AI Readiness Across the Enterprise

AI Readiness Across the Enterprise

Our IT Executive Roundtables are invite-only events hosted by peers for peers that bring together a select group of senior IT leaders from across industries for topic-driven, intimate dialog on current trends and topics. The group met remotely to discuss AI readiness across the enterprise led by the VP of Data and AI of a leading education technology company.

April 28, 2025

As artificial intelligence continues to reshape the enterprise landscape, organizations across industries are grappling with how to assess their readiness and strategically integrate AI into operations. The Virtual Executive Roundtable, AI Readiness Across the Enterprise, brought together technology and business leaders for a candid discussion on what it means to be truly prepared for AI adoption. From foundational infrastructure to governance models and talent enablement, the session explored the multifaceted elements that contribute to enterprise AI maturity.

Key Takeaways:

  • AI Readiness Requires a Multi-Faceted Foundation:
    Being AI ready isn’t just about having the right tools—it’s about having the right data, governance frameworks, and people strategies in place. Readiness is an ongoing, layered process shaped by technical maturity, organizational structure, and cultural openness to change.
  • Governance Must Evolve with Speed:
    Traditional governance models are too slow for AI’s rapid pace. Companies are shifting toward decentralized, risk-aligned frameworks that empower experimentation while placing guardrails around data use, intellectual property, and compliance.
  • Empowering People Drives Scalable AI Adoption:
    Successful implementation hinges on workforce readiness. Leaders are embedding training at every level, from general AI literacy to tool-specific and technical upskilling, to demystify AI and foster innovation from within.
  • Business Strategy Must Precede AI Strategy:
    AI should solve real problems, not just chase trends. Leaders emphasized the need for an AI mission or value creation statement that ties initiatives back to enterprise goals. Without clear intent, organizations risk wasting investment and misaligned efforts.

AI Readiness Requires a Multi-Faceted Foundation

AI readiness goes beyond a simple checklist of technologies; it requires a comprehensive foundation in data infrastructure, governance, and organizational maturity. Many organizations struggle with fundamental IT challenges like application sprawl and inconsistent data practices, which impede effective AI integration. Without addressing these issues, promising AI initiatives may fail or operate in isolation.

Data quality and governance are critical pillars of AI readiness. Data must be reliable, secure, and accessible for AI to be effective. As generative AI tools become more prevalent in CRM systems, marketing platforms, and collaboration software, managing their application is vital for good governance. Organizational alignment is also essential. Business units need to see how AI supports broader enterprise goals. Maturity models can guide organizations at different stages, whether they are focused on safe experimentation or scaling successful pilots. Ultimately, without a clear purpose and structure, scaling AI responsibly remains a challenge.

Governance Must Evolve with Speed

Traditional governance frameworks often struggle to keep up with the rapid development of artificial intelligence (AI). Many organizations are shifting from rigid, centralized decision-making to more agile, risk-based models that enable experimentation while maintaining control over data, intellectual property, and ethics. Participants emphasized the need for governance that facilitates progress rather than hinders it.

One challenge is the proliferation of tools across departments, with employees often bypassing official procurement processes to access AI platforms. To counter this, some organizations have created usage policies and review boards, while others empower departmental "champions" to test tools under data protection guidelines. Though speed is essential to stay competitive, a lack of governance poses risks related to sensitive data and compliance. Participants stressed the importance of establishing early boundaries, even as technical oversight evolves. Governance must balance safety and innovation, fostering responsible acceleration instead of merely slowing progress.

Empowering People Drives Scalable AI Adoption

“We’re not just training people how to use AI. We’re helping them overcome fear of it.”

Technology alone doesn’t make an organization AI-ready; its people do. A key focus is on workforce enablement and upskilling. Many organizations have launched AI education programs for different employee segments, from company-wide training on generative AI basics to specialized tracks for developers and data scientists. These programs equip staff with necessary skills and help alleviate fears that can hinder adoption.

Leaders have shared strategies to boost engagement, like contests for crowdsourcing use cases and grassroots ideation programs. Employees can propose ideas for AI integration and participate in evaluations. Some organizations use AI to prioritize promising submissions, fostering trust in the tools. This collaborative approach turns AI into an inclusive capability rather than a top-down mandate. Additionally, creating a culture that encourages experimentation, accepts failure, and celebrates innovation is essential. The democratization of AI tools allows employees to contribute to innovation. With structured guidance and thoughtful governance, this empowerment serves as a powerful engine for transformation.

Business Strategy Must Precede AI Strategy

“Start with the why—not the tool.”

AI is not a strategy on its own; it must serve a specific purpose. This idea resonated strongly throughout the discussion. Many organizations feel pressured to adopt AI quickly due to board mandates, industry trends, or competitive anxiety. However, without a clear understanding of their goals, they risk misalignment and wasted investments. Leaders emphasized the importance of first articulating a value creation statement for AI that is rooted in enterprise goals and measurable outcomes.

The lack of this clarity often leads to reactive behavior. Teams may chase trendy tools or rely on vendor solutions without asking fundamental questions: What problem are we trying to solve? Who benefits from our efforts? How does this align with our strategic priorities? In response, some organizations are reframing their evaluation of new AI initiatives. Instead of automatically defaulting to ROI in financial terms, they are considering broader impacts, such as process efficiency, customer satisfaction, or reduced cycle times.

Ultimately, this conversation highlighted the difference between opportunistic adoption and strategic execution. Quick wins and pilot projects are important, but they should contribute to long-term value. Leaders recommended prioritizing use cases that align with core business objectives and regularly revisiting these priorities as the business and technology evolve. In this way, AI can become not just a productivity booster but also a meaningful lever for transformation.

Polling our Attendees

The poll conducted during the roundtable provides a clear overview of where organizations currently stand in their AI journeys. A plurality of respondents (29%) reported being in the "Pilot phase," actively testing AI through early proof of concepts. This was closely followed by those in the "Aspirational" and "Tactical" stages, each at 21%. These groups represent companies that are either in planning mode or using AI in limited, function-specific ways.  

the role of AI in organizations today

These responses highlight a common theme: while there is widespread interest and experimentation with AI, most organizations are still in the early stages of operationalizing it as a strategic asset.  

A smaller portion of respondents reported more advanced AI integration, with 14% indicating that AI has been "Operationalized" across processes and workflows. Only 7% described AI as a "Strategic differentiator" that forms the core of their competitive advantage. Notably, no respondents selected "Uncertain" or "Emerging priority," indicating a baseline of awareness and intent regarding AI implementation. This distribution illustrates both momentum and caution; most enterprises are currently testing and adapting their approaches rather than rushing toward full deployment. It also reinforces the importance of frameworks, governance, and alignment with business goals to transition from experimentation to scaled impact.

Conclusion

The conversation underscored that AI readiness is not about reaching a fixed destination, but about building the organizational capacity to adapt, experiment, and scale responsibly. The majority of companies are still navigating early adoption, working to align AI efforts with enterprise goals while managing governance, infrastructure, and skills development. As the pace of innovation accelerates, readiness will be defined by how well an organization balances speed with structure, encouraging exploration without sacrificing oversight.

Key themes from the session emphasized the importance of grounding AI efforts in business strategy, empowering teams through education and enablement, and modernizing governance to keep up with emerging risks and opportunities. While no organization has all the answers, the roundtable reinforced the value of collaborative learning and continuous iteration. As AI continues to evolve, so too must the frameworks and mindsets that support its success across the enterprise.

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