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The AI Contracting Problem: Why Most Companies Are Flying Blind

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Michael Welsh

Mar. 31,2026 | AI

Enterprise AI adoption has moved from experimentation to commitment. Organizations are rapidly embedding platforms such as Microsoft Copilot, Salesforce Agentforce, Amazon Bedrock, and Databricks into their core operating environments.

The strategic rationale is clear. AI is now viewed as a foundational capability, not an optional add-on. The issue is not whether to invest, but how quickly and at what scale.

What is far less clear and increasingly problematic, is how these investments are being priced, structured, and contracted.

A Market Without Benchmarks

Unlike traditional enterprise software categories, the AI market does not yet have established pricing norms. There is no consistent framework for per-user versus consumption-based pricing, model access versus outcome-based value, or bundled versus standalone AI SKUs.

As a result, most buyers are negotiating in a vacuum.

Vendors, on the other hand, are not. They are leveraging real-time deal data across hundreds of transactions, dynamic packaging strategies, and evolving monetization models. This creates a significant information asymmetry, one where buyers are making long-term commitments without a reliable view of what "good" looks like.

This is where most organizations are exposed.

While the broader market lacks transparency, NET(net) operates with its own federated market intelligence built from completed enterprise negotiations across these same platforms. That data provides a grounded view of how pricing, discounting, and terms are actually landing in the market today, not where vendors position them to be.

The distinction matters. Without that context, even sophisticated procurement and IT teams are often anchoring to vendor narratives rather than market reality. And in a category evolving this quickly, vendor narratives are written to capture value, not share it.

The Hidden Risk: Long-Term Price Lock-In

AI contracts are not just expensive, they are structurally complex and often front-loaded with assumptions that may not hold over time.

We are seeing a consistent pattern across enterprise agreements: multi-year commitments tied to uncertain adoption curves, bundled AI offerings that obscure true unit economics, pricing constructs that escalate with usage rather than value realization, and limited flexibility to adjust as the technology matures.

In many cases, organizations are locking into pricing models that will look outdated within 12 to 24 months.

This is not because vendors are acting improperly. It is because the market itself is evolving faster than the contracts being signed to govern it.

The risk is that companies overcommit early, before they have clarity on actual internal usage patterns, realized productivity gains, or the viability of alternative solutions. Once those agreements are in place, renegotiation leverage is significantly reduced. And unlike traditional software renewals, the window to course-correct in AI contracting is often narrower than organizations expect.

Why This Matters Now

For most enterprises, AI will become one of the top three IT spend categories within the next 24 to 36 months. Decisions being made today will define cost structures for years.

Unlike prior technology cycles, the combination of immature pricing benchmarks, aggressive vendor positioning, and long-term contractual commitments creates a higher likelihood of structural overpayment, and fewer natural correction points once commitments are made.

There is also a governance dimension that is frequently overlooked: most AI agreements today are being negotiated by IT or individual business units, without the commercial rigor typically applied to enterprise software. The result is inconsistent terms, fragmented spend, and little enterprise-wide visibility into aggregate AI cost exposure.

A More Disciplined Approach

Leading organizations are beginning to approach AI contracting differently. They are separating experimentation from long-term commitments, forcing transparency into bundled pricing models, benchmarking against real and recent enterprise deals, and structuring flexibility into agreements to account for market evolution.

Increasingly, they also treat AI spend as an enterprise-wide category requiring centralized visibility, not a series of independent platform decisions made in isolation.

The objective is not to delay AI adoption. It is to ensure that adoption happens on terms that reflect both current reality and future uncertainty.

Final Thought

AI may be the fastest-growing category in enterprise IT, but it is also one of the least understood from a commercial and contractual perspective.

In markets like this, the advantage does not go to the fastest buyer. It goes to the most informed one. Organizations that bring real market data, disciplined negotiation strategy, and structural flexibility into these agreements will not only capture the value of AI, they will avoid overpaying for it.

Those that do not risk locking in costs that will be very difficult to unwind.

About NET(net)

At NET(net), we don't just optimize IT investments, we weaponize them for competitive advantage. As the world's leading technology investment optimization firm, we've spent over two decades perfecting the art and science of extracting maximum value from technology supply chains while neutralizing vendor pricing manipulation.

Our battle - hardened methodology has influenced trillions of dollars in technology investments, captured hundreds of billions in documented value, and transformed how enterprises approach every facet of IT spend - from emerging technology such as AI, ML, IoT, RPA, Quantum, and Blockchain, to IaaS, PaaS, and SaaS, to enterprise hardware and software solutions, and professional services arrangements including strategic outsourcing relationships.

We're not consultants who theorize about optimization, we're the specialists who help you devise and execute your strategy. Our proven frameworks turn vendor pricing chaos into strategic opportunity, licensing complexity into competitive advantage, and cost centers into value engines. Whether you're facing an aggressive vendor audit, navigating a forced migration, or simply refusing to accept runaway IT costs, NET(net) delivers the expertise, experience, and execution you need to dominate rather than merely survive.

Founded in 2002, NET(net) has established itself as the essential strategic partner for enterprises and technology providers who demand performance, not promises. We've mastered every major area of IT optimization because we understand that in today's vendor-hostile environment, half-measures guarantee defeat.

Experience the NET(net) advantage. Contact us at info@netnetweb.com, visit www.netnetweb.com, or call +1 (616) 546-3100 to discover how we can transform your technology investments from cost burden to strategic weapon.

Legal Disclaimer: NET(net)'s website, blogs, articles, and other content are subject to NET(net)'s legal terms and are offered for general information purposes only, and do not constitute legal advice. While NET(net) may offer views and opinions regarding the subject matter, such views and opinions are those of the content authors, are not necessarily reflective of the views of the company, and are not intended to malign or disparage any other company or other individual or group. Visit our legal notice page for more information.

 

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