Your org chart isn’t ready for AI

While most leaders are still worrying about what skills are being augmented or replaced, AI is already fundamentally restructuring the way we organize work.

We need to keep helping individual employees adapt to using AI tools—despite the cultural narrative around them, currently only 27 percent of white-collar employees report frequently using AI at work—but we also can't miss the bigger transformation implications on the immediate horizon. AI isn't just augmenting human capabilities. It's forcing us to rethink organizational structures that have defined how work gets done for decades.

Think about what happens when AI agents become actual team members. Not just tools people use, but meta-coworkers with their own capabilities, workflows, and outputs. (It’s already happening.) Suddenly HR and IT are on a collision course, as expectations about work output change. And team leaders are orchestrating hybrid teams where the optimal structure looks nothing like today's org chart.

Consider coordination and decision-making between marketing, sales, and customer service, for example: when AI can synthesize complex information and facilitate cross-departmental workflows in real-time, the rigid handoffs traditionally established start to feel antiquated. Teams are forced to become more fluid, more responsive, more capable of moving at the speed of insight rather than the speed of bureaucracy.

This doesn't mean everything will be flattened—power dynamics and leadership will always need to exist in large, complex organizations. But it does mean departments will become more porous and less siloed, decision-making will happen closer to where the work gets done, and the most valuable managers will be those who can orchestrate human-AI collaboration in addition to managing people.

The hardest part isn't the technology. It's the human dynamics. Restructuring an organization means redistributing how work flows, changing career paths, upskilling and reskilling—and challenging assumptions about where value gets created.

The companies already thinking this way aren't waiting for AI to mature. They're using this moment to experiment with hybrid teams, and treating flexible organizational design as a competitive strategy.

Take the next step:

  1. Hire 18 Coffees for a training workshop on resilient leadership.

  2. Engage with more of Caleb’s thought leadership on LinkedIn or Instagram.

  3. Signed up for Pocket Change but not other emails from 18 Coffees? Get more insights and ideas about adaptable leadership by signing up here.

  4. Let’s work together. 18 Coffees can help.

Caleb Gardner

Managing Partner at 18 Coffees

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