The Coming Wave of AI Cleanup Projects in 2026: Why Every Leader Needs a Plan for Fixing Yesterday’s AI Mistakes
For three years, AI went from a talking point to a reckless boardroom obsession. Leaders bypassed caution,...
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By: Stephen Sklarew 1 Nov 25, 2025 11:53:16 AM
For three years, AI went from a talking point to a reckless boardroom obsession. Leaders bypassed caution, fast-tracking budgets to launch pilot projects before anyone verified organizational readiness. That enthusiasm created massive, unacknowledged debt.
Now, as we close out 2025, the reckoning is here: models are failing due to messy data, compliance risks are escalating, and systems built for scale are collapsing due to weak foundations.

This is enterprise AI’s essential maturity moment. Our thesis is that cleanup is the action that separates the future winners from the laggards. The wave of AI cleanup projects defining late 2025 into 2026 will require organizations to shed the chaos and finally achieve the measurable, credible ROI that the initial rush failed to deliver.
The core reason so many 2023–2025 AI projects are now being written off is that they were built on an illusion of quick wins. The "pilot AI everywhere" culture, driven by top-down pressure and lack of thoughtful strategy, consistently ignored foundational readiness. Teams, in many cases new to AI, were rewarded for launching something, rather than for identifying viable AI use cases and building right. This meant neat demos in controlled environments were greenlit, only to fall apart when exposed to the messy reality of real-world workflows. Ultimately, this lack of clear strategic oversight and unguided AI development surfaced deeper problems.
Data quality and availability quickly emerged as the universal Achilles’ heel. In this rush, leaders forgot that AI models are mirrors; they reflect the quality and structure of the data they're trained on. Poor data hygiene (inconsistent formats, duplicated records, undefined fields) produced deceptive model results. When a predictive sales tool confidently tells a top salesperson to chase a dead lead, it’s a catastrophic trust-killer and that tool is quickly abandoned.
This internal vulnerability was exploited by vendor-led chaos. Eager to capture budget, business units said "yes" to compelling AI SaaS tools without understanding the architectural fit or governance implications. One organization I met found it was paying for three different AI-powered customer service bots, none of which could share data, effectively creating three siloed, incomplete pictures of their customer.
This was compounded by the skill gap paradox. Organizations frantically hired expensive "AI experts" (many of whom were just learning AI, too) without first defining what success meant. These experts were instead marooned in a sea of unclean data, spending their time trying to find reliable inputs rather than generating value.
When we peel back the layers on why so many of these projects in the last few years are now being quietly decommissioned, the hidden pattern is remarkably consistent. The core failure was a disguised data problem. The LLMs and predictive algorithms were, for the most part, functioning exactly as designed; the problem was what we fed them.
In the rush to deploy, organizations skipped the single most expensive, time-consuming, and unglamorous phase of any successful AI implementation: foundational data alignment. This is the intensive, cross-functional work of ensuring that data from sales, marketing, operations, and finance isn't just present but is also clean, standardized, and speaks the same language.
We found that leaders dramatically underestimated the resources required for this, assuming the "AI" would just figure it out. It can't. An AI model is an accelerant; it will either accelerate clarity or it will accelerate chaos.
This oversight led directly to the creation of "dark data zones." Because data pipelines were ungoverned, the marketing team’s customer database was duplicated and slightly different from the customer data in the finance system. Sales teams were using tools pulling from unverified, outdated sources.
When an AI model was trained on this, it produced insights that were confidently wrong, leading to a rapid erosion of trust from the very business units it was meant to serve.
This has created a new, insidious form of organizational liability: AI debt, the cumulative cost of every messy, untrusted, or "black box" model running on top of that unclean data foundation. Like technical debt, it doesn't just sit there; it compounds.
This is precisely why the major AI trend we’re seeing now is data cleanup and governance elevated from a back-office IT task to a board-level strategic imperative. Leaders are finally internalizing the lesson that you cannot execute on a multi-million-dollar AI strategy on a thousand-dollar data foundation.
The inevitable consequence of AI debt is the emergence, in every enterprise, of the “AI Cleanup Project” — the measured, often painful, phase that defines an organization's transition to maturity.
Defining what a cleanup entails requires a systematic approach to governance and technical remediation. It includes:
Auditing every deployed model for lineage and performance decay
Unlearning biased or corrupted data patterns
Decommissioning shadow AI tools
Retraining critical systems on certified data sets
Rebuilding responsibly
This shift has immediate, measurable impacts on hiring trends. I’m seeing Fortune 1000 companies race to onboard AI governance and compliance talent, often pulling professionals directly from Big Tech or major consulting firms who specialize in regulatory framework implementation. Their priority is establishing guardrails, instrumenting their data, defining model risk management, and ensuring demonstrable compliance.
Leaders must accept the short-term pain for a long-term credibility tradeoff. The cleanup phase is not cheap, and it will require freezing or scrapping some projects that looked promising just months ago. However, the new organizational currency is data transparency. Leaders who proactively admit missteps, communicate the why behind the cleanup, and show a clear path to ethical, accountable AI stand to gain far more market trust than those who quietly try to patch holes.
This commitment marks the beginning of the "second-wave AI strategy." The first wave was characterized by unmeasured experimentation and hype. The second wave is corrective, measured, and fundamentally focused on operationalizing trust. It acknowledges that sustainable ROI in AI can only be built on a foundation of clean data and rigorous governance.
The sheer scale of the 2023–2025 cleanup shows that the lack of governance was a fundamental leadership failure. Leaders treated AI as an abstract capability rather than a system with measurable risks and controls, allowing uncontrolled experimentation to proliferate. This resulted in an inability to answer basic fiduciary questions: Which models are driving which decisions? What is the liability if this model fails to meet expectations?
This brings us to a crucial reframing: the misconception that AI governance equals bureaucracy. When implemented correctly, good governance accelerates decision-making. When we establish clear boundaries, acceptable risk thresholds, and predefined metrics for model performance (drift, bias, accuracy), governance removes the need for constant, ad-hoc deliberation.
It provides the standardized operating environment necessary to scale AI responsibly. It moves the organization from asking, "Should we launch this?" (a slow, subjective question) to "Does this meet our defined standards?" (a fast, objective question).
To achieve this clarity, firms are moving toward an AI governance maturity model:
Reactive (2024 - 2025): Governance is only invoked after a major failure (e.g., a biased outcome or a compliance violation). This is costly and slow.
Proactive (2026 Goal): Governance is built into the development lifecycle. Policies, ethical reviews, and data lineage checks are mandatory gates before deployment.
Predictive (Future State): Governance systems automatically monitor live models for signs of performance decay or bias drift and flag them before they cause harm, enabling automated interventions.
The top-tier firms leading the remediation efforts are showcasing powerful benchmarks. They are instituting mandatory AI Oversight Councils (cross-functional teams including Legal, IT, and Business Ops) and achieving near 100% data lineage coverage for critical models. They track metrics like Model Retraining Frequency and Bias Remediation Rate; measurements designed to guarantee long-term viability and integrity.
The cleanup can be demoralizing if framed as a failure. Executives must align teams by communicating the shift as a necessary step toward "Operational Calm."
Frame the messy past as "Phase I: Experimentation" and the cleanup as "Phase II: Professionalization." This maintains focus on the future value of AI while celebrating the organizational discipline required to sustain it.
My company, Synaptiq, created a strategic 5-step playbook for executives to steer a successful AI cleanup.
Click here to download the playbook
The crucial difference between the chaos of 2024 - 2025 and the calm of 2026 rests entirely on a shift in the executive mindset. Leaders have to stop viewing AI as a shiny object: something experimental and external, and start treating it as core infrastructure. If it’s truly mission-critical, it deserves the same institutional planning as your finance systems or your legal frameworks.
The initial rush of adrenaline and hype that drove early launches needs to be replaced with discipline. AI maturity should not be measured by the speed of deployment anymore, but by the operational calm that system creates. When your AI works reliably, you stop talking about it, and that’s the real definition of success. The focus moves from the model’s complexity to its reliability and auditability.
Finally, the biggest failures always happened in the gaps between departments. To achieve true, structured value, cross-functional literacy must become a priority. Legal teams need to understand how model drift creates risk; data scientists must grasp the need for operational process standardization. Every function, be it data, legal, design, and operations, has to recognize that the integrity of the AI system is a shared responsibility, not just a technical problem.
Let’s Chat. Contact me if you're interested in how to shape your organization’s AI strategy.
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