the lessons of past competition remain profoundly relevant. As Microsoft, OpenAI, and a host of ambitious new entrants jockey for position in the coming AI decade, the hope is that collaboration, openness, and fairness will guide the way. Whether that hope is realistic, or merely aspirational, is a question only time—and continued vigilance—can answer.

Source: Dataconomy Benioff warns OpenAI about Microsoft’s “playbook”
 

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