Microsoft and OpenAI on Monday announced a sweeping overhaul of the partnership that has defined the commercial AI era, dismantling key pillars of exclusivity and revenue-sharing that bound the two companies together for years and replacing them with a looser, time-limited arrangement that gives both sides far more freedom to pursue rival relationships.
The amended agreement, disclosed simultaneously in blog posts from both companies, marks the most significant restructuring since Microsoft first invested $1 billion in OpenAI in 2019 — and it transforms what was once the most consequential exclusive technology alliance in a generation into something that more closely resembles a strategic but arm’s-length commercial relationship.
Under the new terms, Microsoft will no longer pay any revenue share to OpenAI when customers access OpenAI models through Azure. OpenAI, meanwhile, will continue paying a revenue share to Microsoft through 2030 — at the same 20 percent rate — but that obligation is now subject to a total cap. Microsoft retains a license to OpenAI’s intellectual property for models and products through 2032, but that license is now explicitly non-exclusive. And OpenAI, critically, can now serve all of its products to customers on any cloud provider — including Amazon Web Services and Google Cloud — ending the exclusivity that had been a cornerstone of the original deal.
“The rapid pace of innovation requires us to continue to evolve our partnership to benefit our customers and both companies,” Microsoft wrote in its blog post Monday. OpenAI echoed the framing, calling the amended agreement a move “grounded in flexibility, certainty, and a focus on delivering the benefits of AI broadly.”
The diplomatic language belies the drama that led to this moment — months of behind-the-scenes tension, competing deal announcements, public contradictions, and even the specter of litigation between two companies whose fates have been intertwined since the earliest days of the generative AI revolution.
To understand why Monday’s announcement matters so much, it helps to understand what came before it. When Microsoft poured its initial $1 billion into OpenAI in 2019, and then followed with a cumulative investment exceeding $13 billion, it secured something extraordinary: exclusive commercial access to OpenAI’s models and intellectual property. Azure became the sole cloud provider for OpenAI’s API products. Microsoft integrated OpenAI’s GPT models into everything from Bing to Office to GitHub Copilot. The arrangement was, by any measure, one of the most lopsided technology licensing deals in modern history — Microsoft got privileged access to the most capable AI models on the planet, and OpenAI got the capital and infrastructure it needed to scale.
The deal even contained an unusual provision: Microsoft’s exclusive rights would remain in force until OpenAI achieved artificial general intelligence, or AGI — a loosely defined milestone referring to AI systems that rival or exceed human intelligence across a broad range of tasks. OpenAI’s board retained the authority to declare when AGI had been reached, at which point certain commercial terms would change. It was, in effect, a philosophical tripwire embedded in a business contract.
That structure worked well enough when OpenAI was a research lab with a modest commercial footprint. But as ChatGPT exploded into the mainstream in late 2022 and OpenAI’s annualized revenue rocketed into the billions, the constraints began to chafe. OpenAI found itself locked into a single cloud ecosystem at precisely the moment when enterprises — its fastest-growing customer segment — were demanding multi-cloud flexibility. In an internal memo earlier this month, OpenAI’s revenue chief Denise Dresser put it bluntly, telling staff that the Microsoft partnership had “limited our ability to meet enterprises where they are,” according to a report from The Verge.
The proximate cause of Monday’s restructuring was not a philosophical disagreement about AI safety or corporate governance. It was a $50 billion check from Amazon. In February, OpenAI announced that Amazon would invest up to $50 billion in the company — $15 billion upfront, with another $35 billion to follow when certain unspecified conditions were met. In exchange, OpenAI agreed to expand its existing cloud agreement with AWS by $100 billion over eight years and, most controversially, committed to making AWS the exclusive third-party distribution provider for Frontier, its new enterprise agent-building platform. OpenAI also agreed to co-develop “stateful runtime technology” on AWS Bedrock, the infrastructure layer that allows AI agents to maintain memory and context over extended tasks.
The problem was that OpenAI’s existing contract with Microsoft almost certainly prohibited these arrangements. Microsoft held exclusive rights to any OpenAI product accessed through an API — a category that plainly included Frontier. On the very day OpenAI announced the Amazon deal, Microsoft issued a pointed public statement insisting that “Azure remains the exclusive cloud provider of stateless OpenAI APIs” and that “OpenAI’s first party products, including Frontier, will continue to be hosted on Azure.” The contradiction between the two announcements was stark, and it created immediate legal exposure. The Financial Times reported in March that Microsoft was actively considering legal action to enforce its contractual rights. The situation placed OpenAI in an impossible position: it had made promises to Amazon that it seemingly could not keep under the terms of its Microsoft agreement.
Monday’s deal resolves that impasse entirely. By converting Microsoft’s license from exclusive to non-exclusive and explicitly granting OpenAI the right to serve products on any cloud, the new terms retroactively validate the Amazon arrangement and eliminate the legal overhang. Amazon CEO Andy Jassy wasted no time celebrating. “We’re excited to make OpenAI’s models available directly to customers on Bedrock in the coming weeks, alongside the upcoming Stateful Runtime Environment,” he wrote on X, adding that the company would share more details at an event in San Francisco on Tuesday.
The financial mechanics of the new deal deserve careful parsing, because they reveal which side gave up what — and who came out ahead. Under the old arrangement, money flowed in both directions. When customers bought ChatGPT subscriptions or accessed OpenAI models through their own applications, OpenAI paid Microsoft a cut — reportedly 20 percent. Conversely, when enterprise customers accessed OpenAI models through Azure’s API, Microsoft paid OpenAI a share of that revenue. This bilateral structure reflected the deep integration between the two companies: Microsoft was simultaneously OpenAI’s investor, cloud provider, distribution partner, and largest customer.
The new deal makes the cash flow one-directional. Microsoft stops paying OpenAI entirely. OpenAI continues paying Microsoft its 20 percent share, but only through 2030, and now subject to a total cap whose precise dollar figure has not been disclosed. Given that OpenAI’s revenue is growing rapidly — the company was reportedly on pace to generate tens of billions annually — that cap could become material relatively quickly.
For Microsoft, the trade-off is straightforward: it sacrifices the exclusivity that made Azure the only gateway to OpenAI’s models, but it gains immediate financial relief by eliminating its outbound revenue-share payments while continuing to collect inbound payments for several more years. And it retains approximately 27 percent ownership of OpenAI’s for-profit entity, meaning it participates in the company’s growth regardless of which cloud serves the workloads. Last quarter alone, Microsoft reported $7.5 billion in revenue from its OpenAI investment in a single quarter, according to TechCrunch’s reporting. For OpenAI, the calculus is different. It accepts a continued obligation to pay Microsoft through 2030, but it gains the commercial freedom to sell everywhere — a freedom that is arguably worth far more than the revenue-share savings. Enterprise customers overwhelmingly operate in multi-cloud environments. Being locked into Azure was not just a technical constraint; it was a sales objection that OpenAI’s competitors, particularly Anthropic and Google, exploited relentlessly.
One of the more philosophically intriguing aspects of Monday’s announcement is what it does to the AGI provision that once governed the partnership. Under the original agreement, Microsoft’s exclusive commercial rights were tied to a trigger: if OpenAI’s board determined that the company had achieved AGI, certain terms — including Microsoft’s access to the most advanced models — would change. The provision was meant to ensure that a truly superintelligent system would remain under the nonprofit board’s control rather than being commercially exploited. In practice, it created perverse incentives: OpenAI had a financial reason to never declare AGI, and Microsoft had a financial reason to argue that AGI had not been reached regardless of what the technology could actually do.
The new deal sidesteps this entirely. Microsoft’s license now runs through a fixed calendar date — 2032 — “independent of OpenAI’s technology progress,” as the companies put it. The AGI trigger, a concept that once sat at the philosophical heart of the partnership, has been replaced by a spreadsheet. Andrew Curran, a close observer of OpenAI’s governance, noted on X that language defining AGI had been removed from OpenAI’s website, sharing a screenshot showing the change. The move drew sharp reactions. One commenter observed that “removing the definition = removing the accountability. whoever controls when AGI is declared controls a lot of commercial terms.”
The shift reflects a broader maturation — or perhaps disillusionment — within the AI industry regarding AGI as a meaningful commercial or governance concept. When the original deal was struck, AGI felt like a distant, almost mythical threshold. Now, with models like GPT-5.5 demonstrating increasingly general capabilities, the term has become more of a marketing slogan than a technical benchmark. Replacing it with fixed dates and dollar caps is, in some sense, an admission that the industry has moved beyond the framework that once defined this partnership.
The most immediate beneficiary of the new arrangement is the enterprise customer. For years, organizations that wanted access to OpenAI’s models had essentially one option: Azure. That constraint is now gone. Within weeks, according to Jassy, OpenAI’s models will be available on AWS Bedrock alongside the stateful runtime environment that powers long-running AI agents. Google Cloud is presumably not far behind.
This multi-cloud availability arrives at a moment when the AI infrastructure market is undergoing rapid consolidation and expansion simultaneously. Meta recently committed $48 billion to cloud providers CoreWeave and Nebius. Amazon’s investment in OpenAI, combined with its existing relationship with Anthropic — in which Amazon has invested up to $4 billion — positions AWS as a model-agnostic platform where enterprises can mix and match AI capabilities. Microsoft, meanwhile, has developed its own relationship with Anthropic, using Claude to power agentic products — a hedge against the very OpenAI dependency it spent billions creating.
The competitive dynamics are now genuinely complex. Microsoft competes with OpenAI in AI products (Copilot vs. ChatGPT), partners with OpenAI’s rival Anthropic, and remains OpenAI’s largest shareholder. OpenAI sells on Azure, AWS, and soon everywhere else, while building its own data centers. Amazon invests in both OpenAI and Anthropic. Google builds its own models while also hosting competitors on Vertex AI. Jehangeer Hasan, a technology commentator, captured the mood on X, calling the announcement a “notable shift in the cloud AI landscape” that signals “intensifying multi-cloud competition and a push toward giving developers more flexibility instead of locking them into a single ecosystem.” Chris Alexander, an engineer, offered a more candid assessment: “honestly Azure’s OpenAI endpoints are so unreliable, we mostly just hit you all directly,” adding that “it would be nice to have options in AWS or GCP for sure.”
Several open questions remain. The precise dollar amount of the revenue-share cap has not been disclosed, and it will matter enormously as OpenAI’s revenue scales. The meaning of “first on Azure” — whether it implies a meaningful exclusivity window or merely simultaneous availability — remains deliberately ambiguous. And OpenAI’s own infrastructure ambitions, including plans to build proprietary data centers, could eventually reduce its dependence on any third-party cloud, including Azure.
Microsoft’s position, while less dominant than before, is not as diminished as some early commentary suggested. It remains OpenAI’s primary cloud provider, its largest shareholder, and a licensee of its technology through the end of the decade. It has diversified its own AI strategy with investments in Anthropic, its own Phi and MAI model families, and deep integration of AI across its product portfolio. The company reported $7.5 billion in OpenAI-related revenue last quarter — a figure that demonstrates the sheer financial scale of the relationship even in its loosened form.
For OpenAI, the new agreement is a coming-of-age moment. The company that once depended on Microsoft for everything — capital, compute, distribution, and credibility — now operates as an independent force capable of striking multi-billion-dollar deals with Microsoft’s biggest rivals. Sam Altman announced the changes on X with characteristic brevity: “We have updated our partnership with Microsoft.”
Seven years ago, when Microsoft CEO Satya Nadella and Altman first shook hands on a deal to commercialize artificial intelligence, the arrangement rested on the assumption that OpenAI needed Microsoft more than Microsoft needed OpenAI. Every clause — the exclusivity, the AGI trigger, the revenue share — reflected that original imbalance. Monday’s restructuring is proof that the assumption no longer holds. The partnership that launched the generative AI revolution has survived, but the power dynamics that created it have not. In the AI industry, it turns out, the only thing that moves faster than the technology is the leverage.
The most expensive AI failure I have seen in enterprise deployments did not produce an error. No alert fired. No dashboard turned red. The system was fully operational, it was just consistently, confidently wrong. That is the reliability gap. And it is the problem most enterprise AI programs are not built to catch.
We have spent the last two years getting very good at evaluating models: benchmarks, accuracy scores, red-team exercises, retrieval quality tests. But in production, the model is rarely where the system breaks. It breaks in the infrastructure layer, the data pipelines feeding it, the orchestration logic wrapping it, the retrieval systems grounding it, the downstream workflows trusting its output. That layer is still being monitored with tools designed for a different kind of software.
Here’s what makes this problem hard to see: Operationally healthy and behaviorally reliable are not the same thing, and most monitoring stacks cannot tell the difference.
A system can show green across every infrastructure metric, latency within SLA, throughput normal, error rate flat, while simultaneously reasoning over retrieval results that are six months stale, silently falling back to cached context after a tool call degrades, or propagating a misinterpretation through five steps of an agentic workflow. None of that shows up in Prometheus. None of it trips a Datadog alert.
The reason is straightforward: Traditional observability was built to answer the question “is the service up?” Enterprise AI requires answering a harder question: “Is the service behaving correctly?” Those are different instruments.
|
What teams typically measure |
What actually drives AI infrastructure failure |
|
Uptime / latency / error rate |
Retrieval freshness and grounding confidence |
|
Token usage |
Context integrity across multi-step workflows |
|
Throughput |
Semantic drift under real-world load |
|
Model benchmark scores |
Behavioral consistency when conditions degrade |
|
Infrastructure error rate |
Silent partial failure at the reasoning layer |
Closing this gap requires adding a behavioral telemetry layer alongside the infrastructure one — not replacing what exists, but extending it to capture what the model actually did with the context it received, not just whether the service responded.
Across enterprise AI deployments in network operations, logistics, and observability platforms, I see four failure patterns repeat with enough consistency to name them.
The first is context degradation. The model reasons over incomplete or stale data in a way that is invisible to the end user. The answer looks polished. The grounding is gone. Detection usually happens weeks later, through downstream consequences rather than system alerts.
The second is orchestration drift. Agentic pipelines rarely fail because one component breaks. They fail because the sequence of interactions between retrieval, inference, tool use, and downstream action starts to diverge under real-world load. A system that looked stable in testing behaves very differently when latency compounds across steps and edge cases stack.
The third is a silent partial failure. One component underperforms without crossing an alert threshold. The system degrades behaviorally before it degrades operationally. These failures accumulate quietly and surface first as user mistrust, not incident tickets. By the time the signal reaches a postmortem, the erosion has been happening for weeks.
The fourth is the automation blast radius. In traditional software, a localized defect stays local. In AI-driven workflows, one misinterpretation early in the chain can propagate across steps, systems, and business decisions. The cost is not just technical. It becomes organizational, and it is very hard to reverse.
Metrics tell you what happened. They rarely tell you what almost happened.
Traditional chaos engineering asks the right kind of question: What happens when things break? Kill a node. Drop a partition. Spike CPU. Observe. Those tests are necessary, and enterprises should run them.
But for AI systems, the most dangerous failures are not caused by hard infrastructure faults. They emerge at the interaction layer between data quality, context assembly, model reasoning, orchestration logic, and downstream action. You can stress the infrastructure all day and never surface the failure mode that costs you the most.
What AI reliability testing needs is an intent-based layer: Define what the system must do under degraded conditions, not just what it should do when everything works. Then test the specific conditions that challenge that intent. What happens if the retrieval layer returns content that is technically valid but six months outdated? What happens if a summarization agent loses 30% of its context window to unexpected token inflation upstream? What happens if a tool call succeeds syntactically but returns semantically incomplete data? What happens if an agent retries through a degraded workflow and compounds its own error with each step?
These scenarios are not edge cases. They are what production looks like. This is the framework I have applied in building reliability systems for enterprise infrastructure: Intent-based chaos level creation for distributed computing environments. The key insight: Intent defines the test, not just the fault.
None of this requires reinventing the stack. It requires extending four things.
Add behavioral telemetry alongside infrastructure telemetry. Track whether responses were grounded, whether fallback behavior was triggered, whether confidence dropped below a meaningful threshold, whether the output was appropriate for the downstream context it entered. This is the observability layer that makes everything else interpretable.
Introduce semantic fault injection into pre-production environments. Deliberately simulate stale retrieval, incomplete context assembly, tool-call degradation, and token-boundary pressure. The goal is not theatrical chaos. The goal is finding out how the system behaves when conditions are slightly worse than your staging environment — which is always what production is.
Define safe halt conditions before deployment, not after the first incident. AI systems need the equivalent of circuit breakers at the reasoning layer. If a system cannot maintain grounding, validate context integrity, or complete a workflow with enough confidence to be trusted, it should stop cleanly, label the failure, and hand control to a human or a deterministic fallback. A graceful halt is almost always safer than a fluent error. Too many systems are designed to keep going because confident output creates the illusion of correctness.
Assign shared ownership for end-to-end reliability. The most common organizational failure is a clean separation between model teams, platform teams, data teams, and application teams. When the system is operationally up but behaviorally wrong, no one owns it clearly. Semantic failure needs an owner. Without one, it accumulates.
For the last two years, the enterprise AI differentiator has been adoption — who gets to production fastest. That phase is ending. As models commoditize and baseline capability converges, competitive advantage will come from something harder to copy: The ability to operate AI reliably at scale, in real conditions, with real consequences.
Yesterday’s differentiator was model adoption. Today’s is system integration. Tomorrow’s will be reliability under production stress.
The enterprises that get there first will not have the most advanced models. They will have the most disciplined infrastructure around them — infrastructure that was tested against the conditions it would actually face, not the conditions that made the pilot look good.
The model is not the whole risk. The untested system around it is.
Sayali Patil is an AI infrastructure and product leader.
Traditional software is predictable: Input A plus function B always equals output C. This determinism allows engineers to develop robust tests. On the other hand, generative AI is stochastic and unpredictable. The exact same prompt often yields different results on Monday versus Tuesday, breaking the traditional unit testing that engineers know and love.
To ship enterprise-ready AI, engineers cannot rely on mere “vibe checks” that pass today but fail when customers use the product. Product builders need to adopt a new infrastructure layer: The AI Evaluation Stack.
This framework is informed by my extensive experience shipping AI products for Fortune 500 enterprise customers in high-stakes industries, where “hallucination” is not funny — it’s a huge compliance risk.
Traditional software tests are binary assertions (pass/fail). While some AI evals use binary asserts, many evaluate on a gradient. An eval is not a single script; it is a structured pipeline of assertions — ranging from strict code syntax to nuanced semantic checks — that verify the AI system’s intended function.
To build a robust, cost-effective pipeline, asserts must be separated into two distinct architectural layers:
A surprisingly large share of production AI failures aren’t semantic “hallucinations” — they are basic syntax and routing failures. Deterministic assertions serve as the pipeline’s first gate, using traditional code and regex to validate structural integrity.
Instead of asking if a response is “helpful,” these assertions ask strict, binary questions:
Did the model generate the correct JSON key/value schema?
Did it invoke the correct tool call with the required arguments?
Did it successfully slot-fill a valid GUID or email address?
// Example: Layer 1 Deterministic Tool Call Assertion
{
“test_scenario”: “User asks to look up an account”,
“assertion_type”: “schema_validation”,
“expected_action”: “Call API: get_customer_record”,
“actual_ai_output”: “I found the customer.”,
“eval_result”: “FAIL – AI hallucinated conversational text instead of generating the required API payload.”
}
In the example above, the test failed instantly because the model generated conversational text instead of the required tool call payload.
Architecturally, deterministic assertions must be the first layer of the stack, operating on a computationally inexpensive “fail-fast” principle. If a downstream API requires a specific schema, a malformed JSON string is a fatal error. By failing the evaluation immediately at this layer, engineering teams prevent the pipeline from triggering expensive semantic checks (Layer 2) or wasting valuable human review time (Layer 3).
When deterministic assertions pass, the pipeline must evaluate semantic quality. Because natural language is fluid, traditional code cannot easily assert if a response is “helpful” or “empathetic.” This introduces model-based evaluation, commonly referred to as “LLM-as-a-Judge” or “LLM-Judge.”
While using one non-deterministic system to evaluate another seems counterintuitive, it is an exceptionally powerful architectural pattern for use cases requiring nuance. It is virtually impossible to write a reliable regex to verify if a response is “actionable” or “polite.” While human reviewers excel at this nuance, they cannot scale to evaluate tens of thousands of CI/CD test cases. Thus, the LLM-as-a-Judge becomes the scalable proxy for human discernment.
However, model-based assertions only yield reliable data when the LLM-as-a-Judge is provisioned with three critical inputs:
A state-of-the-art reasoning model: The Judge must possess superior reasoning capabilities compared to the production model. If your app runs on a smaller, faster model for latency, the judge must be a frontier reasoning model to approximate human-level discernment.
A strict assessment rubric: Vague evaluation prompts (“Rate how good this answer is”) yield noisy, stochastic evaluations. A robust rubric explicitly defines the gradients of failure and success. (For example, a “Helpfulness” rubric should define Score 1 as an irrelevant refusal, Score 2 as addressing the prompt but lacking actionable steps, and Score 3 as providing actionable next steps strictly within context.)
Ground truth (golden outputs): While the rubric provides the rules, a human-vetted “expected answer” acts as the answer key. When the LLM-Judge can compare the production model’s output against a verified Golden Output, its scoring reliability increases dramatically.
A robust evaluation architecture requires two complementary pipelines. The online pipeline monitors post-deployment telemetry, while the offline pipeline provides the foundational baseline and deterministic constraints required to evaluate stochastic models safely.
The offline pipeline’s primary objective is regression testing — identifying failures, drift, and latency before production. Deploying an enterprise LLM feature without a gating offline evaluation suite is an architectural anti-pattern; it is the equivalent of merging uncompiled code into a main branch.
The offline lifecycle begins by curating a “golden dataset” — a static, version-controlled repository of 200 to 500 test cases representing the AI’s full operational envelope. Each case pairs an exact input payload with an expected “golden output” (ground truth).
Crucially, this dataset must reflect expected real-world traffic distributions. While most cases cover standard “happy-path” interactions, engineers must systematically incorporate edge cases, jailbreaks, and adversarial inputs. Evaluating “refusal capabilities” under stress remains a strict compliance requirement.
Example test case payload (standard tool use):
Input: “Schedule a 30-minute follow-up meeting with the client for next Tuesday at 10 a.m.”
Expected output (golden): The system successfully invokes the schedule_meeting tool with the correct JSON payload: {“duration_minutes”: 30, “day”: “Tuesday”, “time”: “10 AM”, “attendee”: “client_email”}.
While manually curating hundreds of edge cases is tedious, the process can be accelerated with synthetic data generation pipelines that use a specialized LLM to produce diverse TSV/CSV test payloads. However, relying entirely on AI-generated test cases introduces the risk of data contamination and bias. A human-in-the-loop (HITL) architecture is mandatory at this stage; domain experts must manually review, edit, and validate the synthetic dataset to ensure it accurately reflects real-world user intent and enterprise policy before it is committed to the repository.
Once the dataset is curated, engineers must design the evaluation criteria to compute a composite score for each model output. A robust architecture achieves this by assigning weighted points across a hybrid of Layer 1 (deterministic) and Layer 2 (model-based) asserts.
Consider an AI agent executing a “send email” tool. An evaluation framework might utilize a 10-point scoring system:
Layer 1: Deterministic asserts (6 points): Did the agent invoke the correct tool? (2 pts). Did it produce a valid JSON object? (2 pts). Does the JSON strictly adhere to the expected schema? (2 pts).
Layer 2: Model-based asserts (4 points): (Note: Semantic rubrics must be highly use-case specific). Does the subject line reflect user intent? (1 pt). Does the email body match expected outputs without hallucination? (1 pt). Were CC/BCC fields leveraged accurately? (1 pt). Was the appropriate priority flag inferred? (1 pt).
To understand why the LLM-Judge awarded these points, the engineer must prompt the judge to supply its reasoning for each score. This is crucial for debugging failures.
The passing threshold and short-circuit logic
In this example, an 8/10 passing threshold requires 8 points for success. Crucially, the evaluation pipeline must enforce strict short-circuit evaluation (fail-fast logic). If the model fails any deterministic assertion — such as generating a malformed JSON schema — the system must instantly fail the entire test case (0/10). There is zero architectural value in invoking an expensive LLM-Judge to assess the semantic “politeness” of an email if the underlying API call is structurally broken.
Using an evaluation infrastructure of choice, the system executes the offline pipeline — typically integrated as a blocking CI/CD step during a pull request. The infrastructure iterates through the golden dataset, injecting each test payload into the production model, capturing the output, and executing defined assertions against it.
Each output is scored against the passing threshold. Once batch execution is complete, results are aggregated into an overall pass rate. For enterprise-grade applications, the baseline pass rate must typically exceed 95%, scaling to 99%-plus for strict compliance or high-risk domains.
Based on aggregated failure data, engineering teams conduct a root-cause analysis of failing test cases. This assessment drives iterative updates to core components: refining system prompts, modifying tool descriptions, augmenting knowledge sources, or adjusting hyperparameters (like temperature or top-p). Continuous optimization remains best practice even after achieving a 95% pass rate.
Crucially, any system modification necessitates a full regression test. Because LLMs are inherently non-deterministic, an update intended to fix one specific edge case can easily cause unforeseen degradations in other areas. The entire offline pipeline must be rerun to validate that the update improved quality without introducing regressions.
While the offline pipeline acts as a strict pre-deployment gatekeeper, the online pipeline is the post-deployment telemetry system. Its objective is to monitor real-world behavior, capturing emergent edge cases, and quantifying model drift. Architects must instrument applications to capture five distinct categories of telemetry:
Direct, deterministic feedback indicating model performance:
Thumbs up/down: Disproportionate negative feedback is the most immediate leading indicator of system degradation, directing immediate engineering investigation.
Verbatim in-app feedback: Systematically parsing written comments identifies novel failure modes to integrate back into the offline “golden dataset.”
Behavioral telemetry reveals silent failures where users give up without explicit feedback:
Regeneration and retry rates: High frequencies of retries indicate the initial output failed to resolve user intent.
Apology rate: Programmatically scanning for heuristic triggers (“I’m sorry”) detects degraded capabilities or broken tool routing.
Refusal rate: Artificially high refusal rates (“I can’t do that”) indicate over-calibrated safety filters rejecting benign user queries.
Because deterministic code checks execute in milliseconds, teams can seamlessly reuse Layer 1 offline asserts (schema conformity, tool validity) to synchronously evaluate 100% of production traffic. Logging these pass/fail rates instantly detects anomalous spikes in malformed outputs — the earliest warning sign of silent model drift or provider-side API changes.
If strict data privacy agreements (DPAs) permit logging user inputs, teams can deploy model-based asserts. Architecturally, production LLM-Judges must never execute synchronously on the critical path, which doubles latency and compute costs. Instead, a background LLM-Judge asynchronously samples a fraction (5%) of daily sessions, grading outputs against the offline rubric to generate a continuous quality dashboard.
Evaluation pipelines are not “set-it-and-forget-it” infrastructure. Without continuous updates, static datasets suffer from “rot” (concept drift) as user behavior evolves and customers discover novel use cases.
For example, an HR chatbot might boast a pristine 99% offline pass rate for standard payroll questions. However, if the company suddenly announces a new equity plan, users will immediately begin prompting the AI about vesting schedules — a domain entirely missing from the offline evaluations.
To make the system smarter over time, engineers must architect a closed feedback loop that mines production telemetry for continuous improvement.
The continuous improvement workflow:
Capture: A user triggers an explicit negative signal (a “thumbs down”) or an implicit behavioral flag in production.
Triage: The specific session log is automatically flagged and routed for human review.
Root-cause analysis: A domain expert investigates the failure, identifies the gap, and updates the AI system to successfully handle similar requests.
Dataset augmentation: The novel user input, paired with the newly corrected expected output, is appended to the offline Golden Dataset alongside several synthetic variations.
Regression testing: The model is continuously re-evaluated against this newly discovered edge case in all future runs.
Building an evaluation pipeline without monitoring production logs and updating datasets is fundamentally insufficient. Users are unpredictable. Evaluating on stale data creates a dangerous illusion: High offline pass rates masking a rapidly degrading real-world experience.
In the era of generative AI, a feature or product is no longer “done” simply because the code compiles and the prompt returns a coherent response. It is only done when a rigorous, automated evaluation pipeline is deployed and stable — and when the model consistently passes against both a curated golden dataset and newly discovered production edge cases.
This guide has equipped you with a comprehensive blueprint for building that reality. From architecting offline regression pipelines and online telemetry to the continuous feedback flywheel and navigating enterprise anti-patterns, you now have the structural foundation required to deploy AI systems with greater confidence.
Now, it is your turn. Share this framework with your engineering, product, and legal teams to establish a unified, cross-functional standard for AI quality in your organization. Stop guessing whether your models are degrading in production, and start measuring.
Derah Onuorah is a Microsoft senior product manager.
Cirrascale Cloud Services today announced it has expanded its partnership with Google Cloud to deliver the Gemini model on-premises through Google Distributed Cloud, making it the first neocloud provider to offer Google’s most advanced AI model as a fully private, disconnected appliance. The announcement, timed to coincide with Google Cloud Next 2026 in Las Vegas, addresses a stubborn problem that has plagued regulated industries since the generative AI boom began: how to access frontier-class AI models without surrendering control of your data.
The offering packages Gemini into a Dell-manufactured, Google-certified hardware appliance equipped with eight Nvidia GPUs and wrapped in confidential computing protections. Enterprises and government agencies can deploy the system inside Cirrascale’s data centers or their own facilities, fully disconnected from the internet and from Google’s cloud infrastructure. The product enters preview immediately, with general availability expected in June or July.
In an exclusive interview with VentureBeat ahead of the announcement, Dave Driggers, CEO of Cirrascale Cloud Services, described the deployment as “the next step of the partnership” and “being able to offer their most important model they have, which is Gemini.” He was emphatic about what customers would be getting: “It is full blown Gemini. It’s not pulled,” he told VentureBeat. “Nothing’s missing from it, and it’ll be available in a private scenario, so that we can guarantee them that their data is secure, their inputs are secure, their outputs are secure.”
The move signals a deepening shift in the enterprise AI market, where the most capable models are migrating out of hyperscaler data centers and into customers’ own racks — a reversal of the cloud computing orthodoxy that defined the past decade.
For years, organizations in financial services, healthcare, defense and government faced a binary choice: access the most powerful AI models through public cloud APIs, exposing sensitive data to third-party infrastructure, or settle for less capable open-source models they could host themselves. Cirrascale’s new offering attempts to eliminate that tradeoff entirely.
Driggers described how the trust problem escalated in stages. First, companies worried about handing their proprietary data to hyperscalers. Then came a deeper realization. “They started realizing, holy crap, when my users type stuff in, they’re giving private information away — and the output is private too,” Driggers told VentureBeat. “And then the hyperscalers said, ‘Your prompts and the responses? That’s our stuff. We need that in order to answer your question.'” That was the moment, he argued, when the demand for fully private AI became impossible to ignore.
Unlike Google Distributed Cloud, which Google already offers as its own on-premises cloud extension, the Cirrascale deployment places the actual model — weights and all — outside of Google’s infrastructure entirely. “Google doesn’t own this hardware. We own the hardware, or the customer owns the hardware,” Driggers said. “It is completely outside of Google.”
Driggers drew a sharp distinction between this offering and what competitors provide. When asked about Microsoft Azure’s on-premises deployments with OpenAI models and AWS Outposts, he was blunt: “Those are a lot different. This is the actual model being deployed on prem outside of their cloud. It’s not a cut down version. It’s the actual model.”
The technical underpinnings of the deployment reveal how seriously both Google and Cirrascale are treating the security question. The Gemini model resides entirely in volatile memory — not on persistent storage. “As soon as the power is off, the model is gone,” Driggers explained. User sessions operate through caches that clear automatically when a session ends. “A company’s user inputs, once that session’s over, they’re gone. They can be saved, but by default, they’re gone,” he said.
Perhaps the most striking security feature is what happens when someone attempts to tamper with the appliance. Driggers described a mechanism that effectively renders the machine inoperable: “You do anything that is against confidential compute, and it’s gone. Not only does the machine turn off, and therefore the model is gone, it actually puts in a marker that says, ‘You violated the confidential compute.’ That machine has to come back to us, or back to Dell or back to Google.” He characterized the appliance as something that “does time bomb itself if something goes wrong.”
This level of protection reflects Google’s own anxiety about releasing its flagship model’s weights into environments it doesn’t control. The appliance is effectively a vault: the model runs inside it, but nobody — not even the customer — can extract or inspect the weights. The confidential computing envelope ensures that even physical possession of the hardware doesn’t grant access to the model’s intellectual property.
When Google releases a new version of Gemini, the appliance needs to reconnect — but only briefly, and through a private channel. “It does have to get connected back to Google to load the new model. But that can go via a private connection,” Driggers said. For the most security-sensitive customers who can never allow their machine to connect to an outside network, Cirrascale offers a physical swap: “The server will be unplugged, purged, all the data gone, guaranteed it’s gone, a new server will show up with a new version of the model.”
Driggers identified three primary drivers of demand: trust, security and guaranteed performance. Financial services institutions top the list. “They’ve got regulatory issues where they can’t have something out of their control. They’ve got to be the one who determines where everything is. It’s got to be air gap,” Driggers said. The minimum deployment footprint — a single eight-GPU server — makes the product accessible in a way that Google’s own private offerings do not. Running Gemini on Google’s TPU-based infrastructure, Driggers noted, requires a much larger commitment. “If you want a private [instance] from Google, they require a much bigger bite, because to build something private for you, Google requires a gigantic footprint. Here we can do it down to a single machine.”
Beyond finance, Driggers pointed to drug discovery, medical data, public-sector research, and any business handling personal information. He also flagged an increasingly critical use case: data sovereignty. “How about your business that’s doing business outside of the United States, and now you’ve got data sovereignty laws in places where GCP is not? We can provide private Gemini in these smaller countries where the data can’t leave.”
The public sector is another major target. Cirrascale launched a dedicated Government Services division in March as part of its earlier partnership with Google Public Sector around the GPAR (Google Public Sector Program for Accelerated Research) initiative. That program provides higher education and research institutions access to AI tools including AlphaFold, AI Co-Scientist, and Gemini Enterprise for Education. Today’s announcement extends that relationship from the research tooling layer to the model itself.
The performance guarantee is the third pillar. Driggers noted that frontier models accessed through public APIs deliver inconsistent response times — a problem for mission-critical business applications. The private deployment eliminates that variability. Cirrascale layers management software on top of the Gemini appliance that allows administrators to prioritize users, allocate tokens by role, adjust context window sizes, and load-balance across multiple appliances and regions. “Your primary data scientists or your programmers may need to have really large context windows and get priority, especially maybe nine to five,” Driggers explained, “but yet, the rest of the time, they want to share the Gemini experience over a wider group of people.” He also noted that agentic AI workloads, which can run around the clock, benefit from the ability to consume unused capacity during off-peak hours — a scheduling flexibility that public cloud deployments don’t easily support.
The pricing model reflects Cirrascale’s broader philosophy of meeting customers where they are. Driggers described several consumption options: seat-based licensing (with both enterprise and standard tiers), per-token billing, and flat “all-you-can-eat” pricing per appliance. The minimum commitment is a single dedicated server — the appliances are not shared between customers in any configuration. “We’ll meet the customer, what they’re used to,” Driggers said. “If they’re currently taking a seat license, we’ll create a seat license for them.”
Customers can also choose to purchase the hardware outright while still consuming Gemini as a managed service, an arrangement Cirrascale has offered since its earliest days in the AI wave. Driggers said OpenAI has been a customer since 2016 or 2017, and in that engagement, OpenAI purchased its own GPUs while Cirrascale “took those GPUs, incorporated them into our servers and storage and networking, and then presented it back as a cloud service to them so they didn’t have to manage anything.”
That flexible ownership model is particularly relevant for universities and government-funded research institutions, where mandates often require a specific mix of capital expenditure, operating expenditure, and personnel investment. “A lot of government funding requires a mixture of CapEx, OPEX and employment development,” Driggers said. “So we allow that as well.”
Cirrascale’s announcement arrives during a period of explosive growth for the neocloud sector — the tier of specialized AI cloud providers that sit between the hyperscalers and traditional hosting companies. The neocloud market is projected to be worth $35.22 billion in 2026 and is growing at a compound annual growth rate of 46.37%, according to Mordor Intelligence. Leading neocloud providers include CoreWeave, Crusoe Cloud, Lambda, Nebius and Vultr, and these companies specialize in GPU-as-a-Service for AI and high-performance computing workloads.
But Cirrascale occupies a different niche within this booming category. While companies like CoreWeave have focused primarily on providing raw GPU compute at scale — CoreWeave boasts a $55.6 billion backlog — Cirrascale has positioned itself around private AI, managed services and longer-term engagements rather than on-demand elastic compute. Driggers described the company as “not an on-demand place” but rather a provider focused on “longer-term workloads where we’re really competing against somebody doing it back on prem.”
The company’s history supports that claim. Cirrascale traces its roots to a hardware company that “designed the world’s first eight GPU server in 2012 before anybody thought you’d ever need eight GPUs in a box,” as Driggers put it. It pivoted to pure cloud services roughly eight years ago and has since built a client roster that includes the Allen Institute for AI, which in August 2025 tapped Cirrascale as the managed services provider for a $152 million open AI initiative funded by the National Science Foundation and Nvidia. Earlier this month, Cirrascale announced a three-way alliance with Rafay Systems and Cisco to deliver end-to-end enterprise AI solutions combining Cirrascale’s inference platform, Rafay’s GPU orchestration, and Cisco’s networking and compute hardware.
The Gemini partnership is the highest-profile move yet — and it taps into a broader industry current. The push to move frontier AI out of the public cloud and into private infrastructure is no longer a niche demand. Industry analysts predict that by 2027, 40% of AI model training and inference will occur outside public cloud environments. That projection helps explain why Google is willing to let its crown-jewel model run on hardware it doesn’t own, in data centers it doesn’t operate, managed by a company in San Diego. The alternative — watching regulated enterprises default to open-source models or to Microsoft’s Azure OpenAI Service — is apparently a worse outcome.
The announcement also carries major implications for Google’s competitive positioning. Microsoft has built its enterprise AI strategy around the Azure OpenAI Service and its deep partnership with OpenAI, while AWS has invested in Amazon Bedrock and its own on-premises solutions through Outposts. Google Cloud Platform still trails both rivals in market share, though Q4 cloud revenue rose 48% year-over-year. Enabling Gemini to run on third-party infrastructure via partners like Cirrascale broadens its distribution surface in exactly the segments — government, finance, healthcare — where Microsoft and Amazon have historically held advantages. For Cirrascale, the partnership represents a chance to differentiate sharply in a market where most neoclouds are competing on GPU availability and price.
Driggers expects rapid uptake in the second half of 2026. “It’s going to be crazy towards the end of this year,” he said. “Major banks will finally do stuff like this, because they can secure it. They can do it globally. Big research institutions who have labs all over the world will do these types of things.” He predicted other frontier model providers will follow with similar offerings soon, and he doesn’t see Gemini as the end of the story. “We really think that the enterprise have been waiting for private AI, not just Gemini, but all sorts of private AI,” Driggers said.
That may be the most telling line of all. For three years, the AI revolution has been defined by a simple bargain: send your data to the cloud and get intelligence back. Cirrascale’s bet — and increasingly, Google’s — is that the biggest customers in the world are done accepting those terms. The most powerful AI on the planet is now available on a single locked box that can sit in a bank vault, a university basement, or a government facility in a country where Google has no data center. The cloud, it turns out, is finally ready to come back down to earth.

Examining how a U.S. Interregional Transmission Overlay could address aging grid infrastructure, surging demand, and renewable integration challenges.What Attendees will LearnWhy the current regional grid structure is approaching its limits — Explore …
Salesforce on Wednesday unveiled the most ambitious architectural transformation in its 27-year history, introducing “Headless 360” — a sweeping initiative that exposes every capability in its platform as an API, MCP tool, or CLI command so AI agents can operate the entire system without ever opening a browser.
The announcement, made at the company’s annual TDX developer conference in San Francisco, ships more than 100 new tools and skills immediately available to developers. It marks a decisive response to the existential question hanging over enterprise software: In a world where AI agents can reason, plan, and execute, does a company still need a CRM with a graphical interface?
Salesforce’s answer: No — and that’s exactly the point.
“We made a decision two and a half years ago: Rebuild Salesforce for agents,” the company said in its announcement. “Instead of burying capabilities behind a UI, expose them so the entire platform will be programmable and accessible from anywhere.”
The timing is anything but coincidental. Salesforce finds itself navigating one of the most turbulent periods in enterprise software history — a sector-wide sell-off that has pushed the iShares Expanded Tech-Software Sector ETF down roughly 28% from its September peak. The fear driving the decline: that AI, particularly large language models from Anthropic, OpenAI, and others, could render traditional SaaS business models obsolete.
Jayesh Govindarjan, EVP of Salesforce and one of the key architects behind the Headless 360 initiative, described the announcement as rooted not in marketing theory but in hard-won lessons from deploying agents with thousands of enterprise customers.
“The problem that emerged is the lifecycle of building an agentic system for every one of our customers on any stack, whether it’s ours or somebody else’s,” Govindarjan told VentureBeat in an exclusive interview. “The challenge that they face is very much the software development challenge. How do I build an agent? That’s only step one.”
Salesforce Headless 360 rests on three pillars that collectively represent the company’s attempt to redefine what an enterprise platform looks like in the agentic era.
The first pillar — build any way you want — delivers more than 60 new MCP (Model Context Protocol) tools and 30-plus preconfigured coding skills that give external coding agents like Claude Code, Cursor, Codex, and Windsurf complete, live access to a customer’s entire Salesforce org, including data, workflows, and business logic. Developers no longer need to work inside Salesforce’s own IDE. They can direct AI coding agents from any terminal to build, deploy, and manage Salesforce applications.
Agentforce Vibes 2.0, the company’s own native development environment, now includes what it calls an “open agent harness” supporting both the Anthropic agent SDK and the OpenAI agents SDK. As demonstrated during the keynote, developers can choose between Claude Code and OpenAI agents depending on the task, with the harness dynamically adjusting available capabilities based on the selected agent. The environment also adds multi-model support, including Claude Sonnet and GPT-5, along with full org awareness from the start.
A significant technical addition is native React support on the Salesforce platform. During the keynote demo, presenters built a fully functional partner service application using React — not Salesforce’s own Lightning framework — that connected to org metadata via GraphQL while inheriting all platform security primitives. This opens up dramatically more expressive front-end possibilities for developers who want complete control over the visual layer.
The second pillar — deploy on any surface — centers on the new Agentforce Experience Layer, which separates what an agent does from how it appears, rendering rich interactive components natively across Slack, mobile apps, Microsoft Teams, ChatGPT, Claude, Gemini, and any client supporting MCP apps. During the keynote, presenters defined an experience once and deployed it across six different surfaces without writing surface-specific code. The philosophical shift is significant: rather than pulling customers into a Salesforce UI, enterprises push branded, interactive agent experiences into whatever workspace their customers already inhabit.
The third pillar — build agents you can trust at scale — introduces an entirely new suite of lifecycle management tools spanning testing, evaluation, experimentation, observation, and orchestration. Agent Script, the company’s new domain-specific language for defining agent behavior deterministically, is now generally available and open-sourced. A new Testing Center surfaces logic gaps and policy violations before deployment. Custom Scoring Evals let enterprises define what “good” looks like for their specific use case. And a new A/B Testing API enables running multiple agent versions against real traffic simultaneously.
Perhaps the most technically significant — and candid — portion of VentureBeat’s interview with Govindarjan addressed the fundamental engineering tension at the heart of enterprise AI: agents are probabilistic systems, but enterprises demand deterministic outcomes.
Govindarjan explained that early Agentforce customers, after getting agents into production through “sheer hard work,” discovered a painful reality. “They were afraid to make changes to these agents, because the whole system was brittle,” he said. “You make one change and you don’t know whether it’s going to work 100% of the time. All the testing you did needs to be redone.”
This brittleness problem drove the creation of Agent Script, which Govindarjan described as a programming language that “brings together the determinism that’s in programming languages with the inherent flexibility in probabilistic systems that LLMs provide.” The language functions as a single flat file — versionable, auditable — that defines a state machine governing how an agent behaves. Within that machine, enterprises specify which steps must follow explicit business logic and which can reason freely using LLM capabilities.
Salesforce open-sourced Agent Script this week, and Govindarjan noted that Claude Code can already generate it natively because of its clean documentation. The approach stands in sharp contrast to the “vibe coding” movement gaining traction elsewhere in the industry. As the Wall Street Journal recently reported, some companies are now attempting to vibe-code entire CRM replacements — a trend Salesforce’s Headless 360 directly addresses by making its own platform the most agent-friendly substrate available.
Govindarjan described the tooling as a product of Salesforce’s own internal practice. “We needed these tools to make our customers successful. Then our FDEs needed them. We hardened them, and then we gave them to our customers,” he told VentureBeat. In other words, Salesforce productized its own pain.
Govindarjan drew a revealing distinction between two fundamentally different agentic architectures emerging in the enterprise — one for customer-facing interactions and one he linked to what he called the “Ralph Wiggum loop.”
Customer-facing agents — those deployed to interact with end customers for sales or service — demand tight deterministic control. “Before customers are willing to put these agents in front of their customers, they want to make sure that it follows a certain paradigm — a certain brand set of rules,” Govindarjan told VentureBeat. Agent Script encodes these as a static graph — a defined funnel of steps with LLM reasoning embedded within each step.
The “Ralph Wiggum loop,” by contrast, represents the opposite end of the spectrum: a dynamic graph that unrolls at runtime, where the agent autonomously decides its next step based on what it learned in the previous step, killing dead-end paths and spawning new ones until the task is complete. This architecture, Govindarjan said, manifests primarily in employee-facing scenarios — developers using coding agents, salespeople running deep research loops, marketers generating campaign materials — where an expert human reviews the output before it ships.
“Ralph Wiggum loops are great for employee-facing because employees are, in essence, experts at something,” Govindarjan explained. “Developers are experts at development, salespeople are experts at sales.”
The critical technical insight: both architectures run on the same underlying platform and the same graph engine. “This is a dynamic graph. This is a static graph,” he said. “It’s all a graph underneath.” That unified runtime — spanning the spectrum from tightly controlled customer interactions to free-form autonomous loops — may be Salesforce’s most important technical bet, sparing enterprises from maintaining separate platforms for different agent modalities.
Salesforce’s embrace of openness at TDX was striking. The platform now integrates with OpenAI, Anthropic, Google Gemini, Meta’s LLaMA, and Mistral AI models. The open agent harness supports third-party agent SDKs. MCP tools work from any coding environment. And the new AgentExchange marketplace unifies 10,000 Salesforce apps, 2,600-plus Slack apps, and 1,000-plus Agentforce agents, tools, and MCP servers from partners including Google, Docusign, and Notion, backed by a new $50 million AgentExchange Builders Initiative.
Yet Govindarjan offered a surprisingly candid assessment of MCP itself — the protocol Anthropic created that has become a de facto standard for agent-tool communication.
“To be very honest, not at all sure” that MCP will remain the standard, he told VentureBeat. “When MCP first came along as a protocol, a lot of us engineers felt that it was a wrapper on top of a really well-written CLI — which now it is. A lot of people are saying that maybe CLI is just as good, if not better.”
His approach: pragmatic flexibility. “We’re not wedded to one or the other. We just use the best, and often we will offer all three. We offer an API, we offer a CLI, we offer an MCP.” This hedging explains the “Headless 360” naming itself — rather than betting on a single protocol, Salesforce exposes every capability across all three access patterns, insulating itself against protocol shifts.
Engine, the B2B travel management company featured prominently in the keynote demos, offered a real-world proof point for the open ecosystem approach. The company built its customer service agent, Ava, in 12 days using Agentforce and now handles 50% of customer cases autonomously. Engine runs five agents across customer-facing and employee-facing functions, with Data 360 at the heart of its infrastructure and Slack as its primary workspace. “CSAT goes up, costs to deliver go down. Customers are happier. We’re getting them answers faster. What’s the trade off? There’s no trade off,” an Engine executive said during the keynote.
Underpinning all of it is a shift in how Salesforce gets paid. The company is moving from per-seat licensing to consumption-based pricing for Agentforce — a transition Govindarjan described as “a business model change and innovation for us.” It’s a tacit acknowledgment that when agents, not humans, are doing the work, charging per user no longer makes sense.
Govindarjan framed the company’s evolution in architectural terms. Salesforce has organized its platform around four layers: a system of context (Data 360), a system of work (Customer 360 apps), a system of agency (Agentforce), and a system of engagement (Slack and other surfaces). Headless 360 opens every layer via programmable endpoints.
“What you saw today, what we’re doing now, is we’re opening up every single layer, right, with MCP tools, so we can go build the agentic experiences that are needed,” Govindarjan told VentureBeat. “I think you’re seeing a company transforming itself.”
Whether that transformation succeeds will depend on execution across thousands of customer deployments, the staying power of MCP and related protocols, and the fundamental question of whether incumbent enterprise platforms can move fast enough to remain relevant when AI agents can increasingly build new systems from scratch. The software sector’s bear market, the financial pressures bearing down on the entire industry, and the breathtaking pace of LLM improvement all conspire to make this one of the highest-stakes bets in enterprise technology.
But there is an irony embedded in Salesforce’s predicament that Headless 360 makes explicit. The very AI capabilities that threaten to displace traditional software are the same capabilities that Salesforce now harnesses to rebuild itself. Every coding agent that could theoretically replace a CRM is now, through Headless 360, a coding agent that builds on top of one. The company is not arguing that agents won’t change the game. It’s arguing that decades of accumulated enterprise data, workflows, trust layers, and institutional logic give it something no coding agent can generate from a blank prompt.
As Benioff declared on CNBC’s Mad Money in March: “The software industry is still alive, well and growing.” Headless 360 is his company’s most forceful attempt to prove him right — by tearing down the walls of the very platform that made Salesforce famous and inviting every agent in the world to walk through the front door.
Parker Harris, Salesforce’s co-founder, captured the bet most succinctly in a question he posed last month: “Why should you ever log into Salesforce again?”
If Headless 360 works as designed, the answer is: You shouldn’t have to. And that, Salesforce is wagering, is precisely what will keep you paying for it.
Enterprise AI is entering a new phase — one where the central question is no longer what can be built, but how to make the most of our AI investment.
At VentureBeat’s latest AI Impact Tour session, Brian Gracely, director of portfolio strategy at Red Hat, described the operational reality inside large organizations: AI sprawl, rising inference costs, and limited visibility into what those investments are actually returning.
It’s the “Day 2” moment — when pilots give way to production, and cost, governance, and sustainability become harder than building the system in the first place.
“We’ve seen customers who say, ‘I have 50,000 licenses of Copilot. I don’t really know what people are getting out of that. But I do know that I’m paying for the most expensive computing in the world, because it’s GPUs,'” Gracely said. “‘How am I going to get that under control?'”
For much of the past two years, cost was not the primary concern for organizations evaluating generative AI. The experimental phase gave teams cover to spend freely, and the promise of productivity gains justified aggressive investment, but that dynamic is shifting as enterprises enter their second and third budget cycles with AI. The focus has moved from “can we build something?” to “are we getting what we paid for?”
Enterprises that made large, early bets on managed AI services are conducting hard reviews of whether those investments are delivering measurable value. The issue isn’t just that GPU computing is expensive. It is that many organizations lack the instrumentation to connect spending to outcomes, making it nearly impossible to justify renewals or scale responsibly.
The dominant AI procurement model of the past few years has been straightforward: pay a vendor per token, per seat, or per API call, and let someone else manage the infrastructure. That model made sense as a starting point but is increasingly being questioned by organizations with enough experience to compare alternatives.
Enterprises that have been through one AI cycle are starting to rethink that model.
“Instead of being purely a token consumer, how can I start being a token generator?” Gracely said. “Are there use cases and workloads that make sense for me to own more? It may mean operating GPUs. It may mean renting GPUs. And then asking, ‘Does that workload need the greatest state-of-the-art model? Are there more capable open models or smaller models that fit?'”
The decision is not binary. The right answer depends on the workload, the organization, and the risk tolerance involved, but the math is getting more complicated as the number of capable open models, from DeepSeek to models now available through cloud marketplaces, grows. Now enterprises actually have real alternatives to the handful of providers that dominated the landscape two years ago.
Some enterprise leaders argue that locking into infrastructure investments now could mean significantly overpaying in the long run, pointing to the statement from Anthropic CEO Dario Amodei that AI inference costs are declining roughly 60% per year.
The emergence of open-source models such as DeepSeek and others has meaningfully expanded the strategic options available to enterprises that are willing to invest in the underlying infrastructure in the last three years.
But while costs per token are falling, usage is accelerating at a pace that more than offsets efficiency gains. It’s a version of Jevons Paradox, the economic principle that improvements in resource efficiency tend to increase total consumption rather than reduce it, as lower cost enables broader adoption.
For enterprise budget planners, this means declining unit costs do not translate into declining total bills. An organization that triples its AI usage while costs fall by half still ends up spending more than it did before. The consideration becomes which workloads genuinely require the most capable and most expensive models, and which can be handled just fine by smaller, cheaper alternatives.
The prescription isn’t to slow down AI investment, but to build with flexibility being top of mind. The organizations that will win aren’t necessarily the ones that move fastest or spend the most; they’re the ones building infrastructure and operating models capable of absorbing the next unexpected development.
“The more you can build some abstractions and give yourself some flexibility, the more you can experiment without running up costs, but also without jeopardizing your business. Those are as important as asking whether you’re doing everything best practice right now,” Gracely explained.
But despite how entrenched AI discussions have become in enterprise planning cycles, the practical experience most organizations have is still measured in years, not decades.
“It feels like we’ve been doing this forever. We’ve been doing this for three years,” Gracely added. “It’s early and it’s moving really fast. You don’t know what’s coming next. But the characteristics of what’s coming next — you should have some sense of what that looks like.”
For enterprise leaders still calibrating their AI investment strategies, that may be the most actionable takeaway: the goal is not to optimize for today’s cost structure, but to build the organizational and technical flexibility to adapt when, not if, it changes again.
Presented by Retool
The logic used to be: buying software is cheaper, faster, and safer for most use cases. Building was reserved for companies with large engineering teams, deep pockets, and problems so specific that no vendor could address them. But now, the cost to code a piece of software has dropped to zero.
Anyone can build their own software now, but enterprise and governance models have yet to catch up. Retool’s 2026 Build vs. Buy Shift Report, based on a survey of 817 builders, traces exactly how this shift is playing out.
Two years ago, a custom internal tool might have taken an engineering team weeks or months and cost six figures. Today, an operations lead with the right platform can have a working prototype in a day or two. This structural shift is driven by AI-assisted development and the maturation of enterprise app-building platforms.
Meanwhile, SaaS pricing hasn’t adjusted, still charging per-seat for generic software that requires customization and integration costs on top. When the cost of building drops by an order of magnitude but the cost of buying stays flat, the math changes for every company, not just the ones with large engineering teams.
The data reflects this. Retool’s report found that 35% of teams have already replaced at least one SaaS tool with a custom build, and 78% plan to build more custom tooling in 2026.
The shift isn’t happening uniformly. The top SaaS tools respondents have replaced or considered replacing include workflow automations (35%) and internal admin tools (33%), followed by BI tools (29%) and CRMs (25%).
A purchased workflow automation tool has to serve thousands of customers, so it optimizes for the average case — and the average case is nobody’s actual case. Every company’s internal workflows are different. They reflect org structure, compliance requirements, data systems, and business logic unique to that organization.
Internal admin tools carry the same problem: they’re inherently company-specific. These categories were always the most awkward fit for off-the-shelf software, and there’s now an affordable, accessible alternative (MIT’s State of AI in Business reported $2-10 million in savings annually for customer service and document processing tasks).
The replacement pattern tends to be additive rather than wholesale (nobody is just ripping out Salesforce). They’re replacing the specific pieces that never quite fit: an approval flow that required three workarounds, the dashboard that couldn’t connect to their actual data … but those narrow replacements add up. Once a team builds one tool that works better than what they bought, the default question shifts from “What should we buy?” to “Can we build this?”
The clearest evidence that procurement processes haven’t kept up with building capability is the scale of shadow IT now occurring inside enterprises. Retool’s report found that 60% of builders have created tools, workflows, or automations outside of IT oversight in the past year — and 25% report doing so frequently.
Even experienced, high-judgment people choose speed over process. Two-thirds of total survey respondents (64%) are senior managers and above. Existing procurement cycles weren’t designed for a world where building software takes days rather than months. When people love to quote the 95% generative AI pilot failure rate they’re not accounting for the robust grassroots adoption happening under executives’ noses.
Shadow IT at this scale is a demand signal. The people closest to the problems are telling organizations that the existing process can’t can’t keep up — 31% of those going around IT do so simply because they can build faster than IT can provision tools. So, suppression isn’t a productive response. The challenge is that the tools being built in the shadows are also the ones most likely to stall before they become useful.
A vibe-coded prototype running on sample data is impressive. A production tool connected to your actual Salesforce instance, with role-based access and a security review, is useful. The report found that 51% of builders have shipped production software currently in use by their teams, and among those, about half report saving six or more hours per week.
When building happens in an ungoverned environment, organizations get neither outcome reliably. Someone connects an AI-powered tool to production data with no audit trail, no access controls, and no owner. Multiply that by dozens of builders across an organization, and you have an expanding security surface that IT doesn’t even know exists.[1]
The teams whose homebuilt solutions reach production tend to have three things the others don’t: connectivity to real data sources, a security and permissions model they trust, and a review process for what gets deployed. Channeling builder energy into governed environments, where speed and security aren’t in conflict, is how organizations avoid shadow IT becoming a liability.
The build vs. buy shift is already underway. The more important question now is who controls the environment where that building happens.
Ungoverned building invites security risks and makes the ROI case difficult to close. You can’t measure time saved by tools IT doesn’t know exist, or are only run in one individual’s workflow. You can’t enforce access controls on a prototype that someone connected to production data last Tuesday. And those aren’t hypothetical risks: in Deloitte’s 2026 State of AI in the Enterprise survey of 3,200+ leaders, data privacy and security ranked as the top AI concern at 73%, with governance capabilities close behind at 46%. The 35% of organizations with no AI productivity metrics are missing more than just a dashboard. They’re missing the accountability infrastructure that justifies building over buying in the first place.
The organizations that treat governed environments as a prerequisite for building at scale will be the ones that can actually prove it’s working. The ones that don’t will find out when something breaks.
For a closer look at the data, including how enterprises are approaching AI-assisted building, read the full 2026 Build vs. Buy Shift Report.
[1] The cost of which can be steep: IBM’s 2025 Cost of Data Breach Report found that AI-associated cases cost organizations more than $650,000 per breach.
David Hsu is CEO at Retool.
Sponsored articles are content produced by a company that is either paying for the post or has a business relationship with VentureBeat, and they’re always clearly marked. For more information, contact sales@venturebeat.com.
Presented by Booz Allen
AI-RAN, or artificial intelligence radio area networks, is a reimagining of what wireless infrastructure can do. Rather than treating the network as a passive conduit for data, AI-RAN turns it into an active computational layer. It’s a sensor, a compute fabric, and a control plane for physical operations, all rolled into one. That shift has huge implications for industries from manufacturing and logistics to healthcare and smart infrastructure.
VentureBeat spoke with two leaders at the center of this transformation: Chris Christou, senior vice president at Booz Allen, and Shervin Gerami, managing director at Cerberus Operations Supply Chain Fund.
“AI-RAN can bring the promise of extending 5G and eventually 6G networks into the enterprise,” Christou said. “Proving that a platform can host inference at the edge to enable new types of AI — in particular, physical AI and autonomy-type use cases for things like smart manufacturing and smart warehousing — can make operations more efficient and effective.”
“AI-RAN lets enterprises move from digitizing processes to autonomously operating them,” Gerami added. “The enterprise investment should not look at AI-RAN as a networking upgrade. It’s an operating system for physical industries.”
The difference between AI for RAN, AI on RAN, and AI and RAN is critical. AI on RAN runs enterprise AI workloads on edge compute infrastructure integrated with the RAN, enabling real-time applications like computer vision, robotics, and localized LLM inference.
AI and RAN represents the deeper convergence — where networks are designed to be AI-native, with AI workloads and radio infrastructure architected together as a coordinated, distributed system. At this stage, RAN evolves from a transport layer into a foundational layer of the AI economy.
“This is the transformational part,” Gerami said. “It’s jointly designing applications with networks. Now the application knows the network state, and the network understands the application’s intent. AI for RAN saves money. AI on RAN adds capability. Then AI and RAN together create entirely new business models.”
It’s this layered framework that makes AI-RAN more than an incremental evolution of existing wireless technology, and instead a platform shift that opens the network to the kind of developer ecosystem and application innovation that has historically been the domain of cloud computing.
Integrated sensing and communications (ISAC) is the center of the infrastructure. The network becomes the sensor, a converged infrastructure simultaneously communicating and sensing its environment at the same time it hosts algorithms and applications at the edge. It will enable drone detection, pedestrian safety, and automotive sensing, and eventually even more innovative use cases.
The enterprise value proposition of ISAC and a network as the sensor is clear, Gerami says. Today, organizations rely on multiple discrete systems to achieve situational awareness: cameras, radar, asset trackers, motion sensors and more. Each comes with its own maintenance burden, integration overhead and vendor relationship. ISAC has the potential to handle many of those capabilities natively within the network.
“With ISAC you can do asset tracking at sub-meter precision inside factories and hospitals,” he explained. “You can detect movement patterns, perimeter breaches, and anomalies. Smart buildings can have occupancy-aware HVAC and energy optimization.”
With AI-RAN, edge AI and low-latency inference become supercharged in use cases like real-time robotics management, instant quality inspection, and predictive maintenance. There are the applications where the latency gap between cloud and edge is the difference between a system that works and one that doesn’t.
“Where edge AI kicks in is driving operations in milliseconds, not seconds, which is what cloud does,” Gerami explained.
Split inference can also change the game, Christou says.
“You have a lot of different use cases where the processing is done on the device, making that device more expensive and more power-hungry,” he said. “Now there’s the possibility of offloading that to a local AI-RAN stack, even getting into concepts like split inference, so you do some of the inference on the device, some on the edge AI-RAN stack, and some in the cloud, all appropriate to the use cases and the time scale of the processing required.”
AI-RAN investment has a narrow and strategically critical window, both Germani and Christou said.
“5G infrastructure is already being deployed, almost getting to a point of completion. 6G standards are not yet locked in,” Gerami explained. “This is an architectural moment for AI-RAN to come in. It allows the ability to not make RAN become a telco-centric design only. It allows the enterprise to become the co-creator of the application, the revenue and value generator of that network infrastructure.”
Historically, enterprise IT has consumed wireless standards rather than shaped them. AI-RAN’s open architecture, built on software-defined, cloud-native, containerized components, changes that standardization dynamic.
“Previously in the wireless industry it was a very long cycle. Now we’re seeing a push to get it implemented, get it out there, get early pilots, and then we’ll see how the technology works,” Christou said. Simultaneously, in parallel, you can start defining the standards. You have real-life implementation experience to help influence how those standards take shape.”
And the entry point is accessible, Gerami added.
“The barrier to entry is very low,” he said. “Right now, it’s all code-based, all software. It’s no different than downloading software. You get yourself an Nvidia box and you can deploy it with a radio.”
“We see AI-RAN as being an open architecture that’s truly driving innovation,” Gerami said. “It’s a flywheel for innovation. We want to create everything to be microservices, open native, cloud native, to allow partners to build vertical AI apps. There’s so much focus right now in the industry around how we can adopt AI effectively, how it will enable autonomy and robotics. This is one of those foundational pieces that can help realize some of those use cases. The future is about owning that physical inference.”
“There’s so much focus right now in the industry around how we can adopt AI effectively — how it will enable autonomy and robotics,” Christou said. “This is one of those foundational pieces that can help realize some of those use cases.”
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The age of agentic AI is upon us — whether we like it or not. What started with an innocent question-answer banter with ChatGPT back in 2022 has become an existential debate on job security and the rise of the machines.
More recently, fears of reaching artificial general intelligence (AGI) have become more real with the advent of powerful autonomous agents like Claude Cowork and OpenClaw. Having played with these tools for some time, here is a comparison.
First, we have OpenClaw (formerly known as Moltbot and Clawdbot). Surpassing 150,000 GitHub stars in days, OpenClaw is already being deployed on local machines with deep system access. This is like a robot “maid” (Irona for Richie Rich fans, for instance) that you give the keys to your house. It’s supposed to clean it, and you give it the necessary autonomy to take actions and manage your belongings (files and data) as it pleases. The whole purpose is to perform the task at hand — inbox triaging, auto-replies, content curation, travel planning, and more.
Next we have Google’s Antigravity, a coding agent with an IDE that accelerates the path from prompt to production. You can interactively create complete application projects and modify specific details over individual prompts. This is like having a junior developer that can not only code, but build, test, integrate, and fix issues. In the realworld, this is like hiring an electrician: They are really good at a specific job and you only need to give them access to a specific item (your electric junction box).
Finally, we have the mighty Claude. The release of Anthropic’s Cowork, which featured AI agents for automating legal tasks like contract review and NDA triage, caused a sharp sell-off in legal-tech and software-as-a-service (SaaS) stocks (referred to as the SaaSpocalypse). Claude has anyway been the go-to chatbot; now with Cowork, it has domain knowledge for specific industries like legal and finance. This is like hiring an accountant. They know the domain inside-out and can complete taxes and manage invoices. Users provide specific access to highly-sensitive financial details.
The key to making these tools more impactful is giving them more power, but that increases the risk of misuse. Users must trust providers like Anthorpic and Google to ensure that agent prompts will not cause harm, leak data, or provide unfair (illegal) advantage to certain vendors. OpenClaw is open-source, which complicates things, as there is no central governing authority.
While these technological advancements are amazing and meant for the greater good, all it takes is one or two adverse events to cause panic. Imagine the agentic electrician frying all your house circuits by connecting the wrong wire. In an agent scenario, this could be injecting incorrect code, breaking down a bigger system or adding hidden flaws that may not be immediately evident. Cowork could miss major saving opportunities when doing a user’s taxes; on the flip side, it could include illegal writeoffs. Claude can do unimaginable damage when it has more control and authority.
But in the middle of this chaos, there is an opportunity to really take advantage. With the right guardrails in place, agents can focus on specific actions and avoid making random, unaccounted-for decisions. Principles of responsible AI — accountability, transparency, reproducibility, security, privacy — are extremely important. Logging agent steps and human confirmation are absolutely critical.
Also, when agents deal with so many diverse systems, it’s important they speak the same language. Ontology becomes very important so that events can be tracked, monitored, and accounted for. A shared domain-specific ontology can define a “code of conduct.” These ethics can help control the chaos. When tied together with a shared trust and distributed identity framework, we can build systems that enable agents to do truly useful work.
When done right, an agentic ecosystem can greatly offload the human “cognitive load” and enable our workforce to perform high-value tasks. Humans will benefit when agents handle the mundane.
Dattaraj Rao is innovation and R&D architect at Persistent Systems.