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AI Enablement Is a Leadership Problem, Not a Training One

By Jeff Chung

01/20/2026

LinkedIn

When AI initiatives stall, training is often the first thing organizations reach for. More sessions, better documentation, and new internal resources meant to help teams feel comfortable with the tools.

The assumption is simple. If people are not using AI effectively, they must not understand it well enough.

That assumption is usually wrong.

Most teams are not blocked by a lack of knowledge. They are blocked by uncertainty about expectations, accountability, and permission. Training cannot solve those problems, because they are not learning problems. They are leadership problems.

Why Training Becomes the Default Response

Training feels constructive. It is visible, measurable, and relatively safe. Leaders can point to sessions completed and materials delivered and feel confident that they have addressed the issue.

More importantly, training does not require leaders to change how they operate. It places responsibility on individuals to adapt, rather than on the system to evolve. That makes it an attractive solution, even when it is ineffective.

What Enablement Actually Means

Enablement is not about teaching people how to use tools. It is about creating conditions where using those tools makes sense.

People need clarity on when AI is appropriate, when it is expected, and how its output will be evaluated. They also need confidence that relying on AI will not create personal risk. Those signals rarely come from training. They come from leadership behavior.

Why Enablement Breaks Down Without Ownership

Enablement falters when ownership is unclear. If no one is accountable for outcomes, AI usage remains abstract.

This is why enablement often stalls after pilots. The knowledge exists, but the structure to use it does not. Without leadership defining ownership and expectations, enablement becomes activity rather than progress.

What Leaders Have to Do Differently

Real enablement requires leaders to do less explaining and more deciding. They must decide where AI belongs in the work, what outcomes matter, and who is responsible for making it effective.

Once those decisions are reinforced through incentives and everyday behavior, training becomes supportive instead of foundational.

The Question That Clarifies Everything

Instead of asking whether teams are trained on AI, leaders should ask whether their own behavior makes it safe and worthwhile to use it.

If the answer is no, more training will not help. Enablement does not start in a classroom. It starts at the top.

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